Cheap Flights from Madison (MSN) to Chicago (CHI)
Compare Madison to Chicago flight deals
Find the cheapest month or even day of the year to fly to Chicago
Book the best Chicago fare with no extra fees
Flight deals from Madison to Chicago
Looking for a cheap last-minute deal or the best round-trip flight from Madison to Chicago? Find the lowest prices on one-way and round-trip tickets right here.Don’t miss a great deal
Stay one step ahead. Find the best value travel with the latest deals, tips and news.
Find the cheapest month to fly from Madison to Chicago
We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Madison to Chicago flights are currently cheapest in June.Alternative Madison to Chicago routes
Looking for the cheapest, fastest or easiest route from Madison to Chicago? You could fly into the following airports instead.Madison to Chicago: Flight information
The things to know before you go.Cheapest flight found | $255 |
---|---|
Cheapest month to fly | June |
Average flight time | 1 hr, 4 mins |
Most popular airline | American Airlines |
Average flights per week | 447 |
Finding cheap flights from Madison to Chicago: Frequently asked questions
Wisconsin’s capital is only one of two cities (the other being Seattle) that is geographically located on an isthmus, and it is best recognized by the five main lakes that surround it. These are Kegonsa, Monona, Waubesa, Wingra, and Mendota.
Only minutes away from an extraordinary countryside and featuring a wide array of world-class eateries and shopping districts, Mad City is the tourist go-to spot that deserves a lot of appreciation! The much bigger Windy City is located 122 miles to the Southeast, with flight times averaging 57 minutes, although arrival delays at O’Hare can extend this a bit longer.
American Airlines, Continental Airlines, United Airlines, US Airways, and American Eagle all offer direct flights from Madison to Chicago, with the latter typically providing the quickest routes. Each city is a wonderful place to live and visit, but as is to be expected, Chi-Town is the sprawling, urban metropolis that Madison simply is not. Those who enjoy the big city life will find Chicago entertaining on all fronts!
Departing Dane County
The joint civil-military airport of Dane County Regional is based six miles northeast of the downtown center, and offers direct routes to 13 flight hubs throughout the United States, including Orlando, New York City, and Washington DC.
The facility has seen annual passenger traffic figures exceed the 1.5 million mark in recent years, and is equipped with three separate runways. One of Dane County Regional’s latest upgrades was the addition of 1,600 covered parking spaces and a new and improved instrument landing system; the cost for these projects was over $30 million.
Fun times in Chicago
There are certain cities where it is simply impossible to get bored, and Chi-Town is one of them. Far from just the third largest metropolis in the United States, Chicago is famously regarded for its top-notch attractions and entertainment value.
Tourists travel here from all parts of the world, and for good reason of course! Whether you are planning a weekend getaway or a lengthy vacation, there are a few sites to not miss during your time in The Windy City. The Magnificent Mile, City History Museum, a Cubs game at Wrigley Field, and Shedd Aquarium all provide a small taste of what this amazing city has to offer!
If you want to spend more time having fun in The Second City, do not hesitate to book cheap flights from Madison to Chicago with Skyscanner. Instant airfare savings are just seconds away!
Plan the rest of your trip from Madison to Chicago
Prices shown on this page are estimated lowest prices only. Found in the last 45 days.