Beginning of main content

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals to Madison

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fares from $98 One Way, $279 Round Trip from Chicago to Madison

Prices starting at $279 for return flights and $98 for one-way flights to Madison were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Madison from Chicago

Route Information for Flights from Chicago to Madison

Origin Airport IATA CodeCHI
Destination Airport IATA CodeMSN
Distance108 mi
Direct Flight AirlinesAmerican Airlines, JAL, Alaska Airlines, Aer Lingus, ANA, Air New Zealand, Lufthansa, United Airlines, British Airways
Earliest Flight Arrival3:21PM UTC
Latest Flight Arrival12:58AM UTC

Flights Review

Feb 29, 2020

Your counter guy in Key West was so nice, appears to do many other jobs as needed.

Feb 17, 2020

Very disappointed in additional charge for seating with travel companions in economy. This is not the case with Delta.

Jan 21, 2020

Seats are REALLY small any more. Also, gate checked luggage to a LONGGGG time to unload in Madison.

Dec 28, 2019

Paying 30 dollars for bag, a little bit too much

Dec 19, 2019

Flight delayed but turned out okay.

Nov 18, 2019

The United staff made this one of the most enjoyable trips by far!

Jul 18, 2018

Unexpected wait time. Staff made it OK!

Jun 28, 2018

No problems.

Jun 5, 2018

Liked the safe landing. Thanks.

Mar 13, 2018

Didn't like last row seats

Find Cheap Flights from Chicago to Madison

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Madison Airport Information

Use Orbitz.com to make bookings for cheap flights to Madison through the Dane County Regional Airport. Serviced by American Eagle, Continental Express, Delta, Frontier and United airlines, the airport sits five miles to the northeast of Madison. It has two terminals and offers 85 daily commercial flights.

Madison Airport Transportation

Orbitz.com will arrange for parking at a low cost in any of the 4,475 parking spaces available at the airport. The charges for hourly parking are a daily maximum of $10, and long-term charges are between $6 and $10. The airport also accommodates car rental counters for Hertz, Budget, National, Enterprise, Avis and Alamo at the baggage claim area. A taxi will get you to Downtown Dells in one hour with a fare of about $110.Weather in Madison

Madison has a humid continental climate. The warmest month is July, with an average temperature of 82.1 degrees Fahrenheit. Lows can get down to 10 degrees in January. If you plan to visit Madison, Orbitz.com can can give you tips about some of the best hotels and restaurants in the city.

Popular Attractions in Madison

The Wisconsin Historical Museum, Chazen Museum of Art, Wisconsin Veterans Museum, Madison Children's Museum and Overture Center for the Arts are just some of the popular attractions that you can visit in Madison. Greenbush Bakery, Bridges Golf Course, Olive Garden, Red Lobster, Ocean Grill, Orpheum Lobby Restaurant and Maduro Cigar Bar are some of the best restaurants in the city, and they often offer holiday discount sales. Whether you seek cheap flights to Madison or low-cost hotels, orbitz.com has numerous options available.

Flights from Chicago to Madison - Frequently Asked Questions

Are there non-stop flights from Chicago to Madison?

Yes, there are two airlines that offer nonstop flights from Chicago, IL (ORD-O'Hare Intl.) to Madison, WI (MSN-Dane County Regional). Track down an amazing fare and reserve your favorite seat with United Airlines or American Airlines.

What is the shortest flight from Chicago to Madison?

It can take as little as 46 minutes to travel from Chicago, IL (ORD-O'Hare Intl.) to Madison, WI (MSN-Dane County Regional). Settle in and enjoy those window views, because you'll be walking through arrivals in a flash.

What airlines fly from Chicago (and vicinity) to Madison (and vicinity) most frequently?

United Airlines (UA) operates 205 flights each month between Chicago, IL Airport (ORD-OHare Intl.) to Madison, WI Airport (MSN-Dane County Regional). Your next grand adventure is just clicks away. American Airlines (AA) will also take you to your destination in style and comfort. Offering 126 flights every month between Chicago (and vicinity) and Madison (and vicinity), it's another popular airline to look into.

If I am not able to travel due to COVID-19, can I cancel my flight to Madison?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Madison have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Madison with flexible change policies?

In most cases you'll have the option to reschedule your flight to Madison without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.