There are 9 ways to get from Wooster to Chicago by bus, plane, train, 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.
Bus to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport
best- Take the bus from Wooster to Cleveland, OH
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)CLE - MDW
5h 33m$79–459Bus via Columbus
cheapest- Take the bus from Wooster to N Wilson Rd & Ferrell Pl - ColumbusBuffalo
- Take the bus from N Wilson Rd & Ferrell Pl - Columbus to ChicagoColumbus / ...
10h 35m$40–124Bus, train
- Take the bus from Wooster to Cleveland, OHCinncinati,OH-Buffalo
- Take the train from Cleveland Amtrak to Chicago Union StationFloridian / ...
10h$59–191Drive 336.3 mi
- Drive from Wooster to Chicago336.3 mi
6h 22m$62–89Bus to Cleveland-Hopkins International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Wooster to Cleveland, OH
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)CLE - ORD
5h 57m$154–519Bus to Akron, fly to Chicago O'Hare International Airport
- Take the bus from Wooster to Akron, OH
- Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)CAK - ORD
5h 48m$45–288Bus, bus to John Glenn Columbus International Airport, fly to Chicago Midway International Airport
- Take the bus from Wooster to Mt. Gilead, OH
- Take the bus from MT. Gilead Ohio Wendys to Columbus, Ohio John Glenn Airport
- Fly from John Glenn Columbus International Airport (CMH) to Chicago Midway International Airport (MDW)CMH - MDW
6h 1m$84–450Bus, bus to John Glenn Columbus International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Wooster to Mt. Gilead, OH
- Take the bus from MT. Gilead Ohio Wendys to Columbus, Ohio John Glenn Airport
- Fly from John Glenn Columbus International Airport (CMH) to Chicago O'Hare International Airport (ORD)CMH - ORD
6h 26m$134–440Bus
- Take the bus from Wooster to Akron, OHCinncinati,OH-Buffalo
- Take the bus from Akron Bus Station to Chicago Bus StationGreyhound US0164
12h 40m$63–213
Wooster to Chicago by bus, foot, and train
Questions & Answers
The cheapest way to get from Wooster to Chicago is to drive which costs $60 - $90 and takes 6h 22m.
The fastest way to get from Wooster to Chicago is to bus and fly which takes 5h 33m and costs $75 - $460.
No, there is no direct bus from Wooster to Chicago. However, there are services departing from Wooster and arriving at Chicago via N Wilson Rd & Ferrell Pl - Columbus. The journey, including transfers, takes approximately 10h 35m.
The distance between Wooster and Chicago is 398 miles. The road distance is 338.2 miles.
The best way to get from Wooster to Chicago without a car is to bus and train which takes 10h and costs $55 - $200.
It takes approximately 5h 33m to get from Wooster to Chicago, including transfers.
Wooster to Chicago bus services, operated by Barons Bus, depart from Wooster station.
Wooster to Chicago bus services, operated by Barons Bus, arrive at N Wilson Rd & Ferrell Pl - Columbus station.
Chicago is 1h behind Wooster. It is currently 1:22 PM in Wooster and 12:22 PM in Chicago.
Yes, the driving distance between Wooster to Chicago is 338 miles. It takes approximately 6h 22m to drive from Wooster to Chicago.
What companies run services between Wooster, OH, USA and Chicago, IL, USA?
You can take a bus from Wooster to Chicago via N Wilson Rd & Ferrell Pl - Columbus in around 10h 35m.
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–310
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $40–250
Flights from John Glenn Columbus International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $45–290
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $65–410
Flights from John Glenn Columbus International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $60–380
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $45–310
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $40–250
Flights from John Glenn Columbus International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $45–290
- 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
- $65–410
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $50–310
Flights from John Glenn Columbus International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 45m
- When
- Every day
- Estimated price
- $50–310
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
- $50–150
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Wooster to Cleveland, OH
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $6–40
- Website
- https://baronsbus.com
Bus from Wooster to N Wilson Rd & Ferrell Pl - Columbus
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $10–45
- Website
- https://baronsbus.com
Bus from N Wilson Rd & Ferrell Pl - Columbus to Chicago
- Ave. Duration
- 7h 15m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com
Bus from Wooster to Akron, OH
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $3–35
- Website
- https://baronsbus.com
Bus from Wooster to Mt. Gilead, OH
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $5–40
- Website
- https://baronsbus.com
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from MT. Gilead Ohio Wendys to Columbus, Ohio John Glenn Airport
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $17–28
- Website
- https://ridewithmiller.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Akron Bus Station to Chicago Bus Station
- Ave. Duration
- 10h 50m
- Frequency
- Once daily
- Estimated price
- $60–180
- Website
- https://www.greyhound.com/
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