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ORD - MSN

$110 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 9/28. 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
0 bags
Sat 6/29
Sat 7/6

Search 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
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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

 
These are the cheapest deals for flights from O'Hare Intl to Madison currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from O'Hare Intl to Madison.

Recent one-way flight deals from O'Hare Intl to Madison

Only flying one-way? Below are some of the best one-way flight deals from O'Hare Intl to Madison found on KAYAK recently.

Recent last minute flight deals from O'Hare Intl to Madison

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from O'Hare Intl to Madison.

Recent direct flight deals from O'Hare Intl to Madison

The latest deals for direct flights from O'Hare Intl to Madison so you can sit back and relax without the need for a layover.

Cheap bus & train deals from O'Hare Intl to Madison

Find recent round-trip train or bus tickets from O'Hare Intl to Madison.

All round-trip flight deals to Madison

The cheapest plane tickets to Madison found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:49 pm - 5:43 pmORD-MSN
0h 54mnonstop
12:30 pm - 1:30 pmMSN-ORD
1h 00mnonstop
$229American Airlines
Find Deal
Wed, Jun 26 - Wed, Jul 3
9:30 pm - 10:32 pmORD-MSN
1h 02mnonstop
8:35 am - 9:46 amMSN-ORD
1h 11mnonstop
$249United Airlines
Find Deal
Thu, Jun 27 - Thu, Jul 4
5:36 pm - 6:29 pmORD-MSN
0h 53mnonstop
4:28 pm - 5:41 pmMSN-ORD
1h 13mnonstop
$259American Airlines
Find Deal
Tue, Jul 9 - Sat, Jul 13
9:25 pm - 10:27 pmORD-MSN
1h 02mnonstop
8:35 am - 9:46 amMSN-ORD
1h 11mnonstop
$279United Airlines
Find Deal
Fri, Jun 28 - Sun, Jun 30
4:49 pm - 5:43 pmORD-MSN
0h 54mnonstop
7:13 am - 2:10 pmMSN-ORD
6h 57m1 stop
$307American Airlines
Find Deal
Wed, Jun 26 - Wed, Jul 3
4:00 pm - 11:25 pmORD-MSN
7h 25m1 stop
5:35 am - 6:35 amMSN-ORD
1h 00mnonstop
$319American Airlines
Find Deal
Sat, Jun 29 - Mon, Jul 1
8:31 pm - 9:30 pmORD-MSN
0h 59mnonstop
7:15 am - 12:17 pmMSN-ORD
5h 02m1 stop
$327American Airlines
Find Deal
Tue, Jul 9 - Sat, Jul 13
5:00 am - 10:40 amORD-MSN
5h 40m1 stop
6:10 pm - 11:59 pmMSN-ORD
5h 49m1 stop
$337American Airlines
Find Deal
Tue, Jul 9 - Sat, Jul 13
7:05 am - 12:55 pmORD-MSN
5h 50m1 stop
6:18 pm - 7:18 pmMSN-ORD
1h 00mnonstop
$347American Airlines
Find Deal
Sat, Jun 22 - Mon, Jun 24
5:55 pm - 5:50 pmORD-MSN
23h 55m3 stops
6:50 pm - 5:40 pmMSN-ORD
22h 50m2 stops
Wed, Jun 26 - Wed, Jul 3
8:50 pm - 9:56 pmORD-MSN
1h 06mnonstop
$110American Airlines
Find Deal
Sat, Sep 28
4:49 pm - 5:43 pmORD-MSN
0h 54mnonstop
$120American Airlines
Find Deal
Wed, Jun 26
8:36 am - 9:28 amORD-MSN
0h 52mnonstop
$130American Airlines
Find Deal
Thu, Sep 12
8:30 pm - 9:31 pmORD-MSN
1h 01mnonstop
$140American Airlines
Find Deal
Thu, Jun 27
8:40 am - 3:49 pmORD-MSN
7h 09m1 stop
$168American Airlines
Find Deal
Fri, Sep 20
10:31 am - 3:39 pmORD-MSN
5h 08m1 stop
$178American Airlines
Find Deal
Tue, Oct 29
6:46 pm - 5:10 pmORD-MSN
22h 24m2 stops
Fri, Jul 19
7:05 pm - 5:10 pmORD-MSN
22h 05m1 stop
Fri, Jul 19
5:55 pm - 5:50 pmORD-MSN
23h 55m3 stops
$836WestJet
Find Deal
Wed, Jun 26
8:05 pm - 5:02 pmORD-MSN
20h 57m2 stops
$1,331United Airlines
Find Deal
Thu, Jun 27
10:16 am - 11:17 amORD-MSN
1h 01mnonstop
6:30 pm - 7:29 pmMSN-ORD
0h 59mnonstop
$579American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 1
10:16 am - 11:17 amORD-MSN
1h 01mnonstop
6:11 pm - 11:59 pmMSN-ORD
5h 48m1 stop
$587American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 1
3:20 pm - 10:23 pmORD-MSN
7h 03m1 stop
7:00 am - 2:20 pmMSN-ORD
7h 20m1 stop
$595American Airlines
Find Deal
Sat, Jun 1 - Sun, Jun 2
5:15 am - 10:13 amORD-MSN
4h 58m1 stop
6:11 pm - 11:59 pmMSN-ORD
5h 48m1 stop
$675American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 1
4:49 pm - 5:43 pmORD-MSN
0h 54mnonstop
12:30 pm - 1:30 pmMSN-ORD
1h 00mnonstop
$229American Airlines
Find Deal
Wed, Jun 26 - Wed, Jul 3
9:30 pm - 10:32 pmORD-MSN
1h 02mnonstop
8:35 am - 9:46 amMSN-ORD
1h 11mnonstop
$249United Airlines
Find Deal
Thu, Jun 27 - Thu, Jul 4
4:49 pm - 5:43 pmORD-MSN
0h 54mnonstop
6:18 pm - 7:18 pmMSN-ORD
1h 00mnonstop
$259American Airlines
Find Deal
Sun, Jun 23 - Tue, Jun 25
9:25 pm - 10:27 pmORD-MSN
1h 02mnonstop
8:35 am - 9:46 amMSN-ORD
1h 11mnonstop
$279United Airlines
Find Deal
Fri, Jun 28 - Sun, Jun 30
8:44 pm - 9:45 pmORD-MSN
1h 01mnonstop
12:30 pm - 1:30 pmMSN-ORD
1h 00mnonstop
$319American Airlines
Find Deal
Sat, Jun 22 - Wed, Jun 26
9:55 am - 11:03 amORD-MSN
1h 08mnonstop
6:18 pm - 7:18 pmMSN-ORD
1h 00mnonstop
$339American Airlines
Find Deal
Sat, Jun 22 - Mon, Jun 24
9:55 am - 11:03 amORD-MSN
1h 08mnonstop
6:18 pm - 7:18 pmMSN-ORD
1h 00mnonstop
$358American Airlines
Find Deal
Mon, Jun 24 - Mon, Jun 24
8:30 pm - 9:31 pmORD-MSN
1h 01mnonstop
11:30 am - 12:30 pmMSN-ORD
1h 00mnonstop
$409American Airlines
Find Deal
Fri, Jun 14 - Sun, Jun 16

Flights from O'Hare Intl to Madison - Travel Insights & Trends

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 flights from Chicago O'Hare Intl Airport to Madison clicked on KAYAK for each day over the last 12 months.
For Chicago O'Hare Airport to Madison, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Madison back to Chicago O'Hare Airport, the best deals are generally found on Tuesday, with Saturday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Madison, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Madison is July, where tickets cost $186 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $423 and $368 respectively.

Which airlines provide the cheapest flights from Chicago O'Hare Airport to Madison?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago O'Hare Airport to Madison found on KAYAK was with American Airlines for $110. American Airlines proposed a round-trip connection from $229 and United Airlines from $249.

Which airlines fly non-stop between Chicago O'Hare Intl Airport and Madison?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago O'Hare Intl Airport to Madison.
There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Madison. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $138. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Chicago O'Hare Intl Airport and Madison per day?

Each day, there are between 10 and 13 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Madison, with an average flight time of 1h 03m. The most common departure time is 2:00 pm and most flights take off in the afternoon. Each week, there are 81 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Tuesday.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Madison?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are First, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago O'Hare Airport to Madison take?

Direct flights cover the 108 miles separating Chicago O'Hare Airport to Madison in about 0h 54m.

What’s the earliest departure time from Chicago O'Hare Airport to Madison?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 9:00 am and will be landing in Madison at 10:05 am.

What’s the latest departure time from Chicago O'Hare Airport to Madison?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Madison jets off at 9:39 pm and lands at 10:41 pm.

Good to know

Low season

February

High season

June

Cheapest flight

$110
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 14% lower on average.
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 $110 for a one-way ticket and $229 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 Canadair (Bombardier) Regional Jet 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.

  • Which is the best airline for flights from Chicago to Madison, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Madison are United Airlines and American Airlines. With an average price for the route of $213 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $264 and an overall rating of 7.3.

  • 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.

See more FAQs

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 $289 or less one-way and $279 or less round-trip.

Prefer to fly non-stop from Chicago O'Hare Airport to Madison?

Find which airlines fly direct from O'Hare Intl to Truax Field, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Madison Truax Field

Monday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Tuesday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Wednesday

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

ANA, Air Canada, +12 more

Thursday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Friday

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

ANA, Air Canada, +12 more

Saturday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Sunday

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

ANA, Air Canada, +12 more

See more direct flights

Nonstop returns

Madison Truax Field to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Tuesday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Wednesday

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

ANA, Air Canada, +12 more

Thursday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Friday

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

ANA, Air Canada, +12 more

Saturday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Sunday

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

ANA, Air Canada, +12 more

See more direct flights
See more direct flights

Top airlines 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 10777 reviews
7.2Comfort
8.1Crew
6.7Food
7.1Entertainment
7.7Boarding
Airline reviews

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

2.0 MediocreAnonymous, May 2024ORD - LGA
Read more about United Airlines reviews

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Book cheap flights from Chicago to Madison

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Madison found on KAYAK in the last 72 hours.
9/28Sat
nonstopAmerican Airlines
1h 06mORD-MSN
$110
6/26Wed
nonstopAmerican Airlines
0h 54mORD-MSN
$120
9/12Thu
nonstopAmerican Airlines
0h 52mORD-MSN
$130
6/27Thu
nonstopAmerican Airlines
1h 01mORD-MSN
$140
9/20Fri
1 stopAmerican Airlines
7h 09mORD-MSN
$168
10/29Tue
1 stopAmerican Airlines
5h 08mORD-MSN
$178
7/19Fri
2 stops
22h 24mORD-MSN
$180
7/19Fri
1 stop
22h 05mORD-MSN
$196
6/26Wed
3 stopsWestJet
23h 55mORD-MSN
$836
6/27Thu
2 stopsUnited Airlines
20h 57mORD-MSN
$1,331

Search by stops

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Last minute flights from O'Hare Intl to Madison

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Madison that are departing in the next 10 days.
6/1Sat
nonstopAmerican Airlines
1h 01mORD-MSN
6/1Sat
nonstopAmerican Airlines
0h 59mMSN-ORD
$579
6/1Sat
nonstopAmerican Airlines
1h 01mORD-MSN
6/1Sat
multi-stopAmerican Airlines
5h 48mMSN-ORD
$587
6/1Sat
multi-stopAmerican Airlines
7h 03mORD-MSN
6/2Sun
multi-stopAmerican Airlines
7h 20mMSN-ORD
$595
6/1Sat
multi-stopAmerican Airlines
4h 58mORD-MSN
6/1Sat
multi-stopAmerican Airlines
5h 48mMSN-ORD
$675

Search by stops

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Chicago O'Hare Airport - Madison Flights

Departure:

Chicago O'Hare Airport (ORD)United States

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Chicago O'Hare Airport

Cabin classes:

$648
$418
$218