There are 5 ways to get from Chicago to Madison by plane, bus (Greyhound), train (Amtrak), car, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Charlottesville
best- Fly from Chicago O'Hare International Airport (ORD) to Charlottesville (CHO)plane ORD - CHO
4h 19m$138–440Drive 686.6 mi
cheapest- Drive from Chicago to Madisoncar 686.6 mi
12h 21m$126–181Bus
- Take the bus from Chicago Bus Station to Washington Union Stationbus
- Take the bus from DC Union Station to Barracks Road Shopping Centerbus
- Take the bus from Charlottesville City Bus Hub to Madison - Food Lionbus
23h 15mTrain (Amtrak)
- Take the train from Chicago Union Station to Culpeper Amtrak Stationtrain Cardinal
23h 35m$270–600Fly to Shenandoah Valley Regional Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Shenandoah Valley Regional Airport (SHD)plane ORD - SHD
- Take the taxi from Shenandoah Valley Regional Airport (SHD) to Madisontaxi
5h 4m$162–465
Chicago to Madison by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Madison is to drive which costs $120 - $190 and takes 12h 21m.
The fastest way to get from Chicago to Madison is to fly which takes 4h 19m and costs $130 - $440.
No, there is no direct bus from Chicago station to Madison. However, there are services departing from Chicago Bus Station and arriving at Madison - Food Lion via DC Union Station, BRSC at Arlington Southbound and Charlottesville City Bus Hub. The journey, including transfers, takes approximately 23h 15m.
No, there is no direct train from Chicago station to Madison station. However, there are services departing from Chicago Union Station and arriving at Culpeper Amtrak Station via . The journey, including transfers, takes approximately 23h 35m.
The distance between Chicago and Madison is 608 miles. The road distance is 690.6 miles.
The best way to get from Chicago to Madison without a car is to bus which takes 23h 15m and costs .
It takes approximately 4h 19m to get from Chicago to Madison, including transfers.
Chicago to Madison bus services, operated by Greyhound-us, depart from Chicago Bus Station.
Chicago to Madison train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Madison is to fly which takes 4h 19m and costs $130 - $440. Alternatively, you can bus, which costs and takes 23h 15m, you could also train, which costs $270 - $600 and takes 23h 35m.
What companies run services between Chicago, IL, USA and Madison, VA, USA?
United Airlines, American Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Charlottesville (CHO) hourly. Alternatively, you can take a bus from Chicago Bus Station to Madison - Food Lion via DC Union Station, Barracks Road Shopping Center, BRSC at Arlington Southbound, and Charlottesville City Bus Hub in around 23h 15m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Charlottesville via Charlotte
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Charlottesville via New York La Guardia
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $95–450
Flights from Chicago O'Hare International Airport to Shenandoah Valley Regional Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $60–340
Flights from Chicago O'Hare International Airport to Shenandoah Valley Regional Airport via Charlotte
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $80–410
- Website
- united.com
Flights from Chicago O'Hare International Airport to Charlottesville
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Charlottesville via Washington Dulles
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $70–370
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Charlottesville via Atlanta
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $95–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Culpeper Amtrak Station
- Ave. Duration
- 22h 5m
- Frequency
- 3 times a week
- Estimated price
- $270–600
- Website
- https://www.amtrak.com/home.html
- Website
- greyhound.com
Bus from Chicago Bus Station to Washington Union Station
- Ave. Duration
- 16h 30m
- Frequency
- Twice daily
- Schedules at
- greyhound.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 Washington Union Station
- Ave. Duration
- 16h 35m
- Frequency
- Twice daily
- Estimated price
- $110–220
- Website
- https://www.greyhound.com/
- Phone
- +1-877-462-6342
- [email protected]
- Website
- us.megabus.com
Bus from DC Union Station to Barracks Road Shopping Center
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $22–50
- Website
- https://us.megabus.com
- Adult One-way
- $22–50
- Phone
- +1 877-777-2708
- [email protected]
- Website
- vatransit.org
Bus from Charlottesville City Bus Hub to Madison - Food Lion
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Website
- https://www.vatransit.org/
- Ave. Duration
- 1h 14m
- Estimated price
- $100–120
1st Call Taxi
- Phone
- +1 540-849-5348
- Website
- 1stcalltaxi.wordpress.com
ABC Cab Co.
- Phone
- +1 540-564-1214
- Website
- abccabcova.com
Checkered Cab Co
- Phone
- +1 540-908-2838
- Website
- facebook.com
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Madison bus services, operated by Greyhound-us, arrive at Washington Union Station.
Madison is 1h ahead of Chicago. It is currently 10:06 PM in Chicago and 11:06 PM in Madison.
Chicago to Madison train services, operated by Amtrak, arrive at Culpeper Amtrak Station.
Yes, the driving distance between Chicago to Madison is 691 miles. It takes approximately 12h 21m to drive from Chicago to Madison.
There are 34+ hotels available in Madison.