What is the best way to travel from Pittsburgh to Chicago?
Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from Pittsburgh. 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 Pittsburgh?
You can get to Chicago with just $57 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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United Airlines1h 48m06:45 AMPittsburgh AirportPittsburgh Airport7:33 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 6:45:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 7:33:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 11:42:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 5:01:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 9:45:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 1h 54m
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Alaska Airlines13h 10m06:10 PMPittsburgh AirportPittsburgh Airport6:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 6:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 6:20:00 AM. 50 Economy ticket for $435 per person are available. Travel duration is 13h 10m
Cheapest Flights Tuesday
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/17/2026 10:00:00 AM. 50 Economy ticket for $57 per person are available. Travel duration is 10h 5m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/17/2026 8:05:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 12h 30m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 6:10:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 11h 25m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 11:42:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 7:05:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 49m
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JetBlue Airways29h 59m07:25 AMPittsburgh AirportPittsburgh Airport12:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 7:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 12:24:00 PM. 50 Economy ticket for $164 per person are available. Travel duration is 29h 59m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 9:45:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 54m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 5:01:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 51m
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JetBlue Airways17h 11m06:00 AMPittsburgh AirportPittsburgh Airport10:11 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/17/2026 10:11:00 PM. 50 Economy ticket for $243 per person are available. Travel duration is 17h 11m
Cheapest Buses Wednesday
Cheapest Flights Wednesday
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 8:05:00 PM. 50 Economy ticket for $66 per person are available. Travel duration is 12h 30m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 10:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 10h 5m
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/19/2026 5:40:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 10h 55m
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American Airlines1h 55m011:43 AMPittsburgh AirportPittsburgh Airport12:38 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 11:43:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/18/2026 12:38:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 55m
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Sun Country Airlines33h 5m011:25 AMPittsburgh AirportPittsburgh Airport7:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Sun Country Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 11:25:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/19/2026 7:30:00 PM. 50 Economy ticket for $341 per person are available. Travel duration is 33h 5m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 7:37:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 48m
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United Airlines1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 9:45:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 54m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 11:42:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 48m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 9:45:00 AM. 50 Economy ticket for $355 per person are available. Travel duration is 1h 54m
Cheapest Buses Thursday
Cheapest Flights Thursday
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/20/2026 5:40:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 10h 55m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 6:10:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 11h 25m
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Greyhound US12h 15m08:50 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 8:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/19/2026 8:05:00 PM. 50 Economy ticket for $87 per person are available. Travel duration is 12h 15m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 7:37:00 AM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 48m
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 2:55:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 42m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 7:05:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 49m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 9:45:00 AM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 54m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 5:01:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 51m
Cheapest Buses Friday
Cheapest Flights Friday
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 8:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 12h 30m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 10:00:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 10h 5m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/21/2026 6:10:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 11h 25m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 7:37:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 11:42:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 2:55:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 42m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 9:45:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 54m
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JetBlue Airways30h 12m06:00 AMPittsburgh AirportPittsburgh Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/21/2026 11:12:00 AM. 50 Economy ticket for $272 per person are available. Travel duration is 30h 12m
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JetBlue Airways17h 11m06:00 AMPittsburgh AirportPittsburgh Airport10:11 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/20/2026 10:11:00 PM. 50 Economy ticket for $341 per person are available. Travel duration is 17h 11m
Cheapest Buses Saturday
Cheapest Flights Saturday
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Greyhound US15h 45m08:50 AMPittsburghGrant Street Transportation Center11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 8:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/21/2026 11:35:00 PM. 50 Economy ticket for $85 per person are available. Travel duration is 15h 45m
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/22/2026 5:40:00 AM. 50 Economy ticket for $85 per person are available. Travel duration is 10h 55m
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Greyhound US14h 50m08:00 PMPittsburghGrant Street Transportation Center9:50 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/22/2026 9:50:00 AM. 50 Economy ticket for $92 per person are available. Travel duration is 14h 50m
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Greyhound US12h 50m01:25 AMPittsburghGrant Street Transportation Center1:15 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 1:25:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/21/2026 1:15:00 PM. 50 Economy ticket for $116 per person are available. Travel duration is 12h 50m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 7:37:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 11:42:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 48m
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 2:55:00 PM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 42m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 9:45:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 54m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 5:01:00 PM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 51m
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Frontier Airlines25h 21m07:09 PMPittsburgh AirportPittsburgh Airport7:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 7:09:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/22/2026 7:30:00 PM. 50 Economy ticket for $245 per person are available. Travel duration is 25h 21m
Cheapest Buses Sunday
Cheapest Flights Sunday
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/22/2026 10:00:00 AM. 50 Economy ticket for $57 per person are available. Travel duration is 10h 5m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/22/2026 8:05:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 12h 30m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/23/2026 6:10:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 25m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 7:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 49m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 11:42:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 5:01:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 9:45:00 AM. 50 Economy ticket for $185 per person are available. Travel duration is 1h 54m
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Allegiant Air11h 38m09:55 AMPittsburgh AirportPittsburgh Airport8:33 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/22/2026 8:33:00 PM. 50 Economy ticket for $221 per person are available. Travel duration is 11h 38m
Cheapest Buses Monday
Cheapest Flights Monday
What are the fastest trips from Pittsburgh to Chicago?
You can get to Chicago from Pittsburgh in just 1h 42m with a Flight from United Airlines. 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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United Airlines1h 48m06:45 AMPittsburgh AirportPittsburgh Airport7:33 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 6:45:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 7:33:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 11:42:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 5:01:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/16/2026 9:45:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 1h 54m
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Alaska Airlines13h 10m06:10 PMPittsburgh AirportPittsburgh Airport6:20 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/16/2026 6:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 6:20:00 AM. 50 Economy ticket for $435 per person are available. Travel duration is 13h 10m
Fastest Flights Tuesday
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 11:42:00 AM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 48m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 7:05:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 1h 49m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 5:01:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/17/2026 9:45:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 54m
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CargoLogicAir15h 0m07:40 PMPittsburgh AirportPittsburgh Airport9:40 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 7:40:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/18/2026 9:40:00 AM. 50 Economy ticket for $532 per person are available. Travel duration is 15h 0m
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JetBlue Airways17h 11m06:00 AMPittsburgh AirportPittsburgh Airport10:11 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/17/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/17/2026 10:11:00 PM. 50 Economy ticket for $243 per person are available. Travel duration is 17h 11m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/17/2026 10:00:00 AM. 50 Economy ticket for $57 per person are available. Travel duration is 10h 5m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 6:10:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 11h 25m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/17/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/17/2026 8:05:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 12h 30m
Fastest Flights Wednesday
Fastest Buses Wednesday
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 7:37:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 11:42:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 48m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 5:01:00 PM. 50 Economy ticket for $355 per person are available. Travel duration is 1h 51m
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United Airlines1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 9:45:00 AM. 50 Economy ticket for $354 per person are available. Travel duration is 1h 54m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/18/2026 9:45:00 AM. 50 Economy ticket for $355 per person are available. Travel duration is 1h 54m
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American Airlines1h 55m011:43 AMPittsburgh AirportPittsburgh Airport12:38 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/18/2026 11:43:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/18/2026 12:38:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 55m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 10:00:00 AM. 50 Economy ticket for $74 per person are available. Travel duration is 10h 5m
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/19/2026 5:40:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 10h 55m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/18/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/18/2026 8:05:00 PM. 50 Economy ticket for $66 per person are available. Travel duration is 12h 30m
Fastest Flights Thursday
Fastest Buses Thursday
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 2:55:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 7:37:00 AM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 48m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 7:05:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 49m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 5:01:00 PM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/19/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/19/2026 9:45:00 AM. 50 Economy ticket for $269 per person are available. Travel duration is 1h 54m
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/20/2026 5:40:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 10h 55m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 6:10:00 AM. 50 Economy ticket for $70 per person are available. Travel duration is 11h 25m
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Greyhound US12h 15m08:50 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/19/2026 8:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/19/2026 8:05:00 PM. 50 Economy ticket for $87 per person are available. Travel duration is 12h 15m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 2:55:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 7:37:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 11:42:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/20/2026 9:45:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 54m
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CargoLogicAir16h 54m05:46 PMPittsburgh AirportPittsburgh Airport9:40 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 5:46:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/21/2026 9:40:00 AM. 50 Economy ticket for $501 per person are available. Travel duration is 16h 54m
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JetBlue Airways17h 11m06:00 AMPittsburgh AirportPittsburgh Airport10:11 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/20/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/20/2026 10:11:00 PM. 50 Economy ticket for $341 per person are available. Travel duration is 17h 11m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 10:00:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 10h 5m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/21/2026 6:10:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 11h 25m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/20/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/20/2026 8:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 12h 30m
Fastest Flights Saturday
Fastest Buses Saturday
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United Airlines1h 42m02:13 PMPittsburgh AirportPittsburgh Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 2:13:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 2:55:00 PM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m06:49 AMPittsburgh AirportPittsburgh Airport7:37 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 6:49:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 7:37:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 48m
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 11:42:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 48m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 5:01:00 PM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/21/2026 9:45:00 AM. 50 Economy ticket for $183 per person are available. Travel duration is 1h 54m
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CargoLogicAir15h 0m07:40 PMPittsburgh AirportPittsburgh Airport9:40 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/21/2026 7:40:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/22/2026 9:40:00 AM. 50 Economy ticket for $503 per person are available. Travel duration is 15h 0m
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FlixBus10h 55m07:45 PMPittsburghGrant Street Transportation Center5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 7:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/22/2026 5:40:00 AM. 50 Economy ticket for $85 per person are available. Travel duration is 10h 55m
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Greyhound US12h 50m01:25 AMPittsburghGrant Street Transportation Center1:15 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 1:25:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/21/2026 1:15:00 PM. 50 Economy ticket for $116 per person are available. Travel duration is 12h 50m
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Greyhound US14h 50m08:00 PMPittsburghGrant Street Transportation Center9:50 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/22/2026 9:50:00 AM. 50 Economy ticket for $92 per person are available. Travel duration is 14h 50m
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Greyhound US15h 45m08:50 AMPittsburghGrant Street Transportation Center11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/21/2026 8:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/21/2026 11:35:00 PM. 50 Economy ticket for $85 per person are available. Travel duration is 15h 45m
Fastest Flights Sunday
Fastest Buses Sunday
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United Airlines1h 48m010:54 AMPittsburgh AirportPittsburgh Airport11:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 10:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 11:42:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 48m
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United Airlines1h 49m06:16 PMPittsburgh AirportPittsburgh Airport7:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 6:16:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 7:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 49m
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Skyscanner1h 51m04:10 PMPittsburgh AirportPittsburgh Airport5:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 4:10:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 5:01:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 1h 51m
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Skyscanner1h 54m08:51 AMPittsburgh AirportPittsburgh Airport9:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 8:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/22/2026 9:45:00 AM. 50 Economy ticket for $185 per person are available. Travel duration is 1h 54m
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Allegiant Air11h 38m09:55 AMPittsburgh AirportPittsburgh Airport8:33 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from Pittsburgh Airport, Pittsburgh Airport (USA) at 6/22/2026 9:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/22/2026 8:33:00 PM. 50 Economy ticket for $221 per person are available. Travel duration is 11h 38m
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Greyhound US10h 5m012:55 AMPittsburghGrant Street Transportation Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 12:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/22/2026 10:00:00 AM. 50 Economy ticket for $57 per person are available. Travel duration is 10h 5m
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FlixBus11h 25m07:45 PMPittsburghGrant Street Transportation Center6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 6/23/2026 6:10:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 25m
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Greyhound US12h 30m08:35 AMPittsburghGrant Street Transportation Center8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Grant Street Transportation Center, Pittsburgh (USA) at 6/22/2026 8:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 6/22/2026 8:05:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 12h 30m
Fastest Flights Monday
Fastest Buses Monday
Here you will find all operators and timetables for a
Bus from Pittsburgh to Chicago
What are the most popular stations in Pittsburgh and Chicago?
In Pittsburgh, you will usually depart from Grant Street Transportation Center, Central Station or David L. Lawrence Convention Center, while in Chicago you will be arriving at Downtown Bus Station, 95th Red Line Station or California & 35th Street Bus Stop, 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 Pittsburgh? With 11 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 Pittsburgh and Chicago, you can pay as low as $57 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 United Airlines: you will get to Chicago in just 1h 42m.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 Pittsburgh and Chicago are United Airlines, Greyhound US and Skyscanner, 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 Pittsburgh 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 Green Tree, PA or to Cicero, IL, and look at flights from Pittsburgh 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 Pittsburgh to Chicago?
The most popular companies between Pittsburgh and Chicago, are United Airlines, Greyhound US and Skyscanner. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: United Airlines, Skyscanner, JetBlue Airways and 7 more.
All you need to know when you travel from Pittsburgh to Chicago
Check all information on comfort and services on all modes of transports from Pittsburgh 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 Pittsburgh to Chicago
How can I reach Chicago from Pittsburgh?
Every day, there are on average 11 connections between Flight and Bus, with which you can get to Chicago from Pittsburgh.
How far is Chicago from Pittsburgh?
The distance between Pittsburgh and Chicago is 409.7 miles.
What is the most ecofriendly mode of transport between Pittsburgh 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 18 kgs of CO2, a train 23 kgs, a car 112 kgs, and a flight 162 kgs.
What is the cheapest mode of transport from Pittsburgh to Chicago?
You can get to Chicago with just $57 by taking a Bus from Greyhound US.
What is the fastest way to get from Pittsburgh 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 1h 42m with a Flight from United Airlines.
More routes to Pittsburgh and to Chicago
Looking for more options? Here you can see the most popular routes to Pittsburgh and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
