There are 10 ways to get from Massillon to Chicago by bus, plane, train, car, bus (Greyhound), or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Line 102 bus to Akron, fly to Chicago O'Hare International Airport
best- Take the bus from Tremont Ave And 1St St Se to Cornerstone Transit Center
- Fly from Akron (CAK) to Chicago O'Hare International Airport (ORD)CAK - ORD
5h 31m$38–246Bus, train
- Take the bus from Canton to ClevelandRoute C NB
- Take the train from Cleveland Amtrak to Chicago Union StationFloridian / ...
11h 4m$56–182Bus, train via Toledo
- Take the bus from Akron Bus Station to Toledo Bus StopGreyhound US0164
- Take the train from Toledo to Chicago Union StationFloridian / ...
13h 33m$74–214Drive 358.4 mi
- Drive from Massillon to Chicago358.4 mi
6h 50m$66–95Line 102 bus, bus to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport
- Take the bus from Tremont Ave And 1St St Se to Cornerstone Transit Center
- Take the bus from Canton to Cleveland
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)CLE - MDW
6h 41m$74–462Bus to Cleveland-Hopkins International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Canton to Cleveland
- Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)CLE - ORD
7h 10m$154–522Bus to John Glenn Columbus International Airport, fly to Chicago Midway International Airport
- Take the bus from Canton Ohio Sarta Transit Station to Columbus, Ohio John Glenn Airport
- Fly from John Glenn Columbus International Airport (CMH) to Chicago Midway International Airport (MDW)CMH - MDW
7h 39m$98–446Bus, train via Toledo #2
- Take the bus from Canton to Cleveland
- Take the bus from Cleveland Bus Station to Toledo Bus Stop
- Take the train from Toledo to Chicago Union Station
11h 11m$52–226Bus
- Take the bus from Cornerstone Transit Center to Metro Transit Center Akron Ohio081
- Take the bus from Akron Bus Station to Chicago Bus StationGreyhound US0164
14h 1m$58–186Bus via Columbus
- Take the bus from Canton Ohio Sarta Transit Station to Columbus, Ohio Greyhound Station379 D
- Take the bus from Columbus to Chicago Bus StationFlixBus N2640 / ...
14h 3m$92–152
Massillon to Chicago by bus and train
Questions & Answers
The cheapest way to get from Massillon to Chicago is to drive which costs $65 - $95 and takes 6h 50m.
The fastest way to get from Massillon to Chicago is to line 102 bus and fly which takes 5h 31m and costs $35 - $250.
No, there is no direct bus from Massillon to Chicago station. However, there are services departing from Tremont Ave And 1St St Se and arriving at Chicago Bus Station via Cornerstone Transit Center and Akron Bus Station. The journey, including transfers, takes approximately 14h 1m.
The distance between Massillon and Chicago is 383 miles. The road distance is 360.5 miles.
The best way to get from Massillon to Chicago without a car is to bus and train which takes 11h 4m and costs $55 - $190.
It takes approximately 5h 31m to get from Massillon to Chicago, including transfers.
Massillon to Chicago bus services, operated by Stark Area Regional Transit Authority, depart from Cornerstone Transit Center station.
Massillon to Chicago bus services, operated by Stark Area Regional Transit Authority, arrive at Metro Transit Center Akron Ohio station.
Chicago is 1h behind Massillon. It is currently 4:09 PM in Massillon and 3:09 PM in Chicago.
Yes, the driving distance between Massillon to Chicago is 361 miles. It takes approximately 6h 50m to drive from Massillon to Chicago.
What companies run services between Massillon, OH, USA and Chicago, IL, USA?
You can take a bus from Tremont Ave And 1St St Se to Chicago Bus Station via Cornerstone Transit Center, Metro Transit Center Akron Ohio, and Akron Bus Station in around 14h 1m.
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $60–410
Flights from John Glenn Columbus International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $55–380
- Website
- aa.com
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $35–240
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $45–310
- Website
- united.com
Flights from Akron to Chicago O'Hare International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $35–240
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $45–310
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 22m
- When
- Every day
- Estimated price
- $65–410
Flights from Cleveland-Hopkins International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 33m
- When
- Every day
- Estimated price
- $45–310
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
- $50–140
- Website
- https://www.amtrak.com/home.html
Train from Toledo to Chicago Union Station
- Ave. Duration
- 4h 23m
- Frequency
- 3 times a day
- Estimated price
- $35–140
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-800-379-3661
- Website
- sartaonline.com
Bus from Tremont Ave And 1St St Se to Cornerstone Transit Center
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.sartaonline.com
Bus from Cornerstone Transit Center to Metro Transit Center Akron Ohio
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.sartaonline.com
- Phone
- +1 888 954 6287
- gobus@hapcap.org
- Website
- ridegobus.com
Bus from Canton to Cleveland
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $9–12
- Website
- https://ridegobus.com/
- Book at
- https://booking.ridegobus.com/
Bus from Cornerstone Transit Center to Metro Transit Center Akron Ohio
- Ave. Duration
- 35 min
- Frequency
- Twice daily
- Estimated price
- $7–9
- Website
- https://ridegobus.com/
- Book at
- https://booking.ridegobus.com/
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Canton to Cleveland
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $21–35
- Website
- https://ridewithmiller.com
Bus from Canton Ohio Sarta Transit Station to Columbus, Ohio John Glenn Airport
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $40–60
- Website
- https://ridewithmiller.com
Bus from Cornerstone Transit Center to Metro Transit Center Akron Ohio
- Ave. Duration
- 40 min
- Frequency
- Twice daily
- Estimated price
- $13–22
- Website
- https://ridewithmiller.com
Bus from Canton Ohio Sarta Transit Station to Columbus, Ohio Greyhound Station
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $45–60
- Website
- https://ridewithmiller.com
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Canton to Cleveland
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $5–40
- Website
- https://baronsbus.com
Bus from Cleveland Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $11–45
- Website
- https://baronsbus.com
Bus from Cornerstone Transit Center to Metro Transit Center Akron Ohio
- Ave. Duration
- 25 min
- Frequency
- Once daily
- Estimated price
- $2–35
- Website
- https://baronsbus.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 Toledo Bus Stop
- Ave. Duration
- 4h 55m
- Frequency
- Once daily
- Estimated price
- $35–70
- Website
- https://www.greyhound.com/
Bus from Cleveland Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 50m
- Frequency
- 4 times a day
- Estimated price
- $22–40
- Website
- https://www.greyhound.com/
Bus from Akron Bus Station to Chicago Bus Station
- Ave. Duration
- 10h 50m
- Frequency
- Once daily
- Estimated price
- $55–150
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Columbus to Chicago Bus Station
- Ave. Duration
- 7h 40m
- Frequency
- Twice daily
- Estimated price
- $45–90
- Schedules at
- flixbus.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
There are 1101+ hotels available in Chicago.

















