HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$142+ Cheap flights from O'Hare Intl (ORD) to Madison (MSN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from O'Hare Intl to Madison

Cheapest flights from O'Hare Intl to Madison
Explore the most affordable flight options available from O'Hare Intl to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:53 pm
ORD
-
MSN
Nonstop1h 12m
United Airlines
Tue 6/2310:40 am
MSN
-
ORD
Nonstop1h 17m
United Airlines
Deal found 5/17$239
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:40 am
ORD
-
MSN
Nonstop1h 05m
American Airlines
Sun 6/146:42 pm
MSN
-
ORD
Nonstop1h 27m
American Airlines
Deal found 5/20$240
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:07 pm
ORD
-
MSN
Nonstop1h 05m
American Airlines
Thu 6/115:00 am
MSN
-
ORD
Nonstop1h 15m
American Airlines
Deal found 5/17$254
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:47 pm
ORD
-
MSN
1 stop5h 22m
American Airlines
Wed 7/85:00 am
MSN
-
ORD
Nonstop1h 15m
American Airlines
Deal found 5/17$263
This deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:35 am
ORD
-
MSN
Nonstop1h 14m
United Airlines
Tue 7/78:00 am
MSN
-
ORD
Nonstop1h 13m
United Airlines
Deal found 5/21$264
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:40 am
ORD
-
MSN
Nonstop1h 05m
American Airlines
Sun 6/78:47 am
MSN
-
ORD
Nonstop1h 23m
American Airlines
Deal found 5/20$269
This KAYAK deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/181:55 pm
ORD
-
MSN
Nonstop1h 02m
United Airlines
Wed 6/246:30 am
MSN
-
ORD
Nonstop1h 10m
United Airlines
Deal found 5/20$298
This deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:45 pm
ORD
-
MSN
Nonstop1h 08m
United Airlines
Sun 8/236:30 am
MSN
-
ORD
Nonstop1h 13m
United Airlines
Deal found 5/19$309
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:15 am
ORD
-
MSN
1 stop5h 33m
American Airlines
Mon 8/245:00 am
MSN
-
ORD
Nonstop1h 12m
American Airlines
Deal found 5/18$319
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:04 pm
ORD
-
MSN
Nonstop1h 01m
American Airlines
Sat 11/285:00 am
MSN
-
ORD
Nonstop1h 15m
American Airlines
Deal found 5/21$324
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:20 pm
ORD
-
MSN
Nonstop1h 13m
American Airlines
Tue 5/265:00 am
MSN
-
ORD
Nonstop1h 09m
American Airlines
Deal found 5/18$330

Find flight deals from O'Hare Intl to Madison

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(United Airlines)

One-way from

$142
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$482

Good round-trip deal

$460 or less

Good one-way deal

$354 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Madison Truax Field flights.
Search Deals
From Chicago O'Hare Intl to Madison Truax Field
Search Deals
One-way flight from Chicago O'Hare Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Madison Truax Field.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Madison Truax Field.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 22, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 6/14

9:53 pm-11:05 pm

Nonstop1h 12m

Madison Truax Field

Sun 6/21

8:05 am-9:15 am

Nonstop1h 10m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/17

10:30 am-11:38 am

Nonstop1h 08m

Madison Truax Field

Wed 6/24

12:08 pm-1:21 pm

Nonstop1h 13m

$239
Quickest round-trip

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 6/19

1:55 pm-2:57 pm

Nonstop1h 02m

Madison Truax Field

Fri 6/26

8:10 am-9:19 am

Nonstop1h 09m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 7/3

5:01 pm-6:13 pm

Nonstop1h 12m

Madison Truax Field

Fri 7/10

6:43 pm-8:13 pm

Nonstop1h 30m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/16

1:07 pm-2:12 pm

Nonstop1h 05m

Madison Truax Field

Tue 6/23

12:08 pm-1:21 pm

Nonstop1h 13m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/17

8:45 am-9:59 am

Nonstop1h 14m

Madison Truax Field

Wed 6/24

6:30 am-7:40 am

Nonstop1h 10m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 6/14

6:40 am-7:45 am

Nonstop1h 05m

Madison Truax Field

Sun 6/21

6:15 am-7:41 am

Nonstop1h 26m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/16

9:53 pm-11:05 pm

Nonstop1h 12m

Madison Truax Field

Tue 6/23

10:40 am-11:57 am

Nonstop1h 17m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 8/21

2:00 pm-3:04 pm

Nonstop1h 04m

Madison Truax Field

Sun 8/23

7:15 am-8:28 am

Nonstop1h 13m

$309

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 6/18

6:40 am-7:45 am

Nonstop1h 05m

Madison Truax Field

Wed 6/24

7:00 am-12:20 pm

1 stop5h 20m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Compare providers for flights from O'Hare Intl to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Madison in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Madison

What is the cheapest time of day to fly from ORD to MSN?

Find hourly flight availability from O'Hare Intl to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 22, 2026.

It’s optimal to fly from Chicago O'Hare Intl Airport to Madison in the evening. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated May 22, 2026.
Peruse reviews from past customers who have flown with United Airlines from Chicago O'Hare Intl Airport to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,751 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,751 reviews
United Airlines
7.4
Good
9,751 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madison from Chicago O'Hare Intl?

    If you book a flight to Madison from Chicago O'Hare Intl, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison. There are 39 flights from Chicago O'Hare Intl to Truax Field per day from 1 airline.

  • How long is the flight from Chicago O'Hare Intl Airport to Madison?

    For as low as $239, United Airlines can have you in Madison from Chicago O'Hare Intl Airport in 1h 08m. The distance from Chicago O'Hare Intl Airport to Madison is about 108 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from Chicago O'Hare Intl Airport to Madison round-trip?

    According to our current data, United Airlines ($199), offers the cheapest pricing from Chicago O'Hare Intl Airport to Madison.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Madison?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Madison consider choosing Avianca (100%), Japan Airlines (82%) or Envoy Air (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Madison?

    The cheapest flight price from Chicago O'Hare Intl Airport to Madison is $234. On average you can expect to pay $439. The most popular route, (Chicago O'Hare Intl - Madison Truax Field), can usually be booked for $239.

  • Can I find deals for flights from O'Hare Intl to Madison that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Madison.

  • Can I find deals for business class flights from O'Hare Intl to Madison?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Sun Prairie
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from O'Hare Intl to Madison

Discover the top airline that operate flights from O'Hare Intl to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$462FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights