Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Madison from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Madison departing on 7/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:00 pm - 11:12 pm
ORD
-
MSN
1h 12mnonstop
United Airlines Logo
5:00 am - 6:17 am
MSN
-
ORD
1h 17mnonstop
$239United Airlines
Fri, Jul 3 - Fri, Jul 10
American Airlines Logo
6:40 am - 7:45 am
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
6:42 pm - 8:09 pm
MSN
-
ORD
1h 27mnonstop
$240American Airlines
Thu, Jun 11 - Sun, Jun 14
American Airlines Logo
5:02 pm - 6:12 pm
ORD
-
MSN
1h 10mnonstop
American Airlines Logo
2:50 pm - 4:02 pm
MSN
-
ORD
1h 12mnonstop
$254American Airlines
Wed, Jun 10 - Sat, Jun 20
United Airlines Logo
10:35 am - 11:49 am
ORD
-
MSN
1h 14mnonstop
United Airlines Logo
8:00 am - 9:13 am
MSN
-
ORD
1h 13mnonstop
$264United Airlines
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
6:40 am - 7:45 am
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
8:47 am - 10:10 am
MSN
-
ORD
1h 23mnonstop
$269American Airlines
Fri, Jun 5 - Sun, Jun 7
United Airlines Logo
1:55 pm - 2:57 pm
ORD
-
MSN
1h 02mnonstop
United Airlines Logo
6:30 am - 7:40 am
MSN
-
ORD
1h 10mnonstop
$298United Airlines
Thu, Jun 18 - Wed, Jun 24
United Airlines Logo
7:45 pm - 8:53 pm
ORD
-
MSN
1h 08mnonstop
United Airlines Logo
6:30 am - 7:43 am
MSN
-
ORD
1h 13mnonstop
$309United Airlines
Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
6:40 am - 7:45 am
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
7:00 am - 12:20 pm
MSN
-
ORD
5h 20m
1 stop
$319American Airlines
Thu, Jun 18 - Wed, Jun 24
American Airlines Logo
6:40 am - 7:45 am
ORD
-
MSN
1h 05mnonstop
American Airlines Logo
9:43 am - 11:00 am
MSN
-
ORD
1h 17mnonstop
$324American Airlines
Thu, Jun 11 - Sat, Jun 20
American Airlines Logo
10:05 pm - 11:15 pm
ORD
-
MSN
1h 10mnonstop
American Airlines Logo
5:11 pm - 11:32 pm
MSN
-
ORD
6h 21m
1 stop
$334American Airlines
Wed, Jun 10 - Sat, Jun 20

American Airlines flights from Chicago O'Hare Intl Airport to Madison

Our best American Airlines deals on Chicago O'Hare Intl Airport to Madison flight tickets
American Airlines
Jun 11
ORD6:40 amChicago O'Hare Intl
1h 05m
MSN7:45 amMadison Truax Field
Jun 14
MSN6:42 pmMadison Truax Field
1h 27m
ORD8:09 pmChicago O'Hare Intl
$240
American Airlines
Jun 10
ORD5:02 pmChicago O'Hare Intl
1h 10m
MSN6:12 pmMadison Truax Field
Jun 20
MSN2:50 pmMadison Truax Field
1h 12m
ORD4:02 pmChicago O'Hare Intl
$254
American Airlines
Jun 5
ORD6:40 amChicago O'Hare Intl
1h 05m
MSN7:45 amMadison Truax Field
Jun 7
MSN8:47 amMadison Truax Field
1h 23m
ORD10:10 amChicago O'Hare Intl
$269

United Airlines flights from Chicago O'Hare Intl Airport to Madison

Our best United Airlines deals on Chicago O'Hare Intl Airport to Madison flight tickets
United Airlines
Jul 3
ORD10:00 pmChicago O'Hare Intl
1h 12m
MSN11:12 pmMadison Truax Field
Jul 10
MSN5:00 amMadison Truax Field
1h 17m
ORD6:17 amChicago O'Hare Intl
$239
United Airlines
Jul 2
ORD10:35 amChicago O'Hare Intl
1h 14m
MSN11:49 amMadison Truax Field
Jul 7
MSN8:00 amMadison Truax Field
1h 13m
ORD9:13 amChicago O'Hare Intl
$264
United Airlines
Jun 18
ORD1:55 pmChicago O'Hare Intl
1h 02m
MSN2:57 pmMadison Truax Field
Jun 24
MSN6:30 amMadison Truax Field
1h 10m
ORD7:40 amChicago O'Hare Intl
$298

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated May 23, 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

Fri 7/3

10:00 pm-11:12 pm

Nonstop1h 12m

Madison Truax Field

Fri 7/10

5:00 am-6:17 am

Nonstop1h 17m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 6/11

6:40 am-7:45 am

Nonstop1h 05m

Madison Truax Field

Sun 6/14

6:42 pm-8:09 pm

Nonstop1h 27m

$240

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/10

5:02 pm-6:12 pm

Nonstop1h 10m

Madison Truax Field

Sat 6/20

2:50 pm-4:02 pm

Nonstop1h 12m

$254

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 7/2

10:35 am-11:49 am

Nonstop1h 14m

Madison Truax Field

Tue 7/7

8:00 am-9:13 am

Nonstop1h 13m

$264

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 6/5

6:40 am-7:45 am

Nonstop1h 05m

Madison Truax Field

Sun 6/7

8:47 am-10:10 am

Nonstop1h 23m

$269
Quickest round-trip

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 6/18

1:55 pm-2:57 pm

Nonstop1h 02m

Madison Truax Field

Wed 6/24

6:30 am-7:40 am

Nonstop1h 10m

$298

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 8/19

7:45 pm-8:53 pm

Nonstop1h 08m

Madison Truax Field

Sun 8/23

6:30 am-7:43 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

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 6/11

6:40 am-7:45 am

Nonstop1h 05m

Madison Truax Field

Sat 6/20

9:43 am-11:00 am

Nonstop1h 17m

$324

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/10

10:05 pm-11:15 pm

Nonstop1h 10m

Madison Truax Field

Sat 6/20

5:11 pm-11:32 pm

1 stop6h 21m

$334

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Madison from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Chicago O'Hare Intl Airport to Madison is on a Friday when prices can be found for as low as $239. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Tuesday is $542.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the evening. momondo users have found flights departing from Chicago O'Hare Intl Airport to Madison in the evening for as low as $413. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the afternoon when prices are around $460.

What is the cheapest Chicago O'Hare Intl to Madison Truax Field flight route?

Fly from Chicago O'Hare Intl to Madison Truax Field for the best Chicago O'Hare Intl - Madison Truax Field flight prices

What cabin class options are available on Chicago O'Hare Intl Airport to Madison flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport to Madison flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago O'Hare Intl Airport to Madison flight prices changed over time?

As of May 2026, prices for Chicago O'Hare Intl Airport to Madison flights are approximately 128% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Madison (ORD to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Madison

Best Price Found

$334

Fastest flight time

0h 57m

Direct flights

Every day

Airports in Madison

1 airport
The best one-way flight to Madison from Chicago O'Hare Intl Airport in the past 72 hours is $334. The best round-trip flight deal from Chicago O'Hare Intl Airport to Madison found on momondo in the last 72 hours is $460.
The fastest flight from Chicago O'Hare Intl Airport to Madison takes 0h 57m
Direct flights go from Chicago O'Hare Intl Airport to Madison every day.
There is 1 airport in Madison. From Chicago O'Hare Intl Airport there are direct flights to Madison Truax Field (MSN).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Madison

  • How far is Chicago O'Hare Intl to Madison Truax Field by plane?

    A flight from Chicago O'Hare Intl to Madison Truax Field will travel around 107.2 mi. By plane, this route typically takes 0h 57m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Madison Truax Field Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Madison Truax Field Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Madison Truax Field Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Madison?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Madison?

Best airlines flying from Chicago O'Hare Intl Airport to Madison

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Madison with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $199Free CancellationRating
7.4
9,751 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Madison

    United Airlines flies from Chicago O'Hare Intl Airport to Madison around 36 times per week, with 9,751 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago O'Hare Intl Airport to Madison in the last 72 hours was $199 (round-trip), much lower than the average airfare cost of $462 for United Airlines flights on this route.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Fitchburg
Sun Prairie
Portage
Middleton
Windsor
Evansville
Cambridge
Oxford

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Madison?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Madison. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Madison with flexible booking policies on momondo?

Yes. All flights to Madison from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Madison?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Madison from Chicago.

I’m not ready to book a flight from Chicago to Madison right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Madison from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Madison trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 6/22
Mon 6/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States