There are 6 ways to get from Downtown Cleveland to Chicago by plane, train (Amtrak), bus (Flixbus), car, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane CLE - MDW
3h 18m$64–378Bus
cheapest- Take the bus from Cleveland to Chicagobus Cleveland
7h 35m$55–100Train (Amtrak)
- Take the train from Cleveland Amtrak to Chicago Union Stationtrain Floridian / ...
6h 46m$110–230Drive 342.9 mi
- Drive from Downtown Cleveland to Chicagocar 342.9 mi
5h 42m$63–91Fly to Chicago O'Hare International Airport
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)plane CLE - ORD
3h 43m$374–808Bus via Brookpark Station (Greyhound)
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus Greyhound US0164
8h 56m$58–112
Downtown Cleveland to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Downtown Cleveland to Chicago is to bus via Brookpark Station which costs $55 - $120 and takes 8h 56m.
The fastest way to get from Downtown Cleveland to Chicago is to fly which takes 3h 18m and costs $60 - $380.
Yes, there is a direct bus departing from Cleveland and arriving at Chicago. Services depart once daily, and operate every day. The journey takes approximately 7h 35m.
Yes, there is a direct train departing from Cleveland Amtrak and arriving at Chicago Union Station station. Services depart three times a day, and operate every day. The journey takes approximately 6h 46m.
The distance between Downtown Cleveland and Chicago is 331 miles. The road distance is 344.9 miles.
The best way to get from Downtown Cleveland to Chicago without a car is to train which takes 6h 46m and costs $110 - $230.
It takes approximately 3h 18m to get from Downtown Cleveland to Chicago, including transfers.
Downtown Cleveland to Chicago bus services, operated by Barons Bus, depart from Cleveland station.
Downtown Cleveland to Chicago train services, operated by Amtrak, depart from Cleveland Amtrak station.
The best way to get from Downtown Cleveland to Chicago is to fly which takes 3h 18m and costs $60 - $380. Alternatively, you can train, which costs $110 - $230 and takes 6h 46m, you could also bus, which costs $55 - $100 and takes 7h 35m.
What companies run services between Downtown Cleveland, OH, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Cleveland Amtrak to Chicago Union Station 3 times a day. Tickets cost $110–230 and the journey takes 6h 46m.
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $50–320
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $60–370
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $50–320
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $60–380
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $50–320
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Cleveland Amtrak to Chicago Union Station
- Ave. Duration
- 6h 46m
- Frequency
- 3 times a day
- Estimated price
- $110–230
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-378-3823
- [email protected]
- Website
- baronsbus.com
Bus from Cleveland to Chicago
- Ave. Duration
- 7h 35m
- Frequency
- Once daily
- Estimated price
- $35–85
- Website
- https://baronsbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Cleveland to Chicago
- Ave. Duration
- 6h 55m
- Frequency
- 6 times a week
- Estimated price
- $55–100
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $55–110
- Website
- https://www.greyhound.com/
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More Questions & Answers
Downtown Cleveland to Chicago bus services, operated by Barons Bus, arrive at Chicago station.
Downtown Cleveland to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Downtown Cleveland to Chicago is 345 miles. It takes approximately 5h 42m to drive from Downtown Cleveland to Chicago.
Book your Downtown Cleveland to Chicago train tickets online with Omio.
Book your Downtown Cleveland to Chicago bus tickets online with Omio and FlixBus.
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