ORD - MSN

$112 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 5/14. 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, 0 bags

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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$179
United Airlines
Wed 3/11Wed 3/18
ORD - MSN • Non-stop
Cheapest one-way
$112
Typical prices: $218-$355
Multiple Airlines
Thu 5/14
ORD - MSN • 1 stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy has low fares but restrictions.
United's Priority Boarding in Zone 2 secures bin space.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $179 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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We hope you love your trip to Madison!
Flight Deals
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Expert advice
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

Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
10:30 am - 11:38 am
ORD
-
MSN
1h 08mnonstop
United Airlines Logo
3:54 pm - 5:05 pm
MSN
-
ORD
1h 11mnonstop
$179United Airlines
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
8:05 am - 9:11 am
ORD
-
MSN
1h 06mnonstop
American Airlines Logo
8:24 pm - 9:31 pm
MSN
-
ORD
1h 07mnonstop
$180American Airlines
Thu, Feb 26 - Tue, Mar 3
United Airlines Logo
1:00 pm - 2:07 pm
ORD
-
MSN
1h 07mnonstop
United Airlines Logo
6:30 am - 7:42 am
MSN
-
ORD
1h 12mnonstop
$194United Airlines
Thu, Feb 26 - Mon, Mar 2
United Airlines Logo
1:55 pm - 2:57 pm
ORD
-
MSN
1h 02mnonstop
United Airlines Logo
3:53 pm - 5:05 pm
MSN
-
ORD
1h 12mnonstop
$209United Airlines
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
6:22 pm - 11:40 pm
ORD
-
MSN
5h 18m
1 stop
American Airlines Logo
8:24 pm - 9:31 pm
MSN
-
ORD
1h 07mnonstop
$220American Airlines
Mon, Mar 30 - Mon, Apr 6
American Airlines Logo
8:02 am - 9:08 am
ORD
-
MSN
1h 06mnonstop
American Airlines Logo
8:24 pm - 9:31 pm
MSN
-
ORD
1h 07mnonstop
$236American Airlines
Mon, Jun 15 - Thu, Jun 25
American Airlines Logo
6:40 am - 7:45 am
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
6:30 am - 7:56 am
MSN
-
ORD
1h 26mnonstop
$264American Airlines
Mon, Mar 16 - Fri, Mar 20
American Airlines Logo
7:44 pm - 8:49 pm
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
8:24 pm - 9:31 pm
MSN
-
ORD
1h 07mnonstop
$267American Airlines
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
8:04 pm - 9:07 pm
ORD
-
MSN
1h 03mnonstop
United Airlines Logo
5:44 pm - 6:55 pm
MSN
-
ORD
1h 11mnonstop
$269United Airlines
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
5:00 am - 10:08 am
ORD
-
MSN
5h 08m
1 stop
American Airlines Logo
7:00 am - 2:16 pm
MSN
-
ORD
7h 16m
1 stop
$320American Airlines
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 Sunday, as it's usually the priciest day. When flying back from Madison, Saturday is the cheapest day to fly and Monday is the most expensive.

Find deals
Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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 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

Good to know

Cheapest flight$112
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 $112 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?

    Star Alliance is the only airline alliance operating flights between Chicago O'Hare Airport and Madison.

  • 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 $203 or less one-way and $438 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

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Madison Truax Field to Chicago O'Hare Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

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 9289 reviews
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
7.3Comfort
Airline reviews

Short flight, but no drink/snack service. The flights both going and coming were delayed.

6.0 GoodDaymond, Feb 2026
ORD - SDF
Read more United Airlines reviews

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

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)