There are 5 ways to get from Cleveland to Chicago by car, plane, taxi, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Memphis, fly to Chicago Midway International Airport
best- Drive from Cleveland to Memphis-Airport-MEMcar
- Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane MEM - MDW
4h 23m$97–464Drive to Memphis, fly to Chicago O'Hare International Airport
cheapest- Drive from Cleveland to Memphis-Airport-MEMcar
- Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane MEM - ORD
4h 53m$87–404Taxi, train (Amtrak)
- Take the taxi from Cleveland to Greenwood Amtrak Stationtaxi
- Take the train from Greenwood Amtrak Station to Chicago Union Stationtrain City of New Orleans
14h 39m$366–626Drive 641.7 mi
- Drive from Cleveland to Chicagocar 641.7 mi
10h 40m$118–170Drive to Bill And Hillary Clinton National Airport, fly to Chicago O'Hare International Airport
- Drive from Cleveland to Bill And Hillary Clinton National Airport (LIT)car
- Fly from Bill And Hillary Clinton National Airport (LIT) to Chicago O'Hare International Airport (ORD)plane LIT - ORD
6h 11m$115–503
Memphis (MEM) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Cleveland to Chicago is to drive which costs $110 - $170 and takes 10h 40m.
The fastest way to get from Cleveland to Chicago is to drive and fly which takes 4h 23m and costs $95 - $470.
The distance between Cleveland and Chicago is 606 miles. The road distance is 645.5 miles.
The best way to get from Cleveland to Chicago without a car is to taxi and train which takes 14h 39m and costs $360 - $650.
It takes approximately 4h 23m to get from Cleveland to Chicago, including transfers.
Yes, the driving distance between Cleveland to Chicago is 645 miles. It takes approximately 10h 40m to drive from Cleveland to Chicago.
There are 1302+ hotels available in Chicago.
What companies run services between Cleveland, Bolivar County, MS, USA and Chicago, IL, USA?
There is no direct connection from Cleveland to Chicago. However, you can drive to Memphis-Airport-MEM airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Greenwood Amtrak Station then take the train to Chicago Union Station.
- Website
- aa.com
Flights from Memphis to Chicago O'Hare International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $65–370
Flights from Bill And Hillary Clinton National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $80–450
Flights from Bill And Hillary Clinton National Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 11m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $130–600
- Website
- united.com
Flights from Memphis to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $65–370
Flights from Bill And Hillary Clinton National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $80–450
- Website
- delta.com
Flights from Memphis to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $90–440
Flights from Memphis to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $95–460
Flights from Memphis to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $100–480
Flights from Bill And Hillary Clinton National Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $120–600
- Website
- southwest.com
Flights from Memphis to Chicago Midway International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $75–430
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Greenwood Amtrak Station to Chicago Union Station
- Ave. Duration
- 13h 37m
- Frequency
- Once daily
- Estimated price
- $200–430
- Website
- https://www.amtrak.com/home.html
- Ave. Duration
- 1h 2m
- Estimated price
- $160–200
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