Cheap flights Madison — Chicago (MSN — CHI)

Good to know - Cheap tickets Madison — Chicago

Cheapest flight found $108
Minimal flight time 41m
Flight distance 198 km
Most popular airline American Eagle

Airfare Madison – Chicago by month

Here you can find out in what months how much a ticket Madison – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
December 2025
November 2025
October 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
December 2024

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Madison — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
05:00 06:15 mon, tue, wed, thu, fri, sun AA3464 American Eagle 1h 15m Dane County Regional Airport — O'Hare International Airport Select dates
05:00 06:09 mon, tue, wed, thu, fri AA3464 American Eagle 1h 9m Dane County Regional Airport — O'Hare International Airport Select dates
05:00 06:11 sun AA4471 American Eagle 1h 11m Dane County Regional Airport — O'Hare International Airport Select dates
05:45 06:59 mon, thu, fri AA4897 American Eagle 1h 14m Dane County Regional Airport — O'Hare International Airport Select dates
06:09 07:30 wed AA4897 SkyWest Airlines 1h 21m Dane County Regional Airport — O'Hare International Airport Select dates
06:09 07:30 wed AA4897 American Eagle 1h 21m Dane County Regional Airport — O'Hare International Airport Select dates
06:20 07:31 sat UA2137 United Airlines 1h 11m Dane County Regional Airport — O'Hare International Airport Select dates
06:30 07:37 tue, wed, thu, fri, sat UA2137 United Airlines 1h 7m Dane County Regional Airport — O'Hare International Airport Select dates
06:30 07:41 daily UA2137 United Airlines 1h 11m Dane County Regional Airport — O'Hare International Airport Select dates
07:00 08:16 mon, tue, fri, sat, sun AA6190 American Eagle 1h 16m Dane County Regional Airport — O'Hare International Airport Select dates
All routes

Popular airlines flying Madison — Chicago

Flight Madison – Chicago is served by 9 airlines.  3 airlines operate direct flights.


Airlines with direct flights


Other airlines flying with transfers

Flights Madison — Chicago

The selection of cheap flights Madison — Chicago

Here you can find and purchase the cheapest flights Madison — Chicago from $108 and Madison — Chicago — Madison from $217.

The price of the flight Madison — Chicago (United States) — Madison from $217 (round-trip).

The average price of the flight Madison — Chicago (United States) — Madison $264 (round-trip).

Low cost flights Madison — Chicago (MSN — CHI)

The distance between Madison and Chicago 123 miles (or 198 kilometres).

The time difference between Madison and Chicago is 0 h.

Minimal flight time from Madison to Chicago 41m.

LowCostClub always do a comparison of airfares Madison — Chicago with several airlines (include American Eagle, SkyWest Airlines, United Airlines). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Madison — Chicago. Last week, for instance, the cheapest round-trip prices stood at $217 while the cheapest one-way price that was available within the last week cost $108

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

The most frequent flight to Chicago is from Kalamazoo. The cheapest airfare can be purchased with a flight from Grand Rapids from $69. The nearest airports from Madison with a flight to Chicago are in South Bend.

Popular International routes from Madison

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from Madison

FAQ about Madison — Chicago

Yes, they do: AA3464, AA4471, AA4897, UA2137, AA6190, UA1484, UA3672, AA4046, UA2364, , AA4906, AA4243, AA3418, UA4491, UA4582, UA5383, AA4805, UA4612, UA2066, UA4190, OO5783, UA3662, UA448, AA3675, UA4557, UA1193, UA3675, AA5651, UA5392, OO5392, UA4398, UA5784, AA4898, AA6356, AA4048, UA3927

Yes, you can fly from Madison to Chicago. Madison has an airport (Dane County Regional Airport) for flights. American Eagle, SkyWest Airlines, United Airlines depart from Madison on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Delta Air Lines, FedEx, Frontier (Rocky the Saw-Whet Owl Livery), Jet Linx Aviation, Kalitta Charters, NetJets, PSA Airlines, Republic Airways, Sun Country Airlines.

A direct flight lasts an average of 41m, during which time the aircraft covers a distance of 198 km.

The price of flights Madison — Chicago starts from $108.

Planes fly Madison — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Madison — Dane County Regional Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between Madison and Chicago: AA3464, AA3464, AA4471, AA4897, AA4897, AA4897, UA2137, UA2137, UA2137, AA6190, UA1484, UA3672, AA4046, UA2364, AA4906, AA4243, AA3418, AA4243, AA3418, AA3418, AA4906, UA4491, UA4582, UA5383, AA4805, UA4612, UA2066, UA2066, UA4190, OO5783, UA3662, UA448, AA3675, UA4557, UA1193, UA3675, UA1193, UA1193, AA5651, AA5651, AA5651, UA5392, OO5392, UA4398, UA5784, UA5784, AA4898, AA6356, AA4048, UA3927

High season is considered to be and the cheapest month is . Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Madison — Chicago flight deals.

The following airlines have direct flights Madison — Chicago: American Eagle, SkyWest Airlines, United Airlines.

All the following airlines flights Madison — Chicago: American Eagle, Delta Air Lines, FedEx, Frontier (Rocky the Saw-Whet Owl Livery), Jet Linx Aviation, Kalitta Charters, NetJets, PSA Airlines, Republic Airways, SkyWest Airlines, Sun Country Airlines, United Airlines.

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