Cheap Flights from Chicago (CHI) to Madison (MSN)

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Flight deals from Chicago to Madison

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Find the cheapest month to fly from Chicago to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Madison flights are currently cheapest in September.

Direct flights from Chicago to Madison

Chicago to Madison: Alternative routes

Compare routes from Chicago to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Chicago to Madison: Flight information

The things to know before you go.
Cheapest flight found$230
Cheapest month to flySeptember
Average flight time1 hr, 3 mins
Most popular airlineAmerican Airlines
Average flights per week1,197

Finding cheap flights from Chicago to Madison: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Madison is $228. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 3 minutes is the average flight time from Chicago to Madison.
American Airlines, United and Air Wisconsin fly direct from Chicago to Madison.
There are 435 flights per week flying from Chicago to Madison, as of May 2024.
The cheapest month to fly from Chicago to Madison is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Madison Airport on Tuesday, September 3, 2024.
Yes – the average flight time is 1 hour and 3 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Madison is American Airlines.

Chicago is famous for many things, but perhaps the most important is its social, cultural, political, and economic force.  Strategically located in the heart of the Midwest region, it's home to a wide range of top-notch museums, beaches, and award-winning structures. Diverse neighborhoods that stretch everywhere, Chicago is chalked full of sights and attractions.

The destination and capital of Wisconsin can be found 197 miles and 53 minutes to the Northwest of The Windy City. Chicago residents are well aware of the traffic congestion present at both the O’Hare and Midway airports, so extended flight delays should be expected and prepared for in advance. Non-stop flights from Chicago to Madison may be reserved with American Airlines, Continental Airlines, United Airlines, and US Airways.

 

Only at O’Hare

At first glance, the amount of people passing through Chicago’s principal airport can be extremely intimidating. After all, O’Hare International did just recently claim the title for being the busiest airfield on the planet with respect to total take-offs and landings!

Serving as a central flight hub for both United and American Airlines, this is one facility that truly never sleeps! Fortunately, for travelers, the airport authorities have worked hard to ensure first-class passenger experiences at all times. Despite having a reputation for delays and cancellations, visitors are free to enjoy a plethora of features and amenities, including excellent on-site restaurants and shops!

 

Making your way to Madison

It may be on par with Chicago as far as popularity is concerned, but Madison is definitely one cool place to visit. In addition to being a Midwestern melting pot, The City of Four Lakes boasts beautiful, scenic views, unforgettable restaurants, and plenty of live music!

Notable, local attractions include Olbrich Botanical Gardens, the Madison Farmer’s Market, Henry Vilas Zoo, Chazen Museum of Art, and the Monona Terrace Community and Convention Center. Tourists wanting a change of scenery can easily hop in the car and explore the rural countryside just outside the city limits!

Skyscanner is the solution for locating cheap flights from Chicago to Madison. Our team works diligently to deliver the lowest airfare, and the best part is that it is free!


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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.