Cheap Flights from Madison to Chicago

Cheap Madison-Chicago Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.

Cheapest Travel on Obilet

:

€ 261.85
The Most Favorable Price

:

American Airlines
The Most Active Airline

:

American Airlines
Average Number of Trips Per Day

:

10
Shortest Flight Time

:

1hr 7min
Distance

:

799 KM

Cheap Flight Tickets from Madison to Chicago

United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
06:30
Chicago Chicago Ohare Airport
07:42
United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
08:15
Chicago Chicago Ohare Airport
09:27
American Airlines American Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
05:00
Chicago Chicago Ohare Airport
06:08
United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
12:57
Chicago Chicago Ohare Airport
14:08
United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
14:48
Chicago Chicago Ohare Airport
16:00
American Airlines American Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
15:47
Chicago Chicago Ohare Airport
16:55
United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
15:53
Chicago Chicago Ohare Airport
17:05
United Airlines United Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
17:44
Chicago Chicago Ohare Airport
18:55
American Airlines American Airlines
03 March 2026-Tuesday
€ 261.85
Madison Dane Co Rgnl Truax Fld Airport
20:24
Chicago Chicago Ohare Airport
21:31
American Airlines American Airlines
03 March 2026-Tuesday
€ 264.11
Madison Dane Co Rgnl Truax Fld Airport
09:41
Chicago Chicago Ohare Airport
10:52
The prices shown are starting ticket prices. Prices may vary depending on the selected date, location, and trip availability.
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Estimated Cheapest Madison - Chicago Flight Tickets by Month

Airlines Operating Flights from Madison to Chicago

Popular Flights Arriving At Chicago

Madison - Airports

Dane Co Rgnl Truax Fld Airport
Distance to the City Center: 0.0 km
Transportation: Taxi, Bus

Chicago - Airports

Chicago Midway Airport
Chicago Ohare Airport

Alternative Flights Between Madison - Chicago

Popular Chicago Hotels

You can choose among various hotel options in Chicago to suit different styles and budgets for a comfortable and enjoyable stay. From boutique hotels in historical areas to modern business hotels, there is a wide range. Choose the most suitable accommodation for your trip and enjoy a relaxing experience.

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