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

Popular flights from Chicago to Madison

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

American Airlines
Departure Date Return Date Lowest Price
Mar 14, 2016 Mar 21, 2016 $296
United Airlines
Departure Date Return Date Lowest Price
Mar 14, 2016 Mar 21, 2016 $294

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 $305.

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.

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
21 22 23 24 25 26 27
$388
28 29 1 2 3 4 5
$388
6 7 8 9 10 11 12
$307
13 14 15 16 17 18 19
$307

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 $458.

The average price for non-stop flights from Chicago to Madison is $307.

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 5 5 5 5 5 4 5 06:58 21:45
United 7 7 7 7 6 4 6 07:32 22:35

Round Trip vs One Way Flights from Chicago to Madison (CHI to MSN)

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. 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 is $263.

The average price for round trip flights from Chicago to Madison is $307.

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 78 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 56% 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 $68
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $113
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $77
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $93
Chicago to Dallas - Ft Worth American, Spirit, United $77
Chicago to Detroit American, United $166
Chicago to Atlanta American, Alaska, Spirit, United $77
Chicago to Denver American, Frontier, Spirit, United $77
Chicago to Washington American, JetBlue, Frontier, United $97
Chicago to San Francisco American, Alaska, JetBlue, Frontier, United, Virgin America $131
Chicago to Houston American, Frontier, Spirit, United $87
Chicago to Boston American, JetBlue, Spirit, United $81
Chicago to Miami American, Frontier, United $104
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $77

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet $234
Cheap Flights from Chicago to Madison, WI, United States, from $294 Round trip from CHI to MSN