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

:

€ 256.74
The Most Favorable Price

:

United Airlines
The Most Active Airline

:

American Airlines
Average Number of Trips Per Day

:

15
Shortest Flight Time

:

1hr 11min
Distance

:

799 KM

Cheap Flight Tickets from Madison to Chicago

United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
08:15
Chicago Chicago Ohare Airport
09:26
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
09:55
Chicago Chicago Ohare Airport
11:09
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
12:19
Chicago Chicago Ohare Airport
13:33
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
13:14
Chicago Chicago Ohare Airport
14:27
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
14:48
Chicago Chicago Ohare Airport
16:03
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
15:59
Chicago Chicago Ohare Airport
17:10
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
16:32
Chicago Chicago Ohare Airport
17:49
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
17:23
Chicago Chicago Ohare Airport
18:37
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
06:30
Chicago Chicago Ohare Airport
07:41
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Madison Dane Co Rgnl Truax Fld Airport
07:00
Chicago Chicago Ohare Airport
08:16
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 km
Transportation: Taxi, Bus

Chicago - Airports

Chicago Midway Airport
Chicago Ohare Airport

Alternative Flights Between Madison - Chicago

Popular Chicago Hotels

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