ORD - MSN

$161 Find Cheap Flights from Chicago O'Hare Airport to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Madison departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Madison, as well as popular online travel agencies
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Flight Deals

Cheap Flights from O'Hare Intl to Madison (ORD-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Madison

Fri, Oct 3 - Sun, Oct 5
American Airlines Logo
8:38 am - 9:43 amORD-MSN
1h 05mnonstop
American Airlines Logo
8:18 pm - 9:27 pmMSN-ORD
1h 09mnonstop
$179American Airlines
Find Deal
Wed, Sep 10 - Sun, Sep 14
American Airlines Logo
8:38 am - 9:43 amORD-MSN
1h 05mnonstop
American Airlines Logo
10:29 am - 11:37 amMSN-ORD
1h 08mnonstop
$189American Airlines
Find Deal
Sun, Sep 7 - Sun, Sep 14
United Airlines Logo
6:19 pm - 7:24 pmORD-MSN
1h 05mnonstop
United Airlines Logo
3:58 pm - 5:05 pmMSN-ORD
1h 07mnonstop
$199United Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 7
United Airlines Logo
10:35 am - 11:44 amORD-MSN
1h 09mnonstop
United Airlines Logo
6:30 am - 7:37 amMSN-ORD
1h 07mnonstop
$209United Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
American Airlines Logo
8:47 am - 9:59 amORD-MSN
1h 12mnonstop
American Airlines Logo
8:18 pm - 9:27 pmMSN-ORD
1h 09mnonstop
$224American Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
United Airlines Logo
8:45 am - 9:45 amORD-MSN
1h 00mnonstop
United Airlines Logo
6:30 am - 7:37 amMSN-ORD
1h 07mnonstop
$234United Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
10:35 am - 11:44 amORD-MSN
1h 09mnonstop
United Airlines Logo
2:31 pm - 3:42 pmMSN-ORD
1h 11mnonstop
$333United Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
Frontier Logo
10:42 am - 7:14 pmORD-MSN
8h 32m1 stop
Frontier Logo
7:59 pm - 9:37 amMSN-ORD
13h 38m1 stop
$353Frontier
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Sun, Sep 7 - Sun, Sep 14
Frontier Logo
6:00 am - 7:14 pmORD-MSN
13h 14m1 stop
Frontier Logo
7:59 pm - 9:37 amMSN-ORD
13h 38m1 stop
$426Frontier
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
6:00 am - 7:14 pmORD-MSN
13h 14m1 stop
Frontier Logo
7:59 pm - 9:37 amMSN-ORD
13h 38m1 stop
$501Frontier
Find Deal
Expert advice

Expert advice for your flight from O'Hare Intl to Madison

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Basic Economy offers low fares but includes restrictions like late boarding and no seat assignment.


Main Cabin Extra provides early boarding and complimentary drinks, enhancing comfort on short flights.

Read more about American Airlinesby Harriet Baskas
United Airlines

United First offers ample legroom, up to seven inches more than economy, ideal for short flights.


Priority Boarding places you in Zone 2, ensuring overhead bin space for carry-ons.

Read more about United Airlinesby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Madison flights

Get data-powered insights and trends into flights from O'Hare Intl to Madison to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Madison?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Madison clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago O'Hare Airport to Madison, look for departures on Fridays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Madison, Wednesday is the cheapest day to fly and Monday is the most expensive.

Find deals

Good to know

Cheapest flight$161
Flight from Chicago O'Hare Airport to Madison

When to book flights from O'Hare Intl to Madison

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Madison flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Madison?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Madison was $161 for a one-way ticket and $179 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Madison?

    A passport is not required to fly from Chicago O'Hare Airport to Madison.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Madison?

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Madison flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Madison?

    The Embraer 170 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Madison flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Madison?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Madison, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Madison?

    There are nonstop flights from Chicago O'Hare Airport to Madison on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and MSN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Madison

  • Looking for a cheap flight? 25% of our users found flights on this route for $279 or less one-way and $315 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Madison?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Madison Truax Field.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Madison Truax Field Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Madison Truax Field

Monday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Tuesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Wednesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Thursday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Friday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Saturday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Sunday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

See more direct flights

Direct returns

Madison Truax Field to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Tuesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Wednesday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Thursday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Friday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Saturday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

Sunday

ANA, Air Canada, Air New Zealand, +11 more

ANA, Air Canada, +12 more

See more direct flights

Reviews of the top airline flying from O'Hare Intl to Madison

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Madison? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8945 reviews
7.1Entertainment
8.1Crew
6.6Food
7.3Comfort
7.7Boarding
Airline reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

10.0 ExcellentAnonymous, Aug 2025ORD - MEM
Read more United Airlines reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

Everything you need to know for your flight from O'Hare Intl to Madison

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)
Madison (MSN)

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