What is the best way to travel from Hartford, CT to Chicago?
Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from Hartford, CT. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from Hartford, CT?
You can get to Chicago with just $91 by taking a Bus from Greyhound US, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 5:40:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 26h 20m
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Greyhound US29h 50m06:45 PMHartford, CTUnion Station Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:35:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 29h 50m
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Greyhound US27h 25m010:50 AMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 10:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 1:15:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 27h 25m
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Greyhound US26h 30m011:55 AMHartford, CTUnion Station Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 11:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 1:25:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 30m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/3/2026 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 50m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 7:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 2:30:00 PM. 50 Economy ticket for $193 per person are available. Travel duration is 8h 15m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 2:30:00 PM. 50 Economy ticket for $220 per person are available. Travel duration is 8h 15m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 7:54:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 1:57:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 10:40:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 53m
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JetBlue Airways2h 25m012:25 PMBradley AirportBradley Airport1:50 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 12:25:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 1:50:00 PM. 50 Economy ticket for $239 per person are available. Travel duration is 2h 25m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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Greyhound US28h 40m04:20 AMHartford, CTUnion Station Bus Terminal8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/4/2026 8:00:00 AM. 50 Economy ticket for $93 per person are available. Travel duration is 28h 40m
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Greyhound US21h 10m05:15 PMHartford, CTUnion Station Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 5:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 1:25:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 21h 10m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:40:00 AM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 20m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 6:10:00 AM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 50m
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Greyhound US26h 20m06:45 PMHartford, CTUnion Station Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 6:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 8:05:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 20m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 2:30:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 8h 15m
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Breeze Airways15h 27m07:35 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:35:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 10:02:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 15h 27m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 2:30:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 8h 15m
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Breeze Airways27h 30m07:32 PMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:32:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/4/2026 10:02:00 PM. 50 Economy ticket for $155 per person are available. Travel duration is 27h 30m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 7:54:00 AM. 50 Economy ticket for $165 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 1:57:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 2h 45m
Cheapest Buses Wednesday
Cheapest Flights Wednesday
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 26h 20m
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Greyhound US29h 50m06:45 PMHartford, CTUnion Station Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 11:35:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 29h 50m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:40:00 AM. 50 Economy ticket for $95 per person are available. Travel duration is 26h 20m
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FlixBus21h 50m01:10 PMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 1:10:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/5/2026 10:00:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 21h 50m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 1:15:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 25h 5m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 1:57:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 10:40:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 53m
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American Airlines2h 52m012:26 PMBradley AirportBradley Airport2:18 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 12:26:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/4/2026 2:18:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 2h 52m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 2:30:00 PM. 50 Economy ticket for $299 per person are available. Travel duration is 8h 15m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Greyhound US21h 10m05:15 PMHartford, CTUnion Station Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 5:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 1:25:00 PM. 50 Economy ticket for $122 per person are available. Travel duration is 21h 10m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 50m
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Greyhound US23h 5m011:55 AMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 11:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 10:00:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 23h 5m
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Greyhound US27h 55m010:50 AMHartford, CTUnion Station Bus Terminal1:45 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 10:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/6/2026 1:45:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 27h 55m
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Greyhound US31h 35m011:35 PMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 11:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 6:10:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 31h 35m
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Frontier Airlines29h 22m05:40 PMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 5:40:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 29h 22m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 7:54:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 1:57:00 PM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 10:40:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 53m
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Sun Country Airlines6h 53m011:31 AMBradley AirportBradley Airport5:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 11:31:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 5:24:00 PM. 50 Economy ticket for $251 per person are available. Travel duration is 6h 53m
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Breeze Airways30h 4m06:00 AMBradley AirportBradley Airport11:04 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 11:04:00 AM. 50 Economy ticket for $260 per person are available. Travel duration is 30h 4m
Cheapest Buses Friday
Cheapest Flights Friday
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:40:00 AM. 50 Economy ticket for $122 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 6:35:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 26h 20m
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Greyhound US31h 5m011:35 PMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 11:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:40:00 AM. 50 Economy ticket for $124 per person are available. Travel duration is 31h 5m
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FlixBus21h 50m01:10 PMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 1:10:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 10:00:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 21h 50m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 1:15:00 PM. 50 Economy ticket for $132 per person are available. Travel duration is 25h 5m
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Breeze Airways15h 27m07:35 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:35:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 15h 27m
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Frontier Airlines40h 26m07:43 PMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:43:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 40h 26m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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United Airlines2h 49m04:55 PMBradley AirportBradley Airport6:44 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 4:55:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 6:44:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 49m
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Breeze Airways16h 40m07:32 PMBradley AirportBradley Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:32:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 11:12:00 AM. 50 Economy ticket for $213 per person are available. Travel duration is 16h 40m
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Frontier Airlines27h 19m07:43 PMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:43:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 10:02:00 PM. 50 Economy ticket for $226 per person are available. Travel duration is 27h 19m
Cheapest Buses Saturday
Cheapest Flights Saturday
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Breeze Airways28h 59m07:10 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 28h 59m
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Breeze Airways29h 49m06:20 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 29h 49m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 1:57:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 2h 45m
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Breeze Airways15h 52m07:10 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 10:02:00 PM. 50 Economy ticket for $230 per person are available. Travel duration is 15h 52m
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Breeze Airways28h 9m08:00 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $237 per person are available. Travel duration is 28h 9m
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Breeze Airways29h 9m07:00 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $243 per person are available. Travel duration is 29h 9m
Cheapest Flights Sunday
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:40:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 26h 20m
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Greyhound US31h 5m011:35 PMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 11:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 5:40:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 31h 5m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 1:15:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 25h 5m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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Sun Country Airlines7h 13m011:56 AMBradley AirportBradley Airport6:09 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 6:09:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 7h 13m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 10:40:00 AM. 50 Economy ticket for $186 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 2:30:00 PM. 50 Economy ticket for $249 per person are available. Travel duration is 8h 15m
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Frontier Airlines30h 35m05:44 PMBradley AirportBradley Airport11:19 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 5:44:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/9/2026 11:19:00 PM. 50 Economy ticket for $278 per person are available. Travel duration is 30h 35m
Cheapest Buses Monday
Cheapest Flights Monday
What are the fastest trips from Hartford, CT to Chicago?
You can get to Chicago from Hartford, CT in just 2h 25m with a Flight from JetBlue Airways. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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JetBlue Airways2h 25m012:25 PMBradley AirportBradley Airport1:50 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 12:25:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 1:50:00 PM. 50 Economy ticket for $239 per person are available. Travel duration is 2h 25m
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 7:54:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 1:57:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 10:40:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 7:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 2:30:00 PM. 50 Economy ticket for $193 per person are available. Travel duration is 8h 15m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/2/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 2:30:00 PM. 50 Economy ticket for $220 per person are available. Travel duration is 8h 15m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 5:40:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 26h 20m
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Greyhound US26h 30m011:55 AMHartford, CTUnion Station Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 11:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 1:25:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 30m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/3/2026 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 50m
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Greyhound US27h 25m010:50 AMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 10:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 1:15:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 27h 25m
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Greyhound US29h 50m06:45 PMHartford, CTUnion Station Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/2/2026 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:35:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 29h 50m
Fastest Flights Tuesday
Fastest Buses Tuesday
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 7:54:00 AM. 50 Economy ticket for $165 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 1:57:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 10:40:00 AM. 50 Economy ticket for $165 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 2:30:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 8h 15m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 2:30:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 8h 15m
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Breeze Airways15h 27m07:35 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/3/2026 7:35:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 10:02:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 15h 27m
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Greyhound US21h 10m05:15 PMHartford, CTUnion Station Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 5:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 1:25:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 21h 10m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:40:00 AM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m06:45 PMHartford, CTUnion Station Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 6:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 8:05:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 20m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/4/2026 6:10:00 AM. 50 Economy ticket for $94 per person are available. Travel duration is 26h 50m
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Greyhound US28h 40m04:20 AMHartford, CTUnion Station Bus Terminal8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/3/2026 4:20:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/4/2026 8:00:00 AM. 50 Economy ticket for $93 per person are available. Travel duration is 28h 40m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 1:57:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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American Airlines2h 52m012:26 PMBradley AirportBradley Airport2:18 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 12:26:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/4/2026 2:18:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 2h 52m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 10:40:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/4/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 2:30:00 PM. 50 Economy ticket for $299 per person are available. Travel duration is 8h 15m
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FlixBus21h 50m01:10 PMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 1:10:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/5/2026 10:00:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 21h 50m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 1:15:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 25h 5m
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:40:00 AM. 50 Economy ticket for $95 per person are available. Travel duration is 26h 20m
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Greyhound US29h 50m06:45 PMHartford, CTUnion Station Bus Terminal11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/4/2026 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 11:35:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 29h 50m
Fastest Flights Thursday
Fastest Buses Thursday
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 7:54:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 45m
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 1:57:00 PM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 10:40:00 AM. 50 Economy ticket for $215 per person are available. Travel duration is 2h 53m
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Sun Country Airlines6h 53m011:31 AMBradley AirportBradley Airport5:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 11:31:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 5:24:00 PM. 50 Economy ticket for $251 per person are available. Travel duration is 6h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 2:30:00 PM. 50 Economy ticket for $330 per person are available. Travel duration is 8h 15m
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Breeze Airways17h 2m06:00 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/5/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 10:02:00 PM. 50 Economy ticket for $268 per person are available. Travel duration is 17h 2m
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Greyhound US21h 10m05:15 PMHartford, CTUnion Station Bus Terminal1:25 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 5:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 1:25:00 PM. 50 Economy ticket for $122 per person are available. Travel duration is 21h 10m
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Greyhound US23h 5m011:55 AMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 11:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 10:00:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 23h 5m
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Greyhound US26h 50m04:20 AMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 4:20:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/6/2026 6:10:00 AM. 50 Economy ticket for $123 per person are available. Travel duration is 26h 50m
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Greyhound US27h 55m010:50 AMHartford, CTUnion Station Bus Terminal1:45 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 10:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/6/2026 1:45:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 27h 55m
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Greyhound US31h 35m011:35 PMHartford, CTUnion Station Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/5/2026 11:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 6:10:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 31h 35m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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United Airlines2h 49m04:55 PMBradley AirportBradley Airport6:44 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 4:55:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 6:44:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 49m
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Skyscanner2h 53m012:06 PMBradley AirportBradley Airport1:59 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 12:06:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 1:59:00 PM. 50 Economy ticket for $317 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 0m07:15 AMBradley AirportBradley Airport2:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 2:15:00 PM. 50 Economy ticket for $329 per person are available. Travel duration is 8h 0m
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Breeze Airways15h 27m07:35 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:35:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 15h 27m
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Breeze Airways16h 40m07:32 PMBradley AirportBradley Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/6/2026 7:32:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 11:12:00 AM. 50 Economy ticket for $213 per person are available. Travel duration is 16h 40m
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FlixBus21h 50m01:10 PMHartford, CTUnion Station Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 1:10:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/7/2026 10:00:00 AM. 50 Economy ticket for $127 per person are available. Travel duration is 21h 50m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 1:15:00 PM. 50 Economy ticket for $132 per person are available. Travel duration is 25h 5m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:40:00 AM. 50 Economy ticket for $122 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 6:35:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 26h 20m
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Greyhound US31h 5m011:35 PMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/6/2026 11:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:40:00 AM. 50 Economy ticket for $124 per person are available. Travel duration is 31h 5m
Fastest Flights Saturday
Fastest Buses Saturday
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United Airlines2h 45m012:12 PMBradley AirportBradley Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 12:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 1:57:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m06:05 AMBradley AirportBradley Airport7:58 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 6:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 7:58:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 53m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 2:30:00 PM. 50 Economy ticket for $328 per person are available. Travel duration is 8h 15m
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Breeze Airways15h 52m07:10 AMBradley AirportBradley Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 10:02:00 PM. 50 Economy ticket for $230 per person are available. Travel duration is 15h 52m
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Breeze Airways28h 9m08:00 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $237 per person are available. Travel duration is 28h 9m
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Breeze Airways28h 59m07:10 AMBradley AirportBradley Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Breeze Airways goes from Bradley Airport, Bradley Airport (USA) at 6/7/2026 7:10:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 11:09:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 28h 59m
Fastest Flights Sunday
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United Airlines2h 45m06:09 AMBradley AirportBradley Airport7:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 6:09:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 7:54:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 2h 45m
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Skyscanner2h 53m08:47 AMBradley AirportBradley Airport10:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 8:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 10:40:00 AM. 50 Economy ticket for $186 per person are available. Travel duration is 2h 53m
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Sun Country Airlines7h 13m011:56 AMBradley AirportBradley Airport6:09 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 6:09:00 PM. 50 Economy ticket for $178 per person are available. Travel duration is 7h 13m
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JetBlue Airways8h 15m07:15 AMBradley AirportBradley Airport2:30 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 2:30:00 PM. 50 Economy ticket for $249 per person are available. Travel duration is 8h 15m
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Frontier Airlines30h 35m05:44 PMBradley AirportBradley Airport11:19 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Bradley Airport, Bradley Airport (USA) at 6/8/2026 5:44:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/9/2026 11:19:00 PM. 50 Economy ticket for $278 per person are available. Travel duration is 30h 35m
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FlixBus25h 5m01:10 PMHartford, CTUnion Station Bus Terminal1:15 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 1:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 1:15:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 25h 5m
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Greyhound US26h 20m04:20 AMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 4:20:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:40:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 26h 20m
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Greyhound US26h 20m05:15 PMHartford, CTUnion Station Bus Terminal6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 5:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 26h 20m
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Greyhound US31h 5m011:35 PMHartford, CTUnion Station Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station Bus Terminal, Hartford, CT (USA) at 6/8/2026 11:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 5:40:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 31h 5m
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Here you will find all operators and timetables for a
Bus from Hartford, CT to Chicago
What are the most popular stations in Hartford, CT and Chicago?
In Hartford, CT, you will usually depart from Union Station Bus Terminal, Union Train Station or Convention Ctr & Columbus Blvd Bus Sttaion, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Chicago from Hartford, CT? With 12 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Hartford, CT and Chicago, you can pay as low as $91 with a Bus from Greyhound US.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from JetBlue Airways: you will get to Chicago in just 2h 25m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Hartford, CT and Chicago are Greyhound US, Breeze Airways and United Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Hartford, CT and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from East Hartford, CT or to Cicero, IL, and look at flights from Bradley Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Hartford, CT to Chicago?
The most popular companies between Hartford, CT and Chicago, are Greyhound US, Breeze Airways and United Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Breeze Airways, United Airlines, JetBlue Airways and 5 more.
All you need to know when you travel from Hartford, CT to Chicago
Check all information on comfort and services on all modes of transports from Hartford, CT to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Hartford, CT to Chicago
How can I reach Chicago from Hartford, CT?
Every day, there are on average 12 connections between Flight and Bus, with which you can get to Chicago from Hartford, CT.
How far is Chicago from Hartford, CT?
The distance between Hartford, CT and Chicago is 770.1 miles.
What is the most ecofriendly mode of transport between Hartford, CT and Chicago?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 33 kgs of CO2, a train 43 kgs, a car 211 kgs, and a flight 305 kgs.
What is the cheapest mode of transport from Hartford, CT to Chicago?
You can get to Chicago with just $91 by taking a Bus from Greyhound US.
What is the fastest way to get from Hartford, CT to Chicago?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 2h 25m with a Flight from JetBlue Airways.
More routes to Hartford, CT and to Chicago
Looking for more options? Here you can see the most popular routes to Hartford, CT and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
