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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.

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Train, bus

  1. Take the train from Chicago Union Station to Cleveland
  2. Take the bus from Rockwell Ave. & W. Mall Dr. to Madison Park-N-Ride

Bus

  1. Take the bus from Chicago Bus Station to Cleveland Bus Station
  2. Take the bus from Chester Ave. at the Greyhound Station to Madison Park-N-Ride

Bus via Chicago Amtrak

  1. Take the bus from Chicago Amtrak to Cleveland Bus Station
  2. Take the bus from Chester Ave. at the Greyhound Station to Madison Park-N-Ride

Drive

  1. Drive from Chicago to Madison

Fly from Chicago Midway, bus

  1. Fly from Chicago Midway (MDW) to Cleveland (CLE)
  2. Take the bus from W. 3rd St. & W. Prospect Ave. to Madison Park-N-Ride

Fly from Chicago O'Hare, bus

  1. Fly from Chicago O'Hare (ORD) to Cleveland (CLE)
  2. 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.

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The quickest way to get from Chicago to Madison is to fly and bus which costs $60 - $440 and takes 5h 7m.

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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.

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The distance between Chicago and Madison is 341 miles. The road distance is 386.5 miles.

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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.

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It takes approximately 8h 5m to get from Chicago to Madison, including transfers.

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Chicago to Madison bus services, operated by Greyhound USA, depart from Chicago Bus Station.

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The quickest flight from Chicago Midway Airport to Cleveland Airport is the direct flight which takes 1h 5m.

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Chicago to Madison bus services, operated by Laketran, arrive at Madison Park-N-Ride station.

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Madison is 1h ahead of Chicago. It is currently 8:07 PM in Chicago and 9:07 PM in Madison.

Map of how to get from Chicago to Madison.
Launch map view
  • 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.

Airlines
United Airlines
Website
united.com
Flights from Chicago O'Hare to Cleveland
Ave. Duration
1h 18m
When
Every day
Estimated price
$110 - $470
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Cleveland
Ave. Duration
1h 9m
When
Every day
Estimated price
$140 - $550
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Cleveland
Ave. Duration
1h 19m
When
Every day
Estimated price
$90 - $420
Train operators
Amtrak
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
Bus operators
Laketran
Phone
+1 888-525-3872
Email
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/
Greyhound USA
Rome2Rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100
Email
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/

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.

More Questions & Answers

Yes, the driving distance between Chicago to Madison is 387 miles. It takes approximately 6h 25m to drive from Chicago to Madison.

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Southwest Airlines offers flights from Chicago Midway Airport to Cleveland Airport.

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There are 43+ hotels available in Madison. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $5.

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