HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$121+ Cheap flights from Illinois 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois 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 Illinois to Madison

Cheapest flights from Illinois to Madison
Explore the most affordable flight options available from Illinois to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/2. 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 12/314:50 pmORD - MSN
Nonstop1h 05mAmerican Airlines
Sat 1/38:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/2$179
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/258:12 amORD - MSN
Nonstop1h 18mAmerican Airlines
Sun 12/288:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/2$180
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/1712:28 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Thu 12/256:00 amMSN - ORD
Nonstop1h 14mAmerican Airlines
Deal found 12/2$194
This American Airlines deal was found by Cheapflights users on 12/3. 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 12/198:00 amORD - MSN
Nonstop1h 18mAmerican Airlines
Tue 12/238:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/3$209
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Thu 12/255:55 pmORD - MSN
Nonstop1h 10mUnited Airlines
Mon 12/295:00 amMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/3$239
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 12/37:47 pmORD - MSN
Nonstop1h 00mUnited Airlines
Wed 1/72:56 pmMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/3$240
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/1712:55 pmORD - MSN
Nonstop1h 06mUnited Airlines
Sun 12/215:00 amMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/2$269
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/175:14 amSTL - MSN
1 stop5h 17mAmerican Airlines
Sun 12/218:10 pmMSN - STL
1 stop3h 34mAmerican Airlines
Deal found 12/2$275
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/199:28 pmSTL - MSN
1 stop3h 52mAmerican Airlines
Sun 12/218:10 pmMSN - STL
1 stop3h 34mAmerican Airlines
Deal found 12/2$279
This American Airlines deal was found by Cheapflights users on 12/4. 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 12/194:05 pmORD - MSN
1 stop7h 54mAmerican Airlines
Sat 12/208:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/4$294
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:34 pmSTL - MSN
1 stop5h 23mDelta
Sat 12/136:59 amMSN - STL
1 stop6h 54mDelta
Deal found 12/2$299
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:34 pmSTL - MSN
1 stop3h 24mDelta
Tue 12/99:40 amMSN - STL
1 stop4h 13mDelta
Deal found 12/2$309

Find flight deals from Illinois to Madison

Keep the following information in mind while searching for Illinois to Madison flight deals. Data was last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$121
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$199

Good round-trip deal

$254 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Chicago (CHI)-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Madison Truax Field flights.
Search Deals
From Illinois to Madison Truax Field
Search Deals
One-way flight from Illinois to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 35% potential increase in price ($213 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Madison Truax Field.
Search Deals
Price to beat on a one-way flight from Illinois to Madison Truax Field.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 December 4, 2025.
Use the filters below to find and compare flights from Illinois to Madison that are best for you.

Fly from

Illinois

Fly to

Madison

Route

Depart

Return

Price

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 12/31

8:12 am-9:30 am

Nonstop1h 18m

Madison Truax Field

Wed 1/7

5:22 pm-6:44 pm

Nonstop1h 22m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 1/29

11:41 am-12:46 pm

Nonstop1h 05m

Madison Truax Field

Sat 1/31

11:29 am-12:40 pm

Nonstop1h 11m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 12/31

8:12 am-9:30 am

Nonstop1h 18m

Madison Truax Field

Sat 1/3

8:10 pm-9:30 pm

Nonstop1h 20m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 12/25

8:12 am-9:30 am

Nonstop1h 18m

Madison Truax Field

Sun 12/28

8:10 pm-9:30 pm

Nonstop1h 20m

$180

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 12/17

12:28 pm-1:32 pm

Nonstop1h 04m

Madison Truax Field

Thu 12/25

6:00 am-7:14 am

Nonstop1h 14m

$194

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/19

8:00 am-9:18 am

Nonstop1h 18m

Madison Truax Field

Tue 12/23

8:10 pm-9:30 pm

Nonstop1h 20m

$209

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 12/17

8:15 am-9:19 am

Nonstop1h 04m

Madison Truax Field

Sun 12/21

9:51 am-10:56 am

Nonstop1h 05m

$209

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Wed 1/7

10:19 am-4:44 pm

1 stop6h 25m

Madison Truax Field

Sat 1/10

6:30 am-10:41 am

1 stop4h 11m

$229

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 1/28

10:50 am-12:03 pm

Nonstop1h 13m

Madison Truax Field

Sat 1/31

6:30 am-7:47 am

Nonstop1h 17m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 1/28

11:41 am-12:46 pm

Nonstop1h 05m

Madison Truax Field

Sat 1/31

5:07 pm-6:29 pm

Nonstop1h 22m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 55 results
1
2
3
...
6

Best time to book a flight from Illinois to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Illinois 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 Illinois to Madison

What is the cheapest month to book a flight from Illinois to Madison?

Currently, September is the cheapest month in which you can book a flight from Illinois to Madison (average of $178). Flying from Illinois to Madison in March is currently the most expensive (average of $384). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Illinois 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 December 4, 2025.

When flying from Illinois to Madison, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 37% versus a flight at noon.

What is the cheapest day to fly from Illinois to Madison?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Madison. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Madison flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Madison

Explore weekly flight availability from Illinois to Madison. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 4, 2025.

The most flights from USIL to MSN are scheduled on a Thursday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    For a flight from Illinois to Madison, you will be flying into Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

  • How long is the flight from Illinois to Madison?

    Airlines like American Airlines, Delta, and United Airlines fly from Illinois to Madison in about 1h 18m. The time it takes to get you to your destination can typically vary by up to 5h 07m. The distance between Illinois and Madison is about 108 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Illinois to Madison?

    The most popular route from Illinois to Madison is Chicago O'Hare Intl - Madison Truax Field. You may also consider Lambert-St Louis - Madison Truax Field or Chicago Midway - Madison Truax Field.

  • What are the most reliable airlines from Illinois to Madison?

    Before booking your flight to Madison from Illinois, check out the most reliable airlines to get you to your destination on time: Envoy Air (81%), Copa Airlines (76%), ANA( 74%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $302, our data shows the cheapest flight currently is $179. When looking at the most popular route, (Chicago O'Hare Intl - Madison Truax Field), you can expect to pay $179 for that flight.

  • Can I find deals for flights from Illinois to Madison that include hotel bookings?

    Yes. In addition to deals on Illinois to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Madison?

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

  • Can I find deals for business class flights from Illinois to Madison?

    Yes. Cheapflights offers flight deals from Illinois 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.

  • What is the cheapest month to book a flight from Illinois to Madison?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Madison (average of $178). Flying from Illinois to Madison in March is currently the most expensive (average of $384). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
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.

Alternative routes for Illinois to Madison

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Seattle to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Denver to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Ontario to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dallas/Fort Worth to Minneapolis flights
LaGuardia to Minneapolis flights
Boston to O'Hare Intl flights
Tampa to O'Hare Intl flights
Los Angeles to Minneapolis flights
Seattle to Minneapolis flights
San Francisco to Minneapolis flights
John F Kennedy Intl to Minneapolis flights
Santa Ana to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Love Field to O'Hare Intl flights
Sky Harbor Intl to Minneapolis flights
Reagan-National to Minneapolis flights
Raleigh to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Dulles Intl to Minneapolis flights
Austin to O'Hare Intl flights
San Diego to O'Hare Intl flights
Newark to Minneapolis flights
Cleveland to O'Hare Intl flights
Denver to Minneapolis flights
George Bush Intcntl to O'Hare Intl flights
Hobby to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Baltimore to Minneapolis flights
Orlando to O'Hare Intl flights
John F Kennedy Intl to Milwaukee flights
Miami to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
Nashville to O'Hare Intl flights
Atlanta to Minneapolis flights
Portland to O'Hare Intl flights
Columbus to O'Hare Intl flights
Charlotte to Minneapolis flights
Detroit to O'Hare Intl flights

Top airline flying from Illinois to Madison

Discover the top airline that operate flights from Illinois 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$288FlexibilityNo 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.