Flights from Chicago to Madison, United States

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Did you mean flights from Madison, Wisconsin to Chicago?

Where To Buy Cheap Flights from Chicago to Madison, Wisconsin?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Madison, Wisconsin based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Madison, Wisconsin?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Madison, Wisconsin.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $415 $471
7-14 days $370 $380
14-21 days $307 $315
21-30 days $306 $315
30-60 days $307 $315
60-90 days $307 $315
90+ days $307 $315

Compare Flight Prices from Chicago to Madison, Wisconsin by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Madison, Wisconsin flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Chicago Madison, Wisconsin American 2/27/21 3/6/21 0 $463
March Chicago Madison, Wisconsin American 3/25/21 3/27/21 0 $306
April Chicago Madison, Wisconsin American 4/1/21 4/8/21 0 $307
May Chicago Madison, Wisconsin American 5/1/21 5/8/21 0 $307
June Chicago Madison, Wisconsin American 6/1/21 6/8/21 0 $307
July Chicago Madison, Wisconsin American 7/14/21 7/17/21 0 $307
August Chicago Madison, Wisconsin American 8/2/21 8/19/21 0 $307
September Chicago Madison, Wisconsin American 9/20/21 9/21/21 0 $455

Cheap Last Minute Flights from Chicago to Madison, Wisconsin

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Madison, Wisconsin. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
28 1 2 3 4 5 6
$415
7 8 9 10 11 12 13
$415 $370
14 15 16 17 18 19 20
$370 $307
21 22 23 24 25 26 27
$307 $341
28 29 30 31 1 2 3
$341

Connecting Flights vs Direct Flights from Chicago to Madison, Wisconsin

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Madison, Wisconsin is $355.

The average price for direct flights from Chicago to Madison, Wisconsin is $344.

The chart below shows up to date information regarding non-stop flights from Chicago to Madison, Wisconsin.

Weekly Direct Flights from Chicago to Madison, Wisconsin - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 7 7 7 7 7 6 7 02:10 17:00
United 8 8 8 8 8 8 8 03:10 16:26

One Way Flights vs Round Trip Flights from Chicago to Madison, Wisconsin

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Madison, Wisconsin. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Madison, Wisconsin is $199.

The average price for round trip flights from Chicago to Madison, Wisconsin is $344.

Chicago to Madison, Wisconsin Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to Madison, Wisconsin?
Answer: The average Chicago to Madison, Wisconsin flight time is 56 minutes.
Question: How far is Madison, Wisconsin from Chicago?
Answer: The distance from Chicago to Madison, Wisconsin is 108 miles (173 kilometers).
Question: How common are direct flights from Chicago to Madison, Wisconsin?
Answer: There are 104 direct flights from Chicago to Madison, Wisconsin.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Madison, Wisconsin?
Answer: United Airlines provides 53% of the non-stop flights between Chicago and Madison, Wisconsin.

Airlines in Chicago flying to Madison, Wisconsin Last modified: Feb 28, 2021 16:39 -05:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of Chicago to Madison, Wisconsin? We've gathered the average price of Chicago airlines with flights to Madison, Wisconsin. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Chicago to Madison, Wisconsin Airports

These are the major commercial airports we're currently monitoring in Chicago and Madison, Wisconsin. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from Chicago - CHI Last modified: Feb 28, 2021 16:39 -05:00

FlightsLowest Price
Chicago to Toronto$299
Cheap Flights from Chicago to Madison, Wisconsin