Cheap Flights from Chicago to Madison

Cheap Chicago-Madison 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

:

14
Shortest Flight Time

:

58Minutes
Distance

:

799 KM

Cheap Flight Tickets from Chicago to Madison

United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
09:05
Madison Dane Co Rgnl Truax Fld Airport
10:14
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
13:55
Madison Dane Co Rgnl Truax Fld Airport
14:53
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
18:10
Madison Dane Co Rgnl Truax Fld Airport
19:16
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
18:27
Madison Dane Co Rgnl Truax Fld Airport
19:42
United Airlines United Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
19:47
Madison Dane Co Rgnl Truax Fld Airport
20:47
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
21:15
Madison Dane Co Rgnl Truax Fld Airport
22:23
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
22:30
Madison Dane Co Rgnl Truax Fld Airport
23:33
American Airlines American Airlines
02 December 2025-Tuesday
€ 256.74
Chicago Chicago Ohare Airport
11:40
Madison Dane Co Rgnl Truax Fld Airport
12:44
United Airlines United Airlines
02 December 2025-Tuesday
€ 257.76
Chicago Chicago Ohare Airport
12:55
Madison Dane Co Rgnl Truax Fld Airport
14:01
American Airlines American Airlines
02 December 2025-Tuesday
€ 257.76
Chicago Chicago Ohare Airport
15:01
Madison Dane Co Rgnl Truax Fld Airport
16:02
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 Chicago - Madison Flight Tickets by Month

Airlines Operating Flights from Chicago to Madison

Popular Flights Departing From Chicago

Chicago - Airports

Chicago Midway Airport
Chicago Ohare Airport

Madison - Airports

Dane Co Rgnl Truax Fld Airport
Distance to the City Center: 0 km
Transportation: Taxi, Bus

Alternative Flights Between Chicago - Madison

Popular Madison Hotels

You can choose among various hotel options in Madison 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.

Madison Hotels
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