What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

What is the most punctual flight time for Chicago to Madison flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What is the cheapest airline that flies from Chicago O'Hare Intl to Madison Truax Field?

Delta, American Airlines, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Madison Truax Field

How often are flights from Chicago to Madison delayed?

Historically, on average around 16% of flights between Chicago and Madison have experienced a delay on any given week. The average delay length over the past 12 months has been 112 minutes.

What airlines fly to Madison?

United Airlines, American Airlines and Denver Air Connection are the top three most popular airlines that fly to Madison from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Madison. Keep in mind that there are 3 different airlines that fly to Madison on a routine basis, so you have a few additional options to choose from.

Which airline has the best punctuality record on Chicago to Madison flights?

According to our data, TezJet have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

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?

As of November 2025, there is 1 operator available to choose from 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.

$113 Cheap Flights from Chicago O'Hare Intl Airport to Madison in 2025/26

Q: How many flights depart from Chicago O'Hare Intl Airport to Madison on average per week?

As of November 2025, 199 flights take off from Chicago O'Hare Intl Airport and land in Madison each week. The most common flight departure day for this route is Mon, with 22% of weekly flights taking off on this day.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

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

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:05 am - 1:20 amORD-MSN

1h 15mnonstop

8:10 pm - 9:30 pmMSN-ORD

1h 20mnonstop

$179American Airlines

Find Deal

Fri, Dec 19 - Sun, Dec 28

1:55 pm - 2:54 pmORD-MSN

0h 59mnonstop

8:25 am - 9:36 amMSN-ORD

1h 11mnonstop

$194United Airlines

Find Deal

Fri, Nov 21 - Sat, Nov 22

12:21 pm - 1:26 pmORD-MSN

1h 05mnonstop

9:48 am - 11:02 amMSN-ORD

1h 14mnonstop

$209American Airlines

Find Deal

Tue, Nov 18 - Sat, Nov 22

6:27 pm - 7:42 pmORD-MSN

1h 15mnonstop

7:00 am - 8:16 amMSN-ORD

1h 16mnonstop

$224American Airlines

Find Deal

Fri, Nov 14 - Tue, Nov 18

8:15 am - 9:18 amORD-MSN

1h 03mnonstop

1:56 pm - 3:11 pmMSN-ORD

1h 15mnonstop

$234American Airlines

Find Deal

Sat, Nov 29 - Sat, Dec 6

2:00 pm - 3:02 pmORD-MSN

1h 02mnonstop

6:50 pm - 8:01 pmMSN-ORD

1h 11mnonstop

$239United Airlines

Find Deal

Sat, Mar 14 - Tue, Mar 17

6:35 pm - 11:51 pmORD-MSN

5h 16m1 stop

7:00 am - 8:16 amMSN-ORD

1h 16mnonstop

$244American Airlines

Find Deal

Sat, Nov 22 - Sun, Nov 23

9:40 am - 10:45 amORD-MSN

1h 05mnonstop

6:33 am - 7:30 amMSN-ORD

0h 57mnonstop

$261American Airlines

Find Deal

Thu, Mar 12 - Mon, Mar 16

7:00 am - 5:14 pmORD-MSN

10h 14m1 stop

6:14 pm - 1:45 pmMSN-ORD

19h 31m2 stops

$576Frontier

Find Deal

Thu, Mar 12 - Mon, Mar 16

7:00 am - 2:01 pmORD-MSN

7h 01m1 stop

2:53 pm - 12:12 amMSN-ORD

9h 19m1 stop

$653Frontier

Find Deal

Mon, Dec 22 - Fri, Dec 26

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

Dec 19

ORD12:05 amChicago O'Hare Intl

1h 15m

MSN1:20 amMadison Truax Field

Dec 28

MSN8:10 pmMadison Truax Field

1h 20m

ORD9:30 pmChicago O'Hare Intl

$179

Find similar

American Airlines

Nov 18

ORD12:21 pmChicago O'Hare Intl

1h 05m

MSN1:26 pmMadison Truax Field

Nov 22

MSN9:48 amMadison Truax Field

1h 14m

ORD11:02 amChicago O'Hare Intl

$209

Find similar

American Airlines

Nov 14

ORD6:27 pmChicago O'Hare Intl

1h 15m

MSN7:42 pmMadison Truax Field

Nov 18

MSN7:00 amMadison Truax Field

1h 16m

ORD8:16 amChicago O'Hare Intl

$224

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

Nov 21

ORD1:55 pmChicago O'Hare Intl

0h 59m

MSN2:54 pmMadison Truax Field

Nov 22

MSN8:25 amMadison Truax Field

1h 11m

ORD9:36 amChicago O'Hare Intl

$194

Find similar

United Airlines

Mar 14

ORD2:00 pmChicago O'Hare Intl

1h 02m

MSN3:02 pmMadison Truax Field

Mar 17

MSN6:50 pmMadison Truax Field

1h 11m

ORD8:01 pmChicago O'Hare Intl

$239

Find similar

United Airlines

Nov 18

ORD6:15 pmChicago O'Hare Intl

1h 06m

MSN7:21 pmMadison Truax Field

Nov 22

MSN3:58 pmMadison Truax Field

1h 11m

ORD5:09 pmChicago O'Hare Intl

$269

Find similar

momondo Fare Finder

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

Fri 12/19

12:05 am-1:20 am

Nonstop1h 15m

Madison Truax Field

Sun 12/28

8:10 pm-9:30 pm

Nonstop1h 20m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 11/21

1:55 pm-2:54 pm

Nonstop0h 59m

Madison Truax Field

Sat 11/22

8:25 am-9:36 am

Nonstop1h 11m

$194

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 11/18

12:21 pm-1:26 pm

Nonstop1h 05m

Madison Truax Field

Sat 11/22

9:48 am-11:02 am

Nonstop1h 14m

$209

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 11/14

6:27 pm-7:42 pm

Nonstop1h 15m

Madison Truax Field

Tue 11/18

7:00 am-8:16 am

Nonstop1h 16m

$224

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 11/29

8:15 am-9:18 am

Nonstop1h 03m

Madison Truax Field

Sat 12/6

1:56 pm-3:11 pm

Nonstop1h 15m

$234

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 3/14

2:00 pm-3:02 pm

Nonstop1h 02m

Madison Truax Field

Tue 3/17

6:50 pm-8:01 pm

Nonstop1h 11m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 11/22

6:35 pm-11:51 pm

1 stop5h 16m

Madison Truax Field

Sun 11/23

7:00 am-8:16 am

Nonstop1h 16m

$244

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 3/12

9:40 am-10:45 am

Nonstop1h 05m

Madison Truax Field

Mon 3/16

6:33 am-7:30 am

Nonstop0h 57m

$261

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 3/12

7:00 am-5:14 pm

1 stop10h 14m

Madison Truax Field

Mon 3/16

6:14 pm-1:45 pm

2 stops19h 31m

$576

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 12/22

7:00 am-2:01 pm

1 stop7h 01m

Madison Truax Field

Fri 12/26

2:53 pm-12:12 am

1 stop9h 19m

$653

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

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 Monday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Monday is $413.

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 $315.

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 November 2025, prices for Chicago O'Hare Intl Airport to Madison flights are approximately 51% 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	$284
Fastest flight time	0h 56m
Direct flights	Mon, Tue, Wed, 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 $284. The best round-trip flight deal from Chicago O'Hare Intl Airport to Madison found on momondo in the last 72 hours is $319.

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, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport near Madison: Madison Truax Field (MSN)

Search flight deals

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 58m.
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?
As of November 2025, there is 1 operator available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Madison is Canadair (Bombardier) Regional Jet 700, representing 17.43% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 14.68%, Airbus A319 at 11.93%, and Embraer 170 at 11.01%.
What is the most popular airline from Chicago O'Hare Intl Airport to Madison?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Madison, the leading airline is United Airlines, making up 100% of the total bookings.

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 Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 8,997 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 34 times per week, with 8,997 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 $288 for United Airlines flights on this route.

Wisconsin Dells

Baraboo

Middleton

Fitchburg

Portage

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.

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

Wed 12/3

Wed 12/10

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Chicago O'Hare Intl Airport to Madison from $113

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

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

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

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

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

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Madison that are best for you.

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?

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

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 November 2025, prices for Chicago O'Hare Intl Airport to Madison flights are approximately 51% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago O'Hare Intl to Madison Truax Field?

Delta, American Airlines, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Madison Truax Field

What airlines fly to Madison?

How often are flights from Chicago to Madison delayed?

Historically, on average around 16% of flights between Chicago and Madison have experienced a delay on any given week. The average delay length over the past 12 months has been 112 minutes.

What is the most punctual flight time for Chicago to Madison flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Madison flights?

According to our data, TezJet have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How many flights depart from Chicago O'Hare Intl Airport to Madison on average per day?

The number of flights available between Chicago O'Hare Intl Airport and Madison is 28 per day as of November 2025. The most frequent departure time is 6:00PM, with 44% of daily flights leaving in the evening.

How many flights depart from Chicago O'Hare Intl Airport to Madison on average per week?

As of November 2025, 199 flights take off from Chicago O'Hare Intl Airport and land in Madison each week. The most common flight departure day for this route is Mon, with 22% of weekly flights taking off on this day.

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

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

Fastest flight time

Direct flights

Airports in Madison

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

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

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?

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

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

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

Traveling to a place near Madison?

Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Wisconsin