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

Popular flights from Madison to Chicago

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
Aug 10, 2016 Aug 16, 2016 $317
Aug 25, 2016 Aug 31, 2016 $317
United Airlines
Departure Date Return Date Lowest Price
Aug 25, 2016 Aug 31, 2016 $316

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

We have collected flight cost data from across the web for travel from Madison to Chicago, and have found the average flight price for this trip to be $381.

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

Airlines can adjust prices for plane tickets from Madison to Chicago 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.

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

Your Madison to Chicago 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 Madison to Chicago is $495.

The average price for non-stop flights from Madison to Chicago is $356.

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

Nonstop Flight Details from Madison to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 7 7 7 7 7 4 6 05:25 18:16
United 7 7 7 7 7 5 8 05:49 19:11

Madison to Chicago Flight Questions

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

Question: How long is a direct flight from Madison to Chicago?
Answer: The average Madison to Chicago flight time is 56 minutes.
Question: How many miles are there between Madison and Chicago?
Answer: The distance from Madison to Chicago is 108 miles.
Question: How common are direct flights from Madison to Chicago?
Answer: There are 74 direct flights from Madison to Chicago.
Question: What is the most popular airline for non-stop flights from Madison to Chicago?
Answer: United Airlines provides 55% of the non-stop flights between Madison and Chicago.

Airlines Flying from Madison to Chicago (MSN to CHI)

Below are the different airlines that fly from Madison to Chicago 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 Madison to Chicago.

Madison to Chicago
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 Madison and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Rochester to Chicago American $274
Grand Rapids to Chicago American, United $96
Eau Claire to Chicago United $185
Green Bay to Chicago American, United $284
Milwaukee to Chicago American, United $199
La Crosse to Chicago American $305
Moline to Chicago American, United $285
Peoria to Chicago American, United $285
Waterloo to Chicago American $278
Cedar Rapids to Chicago American, United $278
Appleton to Chicago United $441
Dubuque to Chicago American $281
South Bend to Chicago United $707
Wausau to ChicagoCheck Dates
Rhinelander to ChicagoCheck Dates
Bloomington - Normal to Chicago American $289
Chicago to New York American, Alaska, JetBlue, Spirit, United $81
Chicago to Minneapolis - St Paul American, Frontier, Spirit, United $58
Chicago to Detroit American, United $175
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $107
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $137
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $147
Chicago to Atlanta American, Spirit, United $81
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $87
Chicago to Washington American, Alaska, Frontier, United $88
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Houston American, Spirit, United $117
Chicago to Miami American, Alaska, Frontier, United $108
Chicago to Boston American, JetBlue, Spirit, United $81

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet, Great Lakes $227
Cheap Flights from Madison to Chicago, IL, United States, from $316 Round trip from MSN to CHI