There are 6 ways to get from Chicago to Madison by train, bus, car or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Recommended
Train, bus
-
Take the train from Chicago Union Station to Cleveland
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Take the bus from Rockwell Ave. & W. Mall Dr. to Madison Park-N-Ride
Bus
-
Take the bus from Chicago Bus Station to Cleveland Bus Station
-
Take the bus from Chester Ave. at the Greyhound Station to Madison Park-N-Ride
Bus via Chicago Amtrak
-
Take the bus from Chicago Amtrak to Cleveland Bus Station
-
Take the bus from Chester Ave. at the Greyhound Station to Madison Park-N-Ride
Drive
-
Drive from Chicago to Madison
Fly from Chicago Midway, bus
-
Fly from Chicago Midway (MDW) to Cleveland (CLE)
-
Take the bus from W. 3rd St. & W. Prospect Ave. to Madison Park-N-Ride
Fly from Chicago O'Hare, bus
-
Fly from Chicago O'Hare (ORD) to Cleveland (CLE)
-
Take the bus from W. 3rd St. & W. Prospect Ave. to Madison Park-N-Ride
Questions & Answers
The cheapest way to get from Chicago to Madison is to train and bus which costs $15 - $140 and takes 8h 5m.
The quickest way to get from Chicago to Madison is to fly and bus which costs $60 - $440 and takes 5h 7m.
No, there is no direct bus from Chicago station to Madison. However, there are services departing from Chicago Bus Station and arriving at Madison Park-N-Ride via Chester Ave. at the Greyhound Station. The journey, including transfers, takes approximately 9h 37m.
The distance between Chicago and Madison is 341 miles. The road distance is 386.5 miles.
The best way to get from Chicago to Madison without a car is to train and bus which takes 8h 5m and costs $15 - $140.
It takes approximately 8h 5m to get from Chicago to Madison, including transfers.
Chicago to Madison bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The quickest flight from Chicago Midway Airport to Cleveland Airport is the direct flight which takes 1h 5m.
Chicago to Madison bus services, operated by Laketran, arrive at Madison Park-N-Ride station.
Madison is 1h ahead of Chicago. It is currently 8:07 PM in Chicago and 9:07 PM in Madison.

- Distance: 340.7 miles
- Duration: 8h 5m
What companies run services between Chicago, IL, USA and Madison, OH, USA?
You can take a bus from Chicago to Madison via Cleveland Bus Station and Chester Ave. at the Greyhound Station in around 9h 37m.

- Website
- united.com
Flights from Chicago O'Hare to Cleveland
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $110 - $470

- Website
- southwest.com
Flights from Chicago Midway to Cleveland
- Ave. Duration
- 1h 9m
- When
- Every day
- Estimated price
- $140 - $550

- Website
- aa.com
Flights from Chicago O'Hare to Cleveland
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $90 - $420

Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Cleveland
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $14 - $140
- Website
- https://www.amtrak.com/routes.html
- Child Coach - Advance Purchase
- $14 - $55
- Child Coach - short notice
- $30 - $50
- Child Business Class - advance purchase
- $26 - $85
- Child Business Class - short notice
- $29 - $85
- Coach Seat - Advance Purchase
- $35 - $85
- Business Seat - advance purchase
- $55 - $170
- Business Seat - short notice
- $60 - $170
- Coach Seat - short notice
- $35 - $140

- Phone
- +1 888-525-3872
- laketran@laketran.com
- Website
- laketran.com
Bus from Rockwell Ave. & W. Mall Dr. to Madison Park-N-Ride
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $1 - $4
- Website
- https://laketran.com/
Bus from Chester Ave. at the Greyhound Station to Madison Park-N-Ride
- Ave. Duration
- 57 min
- Frequency
- Once daily
- Estimated price
- $1 - $4
- Website
- https://laketran.com/
Bus from W. 3rd St. & W. Prospect Ave. to Madison Park-N-Ride
- Ave. Duration
- 56 min
- Frequency
- 5 times a week
- Estimated price
- $1 - $4
- Website
- https://laketran.com/

Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Cleveland Bus Station
- Ave. Duration
- 7h 40m
- Frequency
- Twice daily
- Estimated price
- $40 - $95
- Website
- https://www.greyhound.com/
Bus from Chicago Amtrak to Cleveland Bus Station
- Ave. Duration
- 9h 5m
- Frequency
- Once daily
- Estimated price
- $40 - $95
- Website
- https://www.greyhound.com/

- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Chicago to Cleveland
- Ave. Duration
- 7h 30m
- Frequency
- Once daily
- Estimated price
- $35 - $85
- Website
- https://baronsbus.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.
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Read the travel guideMore Questions & Answers
Yes, the driving distance between Chicago to Madison is 387 miles. It takes approximately 6h 25m to drive from Chicago to Madison.
Southwest Airlines offers flights from Chicago Midway Airport to Cleveland Airport.
There are 43+ hotels available in Madison. Prices start at $100 USD per night.
The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $5.