There are 7 ways to get from Madison to Chicago Loop by bus (Flixbus, Greyhound), car, plane, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus via Washington & Lasalle
best- Take the bus from Madison to Chicago Bus Stationbus FlixBus 2514 / ...
3h 24m$23–49Bus
cheapest- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus Van Galder
4h$22–45Drive 146.5 mi
- Drive from Madison to Chicago Loopcar 146.5 mi
2h 30m$27–39Fly Dane County Regional Airport-Truax Field to Chicago O'Hare International Airport
- Fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD)plane MSN - ORD
3h 19m$49–377Bus, train
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus Madison
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
4h 4m$33–79Bus to General Mitchell International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus
- Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane MKE - ORD
4h 57m$59–413Bus to General Mitchell International Airport, fly to Chicago Midway International Airport
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus
- Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane MKE - MDW
4h 39m$69–483
Madison to Chicago Loop by bus
Questions & Answers
The cheapest way to get from Madison to Chicago Loop is to bus via Washington & Lasalle which costs $22 - $50 and takes 3h 24m.
The fastest way to get from Madison to Chicago Loop is to drive which takes 2h 30m and costs $26 - $40.
Yes, there is a direct bus departing from 250 N. Lake St - Madison UW Campus and arriving at W Jackson Blvd, after S Clinton St. Services depart hourly, and operate every day. The journey takes approximately 4h.
The distance between Madison and Chicago Loop is 153 miles. The road distance is 147.4 miles.
The best way to get from Madison to Chicago Loop without a car is to bus via Washington & Lasalle which takes 3h 24m and costs $22 - $50.
It takes approximately 3h 24m to get from Madison to Chicago Loop, including transfers.
Madison to Chicago Loop bus services, operated by Flixbus USA, depart from Madison station.
The best way to get from Madison to Chicago Loop is to bus via Washington & Lasalle which takes 3h 24m and costs $22 - $50. Alternatively, you can fly, which costs $45 - $380 and takes 3h 19m.
Madison to Chicago Loop bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Yes, the driving distance between Madison to Chicago Loop is 147 miles. It takes approximately 2h 30m to drive from Madison to Chicago Loop.
What companies run services between Madison, WI, USA and Chicago Loop, IL, USA?
Flixbus USA operates a bus from Madison to Chicago Bus Station twice daily. Tickets cost $19–35 and the journey takes 3h 10m. Greyhound USA also services this route once daily. Alternatively, American Airlines and United Airlines fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD) hourly.
- Website
- united.com
Flights from Dane County Regional Airport-Truax Field to Chicago O'Hare International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $45–370
Flights from General Mitchell International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 9m
- When
- Every day
- Estimated price
- $45–370
- Website
- aa.com
Flights from Dane County Regional Airport-Truax Field to Chicago O'Hare International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $45–370
Flights from General Mitchell International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $45–370
- Website
- southwest.com
Flights from General Mitchell International Airport to Chicago Midway International Airport
- Ave. Duration
- 50 min
- When
- Every day
- Estimated price
- $55–440
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–55
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Madison to Chicago Bus Station
- Ave. Duration
- 3h 10m
- Frequency
- Twice daily
- Estimated price
- $19–35
- Schedules at
- flixbus.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $10–18
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Madison to Chicago Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Once daily
- Estimated price
- $24–50
- Website
- https://www.greyhound.com/
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $12–25
- Website
- https://www.greyhound.com/
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $22–45
- Website
- https://www.coachusa.com/van-galder-bus-company
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $23–30
- Website
- https://badgerbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $29–40
- Book at
- https://www.jeffersonlines.com
- Adult
- $29–40
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
There are 841+ hotels available in Chicago Loop.












