There are 7 ways to get from Cleveland to Chicago Loop by plane, subway, train (Amtrak), bus (Greyhound), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Cleveland-Hopkins International Airport to Chicago Midway International Airport, subway
best- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)CLE - MDW
- Take the subway from Midway to Washington/Wells
3h 31m$70–438Bus
cheapest- Take the bus from Cleveland Bus Station to Chicago Bus StationGreyhound US0164
7h 39m$38–90Train (Amtrak)
- Take the train from Cleveland Amtrak to Chicago Union StationFloridian / ...
6h 46m$65–160Drive 343 mi
- Drive from Cleveland to Chicago Loop343 mi
5h 40m$63–91Fly Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)CLE - ORD
3h 43m$114–418Bus to Akron, fly to Chicago O'Hare International Airport
- Take the bus from Cleveland, OH to Akron, OH
- Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)CAK - ORD
5h 36m$45–289Bus via Shipshewana
- Take the bus from Cleveland to ShipshewanaCleveland
- Take the bus from Shipshewana to ChicagoCleveland
8h 49m$39–114
Cleveland to Chicago Loop by train (Amtrak)
Questions & Answers
The cheapest way to get from Cleveland to Chicago Loop is to bus which costs $35 - $95 and takes 7h 39m.
The fastest way to get from Cleveland to Chicago Loop is to fly and subway which takes 3h 31m and costs $65 - $440.
No, there is no direct bus from Cleveland station to Chicago Loop. However, there are services departing from Cleveland Bus Station and arriving at Washington & Lasalle via Jefferson & Harrison. The journey, including transfers, takes approximately 7h 39m.
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 Cleveland and Chicago Loop is 331 miles. The road distance is 345 miles.
The best way to get from Cleveland to Chicago Loop without a car is to train which takes 6h 46m and costs $65 - $160.
It takes approximately 3h 31m to get from Cleveland to Chicago Loop, including transfers.
Cleveland to Chicago Loop bus services, operated by Greyhound USA, depart from Cleveland Bus Station.
Cleveland to Chicago Loop train services, operated by Amtrak, depart from Cleveland Amtrak station.
The best way to get from Cleveland to Chicago Loop is to train which takes 6h 46m and costs $65 - $160. Alternatively, you can bus, which costs $35 - $95 and takes 7h 39m, you could also fly, which costs $110 - $420 and takes 3h 43m.
What companies run services between Cleveland, OH, USA and Chicago Loop, IL, USA?
Amtrak operates a train from Cleveland Amtrak to Chicago Union Station 3 times a day. Tickets cost $65–160 and the journey takes 6h 46m. Alternatively, Greyhound USA operates a bus from Cleveland Bus Station to Chicago Bus Station twice daily. Tickets cost $40–90 and the journey takes 7h 25m. Barons Bus also services this route once daily.
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- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $45–310
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $40–250
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $45–310
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $40–250
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $65–430
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 17m
- When
- Monday, Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $65–430
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 14m
- When
- Thursday and Friday
- Estimated price
- $45–310
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Midway to Washington/Wells
- Ave. Duration
- 28 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact 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
- $65–160
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $40–90
- Website
- https://www.greyhound.com/
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $10–18
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 35m
- Frequency
- Once daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $3–35
- Website
- https://baronsbus.com
Bus from Cleveland to Shipshewana
- Ave. Duration
- 4h 10m
- Frequency
- Once daily
- Estimated price
- $21–65
- Website
- https://baronsbus.com
Bus from Shipshewana to Chicago
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $14–50
- Website
- https://baronsbus.com
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 50 min
- Frequency
- Twice daily
- Estimated price
- $15–25
- Website
- https://ridewithmiller.com
- Phone
- +1 888 954 6287
- gobus@hapcap.org
- Website
- ridegobus.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $7–10
- Website
- https://ridegobus.com/
- Book at
- https://booking.ridegobus.com/
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More Questions & Answers
Cleveland to Chicago Loop bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago Loop is 1h behind Cleveland. It is currently 10:37 AM in Cleveland and 9:37 AM in Chicago Loop.
Cleveland to Chicago Loop train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Cleveland to Chicago Loop is 345 miles. It takes approximately 5h 40m to drive from Cleveland to Chicago Loop.
Book your Cleveland to Chicago Loop train tickets online with Omio.
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