What is the best way to travel from Cleveland to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from Cleveland. 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 Cleveland?
You can get to Chicago with just $43 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 US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 8:05:00 PM. 50 Economy ticket for $51 per person are available. Travel duration is 8h 50m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/14/2025 5:40:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 14h 0m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 5:00:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 13h 5m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 11:35:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 12h 20m
Cheapest Buses Saturday
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 10:00:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 7h 25m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 8:05:00 PM. 50 Economy ticket for $66 per person are available. Travel duration is 8h 50m
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Greyhound US12h 20m04:55 AMClevelandGreyhound Bus Station4:15 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 4:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 4:15:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 12h 20m
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Frontier Airlines7h 6m012:06 PMCleveland AirportCleveland Airport6:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 12:06:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 6:12:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 7h 6m
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Frontier Airlines11h 6m012:06 PMCleveland AirportCleveland Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 12:06:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 10:12:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 11h 6m
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Frontier Airlines15h 48m08:20 PMCleveland AirportCleveland Airport11:08 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 8:20:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/15/2025 11:08:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 15h 48m
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Frontier Airlines11h 58m07:14 AMCleveland AirportCleveland Airport6:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 7:14:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 6:12:00 PM. 50 Economy ticket for $174 per person are available. Travel duration is 11h 58m
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Frontier Airlines27h 41m07:17 PMCleveland AirportCleveland Airport9:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 7:17:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/15/2025 9:58:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 27h 41m
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Skyscanner1h 39m06:00 AMCleveland AirportCleveland Airport6:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 6:39:00 AM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 39m
Cheapest Buses Sunday
Cheapest Flights Sunday
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 8:05:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 8h 50m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 5:00:00 PM. 50 Economy ticket for $54 per person are available. Travel duration is 13h 5m
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 10:00:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 7h 25m
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 1:25:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 10h 50m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 11:35:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 12h 20m
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Skyscanner1h 39m06:00 AMCleveland AirportCleveland Airport6:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 6:39:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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Skyscanner1h 47m07:30 PMCleveland AirportCleveland Airport8:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 7:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 8:17:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 47m
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United Airlines1h 32m07:15 AMCleveland AirportCleveland Airport7:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 7:47:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
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United Airlines1h 32m09:07 AMCleveland AirportCleveland Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 9:07:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 9:39:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
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United Airlines1h 32m010:55 AMCleveland AirportCleveland Airport11:27 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 10:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 11:27:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
Cheapest Buses Monday
Cheapest Flights Monday
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $43 per person are available. Travel duration is 8h 50m
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Greyhound US7h 20m05:20 PMClevelandGreyhound Bus Station11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 5:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 11:40:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 7h 20m
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FlixBus7h 30m08:00 AMClevelandGreyhound Bus Station2:30 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 2:30:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 7h 30m
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FlixBus7h 0m08:00 AMClevelandGreyhound Bus Station2:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 8:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/16/2025 2:00:00 PM. 50 Economy ticket for $71 per person are available. Travel duration is 7h 0m
Cheapest Buses Tuesday
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 1:25:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 10h 50m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 5:00:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 13h 5m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:35:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 12h 20m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:40:00 AM. 50 Economy ticket for $49 per person are available. Travel duration is 14h 0m
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/17/2025 10:00:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 7h 25m
Cheapest Buses Wednesday
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 10:00:00 AM. 50 Economy ticket for $50 per person are available. Travel duration is 7h 25m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 8:05:00 PM. 50 Economy ticket for $52 per person are available. Travel duration is 8h 50m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:00:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 13h 5m
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United Airlines1h 42m07:00 AMCleveland AirportCleveland Airport7:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 7:42:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 42m
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United Airlines1h 42m08:43 AMCleveland AirportCleveland Airport9:25 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 8:43:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 9:25:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 42m
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United Airlines1h 39m010:55 AMCleveland AirportCleveland Airport11:34 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 10:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 11:34:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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United Airlines1h 39m02:14 PMCleveland AirportCleveland Airport2:53 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 2:14:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 2:53:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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United Airlines1h 41m05:50 PMCleveland AirportCleveland Airport6:31 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 5:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 6:31:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 41m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 1:25:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 10h 50m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 5:00:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 13h 5m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 11:35:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 12h 20m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 14h 0m
Cheapest Buses Friday
What are the fastest trips from Cleveland to Chicago?
You can get to Chicago from Cleveland in just 1h 32m 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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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 8:05:00 PM. 50 Economy ticket for $51 per person are available. Travel duration is 8h 50m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 11:35:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 12h 20m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 5:00:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 13h 5m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/13/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/14/2025 5:40:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 14h 0m
Fastest Buses Saturday
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United Airlines1h 32m07:15 AMCleveland AirportCleveland Airport7:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 7:47:00 AM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 32m
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United Airlines1h 32m09:07 AMCleveland AirportCleveland Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 9:07:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 9:39:00 AM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 32m
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Skyscanner1h 39m06:00 AMCleveland AirportCleveland Airport6:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 6:39:00 AM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 39m
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Skyscanner1h 39m04:01 PMCleveland AirportCleveland Airport4:40 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 4:01:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 4:40:00 PM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 39m
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Skyscanner1h 47m07:30 PMCleveland AirportCleveland Airport8:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 7:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 8:17:00 PM. 50 Economy ticket for $363 per person are available. Travel duration is 1h 47m
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Frontier Airlines7h 6m012:06 PMCleveland AirportCleveland Airport6:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/14/2025 12:06:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 6:12:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 7h 6m
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 10:00:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 7h 25m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 8:05:00 PM. 50 Economy ticket for $66 per person are available. Travel duration is 8h 50m
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Greyhound US12h 20m04:55 AMClevelandGreyhound Bus Station4:15 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/14/2025 4:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 4:15:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 12h 20m
Fastest Flights Sunday
Fastest Buses Sunday
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United Airlines1h 32m07:15 AMCleveland AirportCleveland Airport7:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 7:47:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
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United Airlines1h 32m09:07 AMCleveland AirportCleveland Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 9:07:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 9:39:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
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United Airlines1h 32m010:55 AMCleveland AirportCleveland Airport11:27 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 10:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 11:27:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 32m
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Skyscanner1h 39m06:00 AMCleveland AirportCleveland Airport6:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 6:39:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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Skyscanner1h 47m07:30 PMCleveland AirportCleveland Airport8:17 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Cleveland Airport, Cleveland Airport (USA) at 12/15/2025 7:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 8:17:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 47m
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 10:00:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 7h 25m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 8:05:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 8h 50m
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 1:25:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 10h 50m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 11:35:00 PM. 50 Economy ticket for $55 per person are available. Travel duration is 12h 20m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/15/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 5:00:00 PM. 50 Economy ticket for $54 per person are available. Travel duration is 13h 5m
Fastest Flights Monday
Fastest Buses Monday
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FlixBus7h 0m08:00 AMClevelandGreyhound Bus Station2:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 8:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/16/2025 2:00:00 PM. 50 Economy ticket for $71 per person are available. Travel duration is 7h 0m
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Greyhound US7h 20m05:20 PMClevelandGreyhound Bus Station11:40 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 5:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 11:40:00 PM. 50 Economy ticket for $44 per person are available. Travel duration is 7h 20m
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FlixBus7h 30m08:00 AMClevelandGreyhound Bus Station2:30 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 2:30:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 7h 30m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/16/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $43 per person are available. Travel duration is 8h 50m
Fastest Buses Tuesday
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/17/2025 10:00:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 7h 25m
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 1:25:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 10h 50m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:35:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 12h 20m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 5:00:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 13h 5m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/17/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:40:00 AM. 50 Economy ticket for $49 per person are available. Travel duration is 14h 0m
Fastest Buses Wednesday
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United Airlines1h 39m010:55 AMCleveland AirportCleveland Airport11:34 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 10:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 11:34:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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United Airlines1h 39m02:14 PMCleveland AirportCleveland Airport2:53 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 2:14:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 2:53:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 39m
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United Airlines1h 41m05:50 PMCleveland AirportCleveland Airport6:31 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 5:50:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 6:31:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 41m
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United Airlines1h 42m07:00 AMCleveland AirportCleveland Airport7:42 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 7:42:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 42m
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United Airlines1h 42m08:43 AMCleveland AirportCleveland Airport9:25 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Cleveland Airport, Cleveland Airport (USA) at 12/18/2025 8:43:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 9:25:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 1h 42m
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Greyhound US7h 25m03:35 AMClevelandGreyhound Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 3:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 10:00:00 AM. 50 Economy ticket for $50 per person are available. Travel duration is 7h 25m
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Greyhound US8h 50m012:15 PMClevelandGreyhound Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 12:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 8:05:00 PM. 50 Economy ticket for $52 per person are available. Travel duration is 8h 50m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/18/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:00:00 PM. 50 Economy ticket for $57 per person are available. Travel duration is 13h 5m
Fastest Flights Thursday
Fastest Buses Thursday
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Greyhound US10h 50m03:35 AMClevelandGreyhound Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 3:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 1:25:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 10h 50m
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Greyhound US12h 20m012:15 PMClevelandGreyhound Bus Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 12:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 11:35:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 12h 20m
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Greyhound US13h 5m04:55 AMClevelandGreyhound Bus Station5:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 4:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/19/2025 5:00:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 13h 5m
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Greyhound US14h 0m04:40 PMClevelandGreyhound Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Greyhound Bus Station, Cleveland (USA) at 12/19/2025 4:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 14h 0m
Fastest Buses Friday
Here you will find all operators and timetables for a
Bus from Cleveland to Chicago
What are the most popular stations in Cleveland and Chicago?
In Cleveland, you will usually depart from Greyhound Bus Station, Stephanie Tubbs Jones Transit Center or Central Station, 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 Cleveland? With 7 connections between 2 Bus and Flight 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 Cleveland and Chicago, you can pay as low as $43 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 32m.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 Cleveland and Chicago are Greyhound US, United Airlines and Frontier 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 Cleveland 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 Newburgh Heights, OH or to Cicero, IL, and look at flights from Cleveland 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 Cleveland to Chicago?
The most popular companies between Cleveland and Chicago, are Greyhound US, United Airlines and Frontier Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: United Airlines, Frontier Airlines and Skyscanner
All you need to know when you travel from Cleveland to Chicago
Check all information on comfort and services on all modes of transports from Cleveland 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 Cleveland to Chicago
How can I reach Chicago from Cleveland?
Every day, there are on average 7 connections between Bus and Flight, with which you can get to Chicago from Cleveland.
How far is Chicago from Cleveland?
The distance between Cleveland and Chicago is 308.9 miles.
What is the most ecofriendly mode of transport between Cleveland 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 13 kgs of CO2, a train 17 kgs, a car 85 kgs, and a flight 122 kgs.
What is the cheapest mode of transport from Cleveland to Chicago?
You can get to Chicago with just $43 by taking a Bus from Greyhound US.
What is the fastest way to get from Cleveland 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 32m with a Flight from United Airlines.
More routes to Cleveland and to Chicago
Looking for more options? Here you can see the most popular routes to Cleveland and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Cleveland
- Cincinnati to Cleveland
- New York to Cleveland
- Toronto, ON to Cleveland
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Buffalo, NY to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago

