There are 6 ways to get from Chicago to Willoughby Hills by train (Amtrak), bus (Amtrak), car, subway, plane, taxi, 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.
Train (Amtrak)
best- Take the train from Chicago Union Station to Cleveland Amtraktrain Floridian / ...
6h 30m$155–284Drive 360.3 mi
cheapest- Drive from Chicago to Willoughby Hillscar 360.3 mi
6h 9m$66–95Bus via Toledo
- Take the bus from Chicago Union Station to Toledobus Amtrak Thruway Connecting Service
- Take the bus from Toledo to Clevelandbus Chicago
8h 37m$109–183Subway to Chicago Midway International Airport, fly, taxi
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Cleveland-Hopkins International Airport (CLE)plane MDW - CLE
- Take the taxi from Stokes-Windermere Station to Willoughby Hillstaxi
4h 2m$114–593Bus (Greyhound)
- Take the bus from Chicago Bus Station to Cleveland Bus Stationbus Greyhound US0164
9h 1m$79–131Fly from Chicago O'Hare International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Cleveland-Hopkins International Airport (CLE)plane ORD - CLE
- Take the taxi from Stokes-Windermere Station to Willoughby Hillstaxi
4h 30m$404–843
Chicago Midway International Airport (MDW) to Cleveland-Hopkins International Airport (CLE) flights
Questions & Answers
The cheapest way to get from Chicago to Willoughby Hills is to drive which costs $65 - $95 and takes 6h 9m.
The fastest way to get from Chicago to Willoughby Hills is to subway and fly and taxi which takes 4h 2m and costs $110 - $600.
No, there is no direct bus from Chicago station to Willoughby Hills. However, there are services departing from Chicago Union Station and arriving at Eastlake Transit Center via Toledo and Chester Ave. & E. 13Th St.. The journey, including transfers, takes approximately 8h 37m.
No, there is no direct train from Chicago station to Willoughby Hills. However, there are services departing from Chicago Union Station and arriving at Cleveland Amtrak via . The journey, including transfers, takes approximately 6h 30m.
The distance between Chicago and Willoughby Hills is 359 miles. The road distance is 362.4 miles.
The best way to get from Chicago to Willoughby Hills without a car is to train which takes 6h 30m and costs $150 - $290.
It takes approximately 6h 30m to get from Chicago to Willoughby Hills, including transfers.
Chicago to Willoughby Hills bus services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Willoughby Hills train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Willoughby Hills is to train which takes 6h 30m and costs $150 - $290. Alternatively, you can bus via Toledo, which costs $100 - $190 and takes 8h 37m.
What companies run services between Chicago, IL, USA and Willoughby Hills, OH, USA?
Amtrak operates a train from Chicago Union Station to Cleveland Amtrak 3 times a day. Tickets cost $110–230 and the journey takes 6h 5m. Alternatively, you can take a bus from Chicago Union Station to Willoughby Hills via Toledo, Cleveland, Chester Ave. & E. 13Th St., and Eastlake Transit Center in around 8h 37m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $80–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $65–420
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $65–420
- Website
- delta.com
Flights from Chicago Midway International Airport to Cleveland-Hopkins International Airport via Detroit
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $85–550
Flights from Chicago O'Hare International Airport to Cleveland-Hopkins International Airport via Detroit
- Ave. Duration
- 3h 41m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $65–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Cleveland Amtrak
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $110–230
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 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 DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Chicago Union Station to Toledo
- Ave. Duration
- 3h 58m
- Frequency
- Twice a week
- Estimated price
- $80–120
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-378-3823
- [email protected]
- Website
- baronsbus.com
Bus from Toledo to Cleveland
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $11–45
- Website
- https://baronsbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Cleveland Bus Station
- Ave. Duration
- 7h 10m
- Frequency
- Twice daily
- Estimated price
- $50–100
- Website
- https://www.greyhound.com/
- Ave. Duration
- 22 min
- Estimated price
- $29–35
Ace Taxi
- Phone
- +1 216-361-4700
- Website
- acetaxi.com
United Cab Company
- Phone
- +1 216-398-9000
- Website
- unitedcabcle.com
Ace Taxi
- Phone
- +1 216-361-4700
- Website
- acetaxi.com
United Cab Company
- Phone
- +1 216-398-9000
- Website
- unitedcabcle.com
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More Questions & Answers
Chicago to Willoughby Hills bus services, operated by Amtrak, arrive at Toledo station.
Willoughby Hills is 1h ahead of Chicago. It is currently 6:06 PM in Chicago and 7:06 PM in Willoughby Hills.
Chicago to Willoughby Hills train services, operated by Amtrak, arrive at Cleveland Amtrak station.
Yes, the driving distance between Chicago to Willoughby Hills is 362 miles. It takes approximately 6h 9m to drive from Chicago to Willoughby Hills.
There are 158+ hotels available in Willoughby Hills.














