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Cheap flights from Chicago O'Hare Intl Airport to Madison from $129

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 10/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago O'Hare Intl Airport to Madison (ORD-MSN)

Cheap round-trip flights

United Airlines Logo
9:25 pm - 10:28 pmORD-MSN
1h 03mnonstop
United Airlines Logo
8:15 am - 9:27 amMSN-ORD
1h 12mnonstop
$179United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
12:34 pm - 1:30 pmORD-MSN
0h 56mnonstop
American Airlines Logo
10:29 am - 11:37 amMSN-ORD
1h 08mnonstop
$181American Airlines
Find Deal
Sat, Sep 27 - Sun, Sep 28
American Airlines Logo
8:59 am - 10:15 amORD-MSN
1h 16mnonstop
American Airlines Logo
2:24 pm - 3:33 pmMSN-ORD
1h 09mnonstop
$184American Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
United Airlines Logo
8:52 am - 9:55 amORD-MSN
1h 03mnonstop
United Airlines Logo
3:48 pm - 4:59 pmMSN-ORD
1h 11mnonstop
$235United Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
American Airlines Logo
5:08 pm - 11:10 pmORD-MSN
6h 02m1 stop
American Airlines Logo
8:00 am - 9:09 amMSN-ORD
1h 09mnonstop
$236American Airlines
Find Deal
Sat, Sep 27 - Sun, Sep 28
Logo
6:00 am - 5:28 pmORD-MSN
11h 28m1 stop
Logo
9:48 am - 1:19 pmMSN-ORD
27h 31m1 stop
$304
Find Deal
Wed, Oct 22 - Wed, Oct 29
Logo
8:00 am - 5:28 pmORD-MSN
9h 28m1 stop
Logo
9:48 am - 10:08 amMSN-ORD
24h 20m1 stop
$309
Find Deal
Sat, Oct 4 - Sat, Oct 11
Frontier Logo
8:49 pm - 7:14 pmORD-MSN
22h 25m2 stops
Frontier Logo
7:59 pm - 11:59 pmMSN-ORD
28h 00m1 stop
$431Frontier
Find Deal
Sun, Sep 21 - Thu, Sep 25
Frontier Logo
6:00 am - 7:14 pmORD-MSN
13h 14m1 stop
Frontier Logo
7:59 pm - 11:59 pmMSN-ORD
28h 00m1 stop
$445Frontier
Find Deal
Sun, Sep 21 - Thu, Sep 25
Delta Logo
7:10 am - 10:14 pmORD-MSN
15h 04m1 stop
Delta Logo
1:23 pm - 8:20 pmMSN-ORD
6h 57m1 stop
$769Delta
Find Deal
Sat, Sep 27 - Sun, Sep 28

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
Sep 27
ORD12:34 pmChicago O'Hare Intl
0h 56m
MSN1:30 pmMadison Truax Field
Sep 28
MSN10:29 amMadison Truax Field
1h 08m
ORD11:37 amChicago O'Hare Intl
$181
Find similar
American Airlines
Oct 22
ORD8:59 amChicago O'Hare Intl
1h 16m
MSN10:15 amMadison Truax Field
Oct 29
MSN2:24 pmMadison Truax Field
1h 09m
ORD3:33 pmChicago O'Hare Intl
$184
Find similar
American Airlines
Sep 12
ORD8:55 pmChicago O'Hare Intl
1h 05m
MSN10:00 pmMadison Truax Field
Sep 19
MSN10:16 amMadison Truax Field
1h 08m
ORD11:24 amChicago O'Hare Intl
$199
Find similar

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
Oct 4
ORD9:25 pmChicago O'Hare Intl
1h 03m
MSN10:28 pmMadison Truax Field
Oct 11
MSN8:15 amMadison Truax Field
1h 12m
ORD9:27 amChicago O'Hare Intl
$179
Find similar
United Airlines
Oct 2
ORD8:52 amChicago O'Hare Intl
1h 03m
MSN9:55 amMadison Truax Field
Oct 5
MSN3:48 pmMadison Truax Field
1h 11m
ORD4:59 pmChicago O'Hare Intl
$235
Find similar
United Airlines
Sep 12
ORD3:40 pmChicago O'Hare Intl
1h 04m
MSN4:44 pmMadison Truax Field
Sep 14
MSN6:30 amMadison Truax Field
1h 07m
ORD7:37 amChicago O'Hare Intl
$259
Find similar

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 September 8, 2025.
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

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 10/4

9:25 pm-10:28 pm

Nonstop1h 03m

Madison Truax Field

Sat 10/11

8:15 am-9:27 am

Nonstop1h 12m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 9/27

12:34 pm-1:30 pm

Nonstop0h 56m

Madison Truax Field

Sun 9/28

10:29 am-11:37 am

Nonstop1h 08m

$181

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 10/22

8:59 am-10:15 am

Nonstop1h 16m

Madison Truax Field

Wed 10/29

2:24 pm-3:33 pm

Nonstop1h 09m

$184

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 10/2

8:52 am-9:55 am

Nonstop1h 03m

Madison Truax Field

Sun 10/5

3:48 pm-4:59 pm

Nonstop1h 11m

$235

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 9/27

5:08 pm-11:10 pm

1 stop6h 02m

Madison Truax Field

Sun 9/28

8:00 am-9:09 am

Nonstop1h 09m

$236

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 10/22

6:00 am-5:28 pm

1 stop11h 28m

Madison Truax Field

Wed 10/29

9:48 am-1:19 pm

1 stop27h 31m

$304

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 10/4

8:00 am-5:28 pm

1 stop9h 28m

Madison Truax Field

Sat 10/11

9:48 am-10:08 am

1 stop24h 20m

$309

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 9/21

8:49 pm-7:14 pm

2 stops22h 25m

Madison Truax Field

Thu 9/25

7:59 pm-11:59 pm

1 stop28h 00m

$431

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 9/21

6:00 am-7:14 pm

1 stop13h 14m

Madison Truax Field

Thu 9/25

7:59 pm-11:59 pm

1 stop28h 00m

$445

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 9/27

7:10 am-10:14 pm

1 stop15h 04m

Madison Truax Field

Sun 9/28

1:23 pm-8:20 pm

1 stop6h 57m

$769

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $219. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Sunday is $391.

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 at noon. momondo users have found flights departing from Chicago O'Hare Intl Airport to Madison at noon for as low as $246. 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 evening when prices are around $312.

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 to Madison Truax Field flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Madison Truax Field 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 September 2025, prices for Chicago O'Hare Intl Airport to Madison flights are approximately 49% 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

$218

Fastest flight time

0h 56m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Madison

1 airport
The best one-way flight to Madison from Chicago O'Hare Intl Airport in the past 72 hours is $218. The best round-trip flight deal from Chicago O'Hare Intl Airport to Madison found on momondo in the last 72 hours is $239.
The fastest flight from Chicago O'Hare Intl Airport to Madison takes 0h 56m
Direct flights go from Chicago O'Hare Intl Airport to Madison on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Madison: Madison Truax Field (MSN)
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  • 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 56m.

  • 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
8,944 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 39 times per week, with 8,944 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 $283 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
Middleton
Portage
Fitchburg
Sun Prairie
Cambridge
Oxford
Windsor
Evansville

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.

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