Cheap flights Madison — Chicago (MSN — CHI)

Good to know - Cheap tickets Madison — Chicago

Minimal flight time 41m
Flight distance 198 km
Most popular airline American Eagle
Round-trip from $118

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
May 2026
March 2026
January 2026
December 2025
November 2025
October 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025

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 06:08 daily AA4961 American Eagle 1h 8m Dane County Regional Airport — O'Hare International Airport Select dates
06:00 07:14 mon, tue, wed, thu, fri, sun AA3947 American Eagle 1h 14m Dane County Regional Airport — O'Hare International Airport Select dates
06:15 07:29 mon, tue, wed, thu, fri, sun AA3464 American Eagle 1h 14m Dane County Regional Airport — O'Hare International Airport Select dates
06:30 07:42 daily UA2137 United Express 1h 12m Dane County Regional Airport — O'Hare International Airport Select dates
07:45 08:27 sat United Express 42m Dane County Regional Airport — O'Hare International Airport Select dates
08:01 09:13 sun UA3406 United Express 1h 12m Dane County Regional Airport — O'Hare International Airport Select dates
08:15 09:27 daily UA3406 United Express 1h 12m Dane County Regional Airport — O'Hare International Airport Select dates
09:25 10:06 wed United Express 41m Dane County Regional Airport — O'Hare International Airport Select dates
09:30 10:25 wed American Eagle 55m Dane County Regional Airport — O'Hare International Airport Select dates
09:44 10:55 mon, tue, wed, thu, fri, sun AA4385 American Eagle 1h 11m 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

Dynamics airfare Madison — Chicago by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Madison — Chicago

The graph shows that booking flights Madison — Chicago is best planned for October and flights Madison — Chicago — Madison in the month of January.

Flights Madison — Chicago

The selection of cheap flights Madison — Chicago

The price of the flight Madison — Chicago (United States) — Madison from $118 (round-trip).

The average price of the flight Madison — Chicago (United States) — Madison $287 (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.

Routes from nearby cities to Chicago

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

The closest airports to Madison with a flight to Chicago are in La Crosse.

Popular International routes from Madison

Madison — Amsterdam

Madison — Singapore

Madison — Cancun

Madison — Frankfurt

Madison — Havana

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

Madison — Orlando

Madison — McAllen

Madison — Seattle

Madison — Phoenix

Madison — Fargo

FAQ about Madison — Chicago

Yes, they do: AA4961, AA3947, AA3464, UA2137, , UA3406, AA4385, UA4577, AA4889, UA3018, UA5383, UA3495, UA1680, UA6039, UA3524, AA3953

Yes, you can fly from Madison to Chicago. Madison has an airport (Dane County Regional Airport) for flights. American Eagle, United Express, SkyWest Airlines depart from Madison on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Allegiant Air, Breeze Airways, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Jet Linx Aviation, NetJets, 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 $118.

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: AA4961, AA3947, AA3464, UA2137, UA3406, UA3406, AA4385, UA4577, AA4889, UA3018, UA5383, UA5383, UA3495, UA1680, UA1680, UA6039, UA6039, UA3524, AA3953

High season is considered to be June and the cheapest month is October. 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, United Express, SkyWest Airlines.

All the following airlines flights Madison — Chicago: Allegiant Air, American Eagle, Breeze Airways, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Jet Linx Aviation, NetJets, Republic Airways, SkyWest Airlines, Sun Country Airlines, United Express.

Low price calendar