There are 6 ways to get from Cleveland Heights to Chicago by bus, plane, train (Amtrak), bus (Amtrak), 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.
Line 35 bus, fly to Chicago Midway International Airport
best- Take the bus from Mayfield Rd & Taylor Rd to Stokes-Windermere Station Bus Stop #1bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane CLE - MDW
4h 3m$68–430Drive 349.5 mi
cheapest- Drive from Cleveland Heights to Chicagocar 349.5 mi
5h 54m$64–93Train (Amtrak)
- Take the train from Cleveland Amtrak to Chicago Union Stationtrain Floridian / ...
8h 48m$182–292Bus via Toledo
- Take the bus from Cleveland to Toledobus Bsb 25
- Take the bus from Toledo to Chicago Union Stationbus Amtrak Thruway Connecting Service
8h 57mLine 35 bus, fly to Chicago O'Hare International Airport
- Take the bus from Mayfield Rd & Taylor Rd to Stokes-Windermere Station Bus Stop #1bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)plane CLE - ORD
4h 32m$368–810Bus (Greyhound)
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus Greyhound US0164
9h 47m$66–100
Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Cleveland Heights to Chicago is to drive which costs $60 - $95 and takes 5h 54m.
The fastest way to get from Cleveland Heights to Chicago is to line 35 bus and fly which takes 4h 3m and costs $65 - $430.
No, there is no direct bus from Cleveland Heights to Chicago station. However, there are services departing from Mayfield Rd & Taylor Rd and arriving at Chicago Union Station via Superior Av & W 3Rd St, Cleveland and Toledo. The journey, including transfers, takes approximately 8h 57m.
No, there is no direct train from Cleveland Heights to Chicago station. However, there are services departing from Cleveland Amtrak and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 8h 48m.
The distance between Cleveland Heights and Chicago is 341 miles. The road distance is 351.5 miles.
The best way to get from Cleveland Heights to Chicago without a car is to train which takes 8h 48m and costs $180 - $300.
It takes approximately 4h 3m to get from Cleveland Heights to Chicago, including transfers.
Cleveland Heights to Chicago bus services, operated by Barons Bus, depart from Cleveland station.
Cleveland Heights to Chicago train services, operated by Amtrak, depart from Cleveland Amtrak station.
The best way to get from Cleveland Heights to Chicago is to train which takes 8h 48m and costs $180 - $300. Alternatively, you can bus via Toledo, which costs and takes 8h 57m.
What companies run services between Cleveland Heights, OH, USA and Chicago, IL, USA?
Amtrak operates a train from Cleveland Amtrak to Chicago Union Station 3 times a day. Tickets cost $180–290 and the journey takes 6h 46m. Alternatively, you can take a bus from Mayfield Rd & Taylor Rd to Chicago Union Station via Prospect Av & W 3Rd St, Superior Av & W 3Rd St, Chester Av & E 15Th St, Cleveland, and Toledo in around 8h 57m.
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–320
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $45–320
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $60–420
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 20m
- When
- Every day
- Estimated price
- $65–430
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $45–320
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Cleveland Amtrak to Chicago Union Station
- Ave. Duration
- 6h 46m
- Frequency
- 3 times a day
- Estimated price
- $180–290
- Website
- Amtrak
Bus from Mayfield Rd & Taylor Rd to Stokes-Windermere Station Bus Stop #1
- Ave. Duration
- 10 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Greater Cleveland Regional Transit Authority
- Schedules at
- Greater Cleveland Transit Schedules
- Adult
- $3
Bus from Mayfield Rd & Taylor Rd to Stokes-Windermere Station Bus Stop #1
- Ave. Duration
- 10 min
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Greater Cleveland Regional Transit Authority
- Schedules at
- Greater Cleveland Transit Schedules
- Adult
- $3
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Cleveland to Toledo
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $11–45
- Website
- Barons Bus
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Toledo to Chicago Union Station
- Ave. Duration
- 4h 22m
- Frequency
- Twice a week
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $60–95
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Cleveland Heights to Chicago bus services, operated by Barons Bus, arrive at Toledo station.
Chicago is 1h behind Cleveland Heights. It is currently 10:45 AM in Cleveland Heights and 9:45 AM in Chicago.
Cleveland Heights to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Cleveland Heights to Chicago is 352 miles. It takes approximately 5h 54m to drive from Cleveland Heights to Chicago.
There are 1298+ hotels available in Chicago.









