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Cheap Flights from Chicago to Madison, WI, United States - CHI to MSN

Popular flights from Chicago to Madison

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
Jul 27, 2016 Aug 9, 2016 $316
Aug 3, 2016 Aug 7, 2016 $316
Aug 28, 2016 Sep 3, 2016 $316
United Airlines
Departure Date Return Date Lowest Price
Jul 27, 2016 Aug 9, 2016 $315

How Much Does it Cost to Fly from Chicago to Madison (CHI to MSN)?

We have collected flight cost data from across the web for travel from Chicago to Madison, and have found the average flight price for this trip to be $449.

When Can I Buy the Cheapest Flight from Chicago to Madison (CHI to MSN)?

Airlines can adjust prices for plane tickets from Chicago to Madison based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Madison

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Madison should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $764 $879
7-14 days $0 $0
14-21 days $0 $0
21-30 days $317 $527
30-60 days $317 $402
60-90 days $315 $399
90+ days $316 $401

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Madison

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Madison.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$764
8 9 10 11 12 13 14
$764
15 16 17 18 19 20 21
22 23 24 25 26 27 28
$337
29 30 31 1 2 3 4
$337 $317
5 6 7 8 9 10 11
$317

Non-Stop vs Connecting Flights from Chicago to Madison (CHI to MSN)

Your Chicago to Madison flight can be significantly cheaper by choosing 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 is $0.

The average price for non-stop flights from Chicago to Madison is $0.

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

Nonstop Flight Details from Chicago to Madison
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 8 8 8 7 7 4 7 07:09 21:50
United 7 7 7 7 7 4 6 09:00 22:35

Chicago to Madison Flight Questions

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

Question: How long is a direct flight from Chicago to Madison?
Answer: The average Chicago to Madison flight time is 54 minutes.
Question: How many miles are there between Chicago and Madison?
Answer: The distance from Chicago to Madison is 108 miles.
Question: How common are direct flights from Chicago to Madison?
Answer: There are 74 direct flights from Chicago to Madison.
Question: What is the most popular airline for non-stop flights from Chicago to Madison?
Answer: United Airlines provides 55% of the non-stop flights between Chicago and Madison.

Airlines Flying from Chicago to Madison (CHI to MSN)

Below are the different airlines that fly from Chicago to Madison with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Madison.

Chicago to Madison
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
United - X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Madison, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Minneapolis - St Paul American, Frontier, Spirit, United $64
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $97
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $147
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $126
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $79
Chicago to Detroit American, United $175
Chicago to Atlanta American, Spirit, United $71
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Washington American, Alaska, Frontier, United $118
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $186
Chicago to Houston American, Spirit, United $127
Chicago to Boston American, JetBlue, Spirit, United $89
Chicago to Miami American, Alaska, Frontier, United $108
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $152

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet, Great Lakes $223
Cheap Flights from Chicago to Madison, WI, United States, from $315 Round trip from CHI to MSN