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Madison

$113+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap flight deals from Illinois to Madison

Keep the following information in mind while searching for Illinois to Madison flight deals. Data was last updated October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$113
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$315

Good one-way deal

$299 or less
Provider with most accurate pricing for Chicago (CHI)-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Madison Truax Field flights.
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From Illinois to Madison Truax Field
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One-way flight from Illinois to Madison Truax Field
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Highest demand for flights based on searches. 37% potential increase in price ($224 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a one-way flight from Illinois to Madison Truax Field.
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Find 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 October 23, 2025.

This American Airlines deal was found by Cheapflights users on 10/22. 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 11/208:22 amORD - MSN
Nonstop1h 02mAmerican Airlines
Sun 11/237:00 amMSN - ORD
Nonstop1h 16mAmerican Airlines
Deal found 10/22$179
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/138:15 amORD - MSN
Nonstop1h 03mAmerican Airlines
Sun 11/161:14 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 10/23$180
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 11/88:15 amORD - MSN
Nonstop1h 03mAmerican Airlines
Sun 11/98:12 pmMSN - ORD
Nonstop1h 18mAmerican Airlines
Deal found 10/21$189
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sun 11/96:27 pmORD - MSN
Nonstop1h 15mAmerican Airlines
Sun 11/168:12 pmMSN - ORD
Nonstop1h 18mAmerican Airlines
Deal found 10/22$199
This American Airlines deal was found by Cheapflights users on 10/22. 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 10/2912:50 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Sat 11/14:29 pmMSN - ORD
Nonstop1h 11mAmerican Airlines
Deal found 10/22$219
This American Airlines deal was found by Cheapflights users on 10/22. 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 10/308:59 amORD - MSN
Nonstop1h 16mAmerican Airlines
Sun 11/25:00 amMSN - ORD
Nonstop1h 15mAmerican Airlines
Deal found 10/22$224
This Delta deal was found by Cheapflights users on 10/23. 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.
Thu 11/206:00 amSTL - MSN
1 stop4h 11mDelta
Sun 11/236:59 amMSN - STL
1 stop6h 52mDelta
Deal found 10/23$229
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/68:15 amORD - MSN
Nonstop1h 03mAmerican Airlines
Sat 11/81:56 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 10/20$229
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/49:43 pmORD - MSN
Nonstop1h 06mAmerican Airlines
Wed 11/129:48 amMSN - ORD
Nonstop1h 14mAmerican Airlines
Deal found 10/21$244
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/49:43 pmORD - MSN
Nonstop1h 06mAmerican Airlines
Sat 11/81:56 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 10/21$249
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/61:55 pmORD - MSN
Nonstop0h 59mUnited Airlines
Sat 11/82:48 pmMSN - ORD
Nonstop1h 14mUnited Airlines
Deal found 10/22$250
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/68:15 amORD - MSN
Nonstop1h 03mAmerican Airlines
Sun 11/98:12 pmMSN - ORD
Nonstop1h 18mAmerican Airlines
Deal found 10/23$254

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 October 23, 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

Thu 11/20

8:22 am-9:24 am

Nonstop1h 02m

Madison Truax Field

Mon 11/24

5:00 am-6:15 am

Nonstop1h 15m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 11/13

8:15 am-9:18 am

Nonstop1h 03m

Madison Truax Field

Sun 11/16

1:14 pm-2:27 pm

Nonstop1h 13m

$180

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 11/9

6:27 pm-7:42 pm

Nonstop1h 15m

Madison Truax Field

Sun 11/16

8:12 pm-9:30 pm

Nonstop1h 18m

$199

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Sat 2/21

5:30 pm-10:08 pm

1 stop4h 38m

Madison Truax Field

Wed 2/25

6:15 am-11:35 am

1 stop5h 20m

$229

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Thu 11/20

6:40 am-12:45 pm

1 stop6h 05m

Madison Truax Field

Sun 11/23

5:30 pm-11:23 pm

1 stop5h 53m

$229

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Mon 11/24

5:34 pm-10:59 pm

1 stop5h 25m

Madison Truax Field

Fri 11/28

6:00 am-11:59 am

1 stop5h 59m

$229

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 3/14

12:45 pm-1:52 pm

Nonstop1h 07m

Madison Truax Field

Tue 3/17

6:50 pm-8:01 pm

Nonstop1h 11m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 11/5

8:14 am-9:17 am

Nonstop1h 03m

Madison Truax Field

Tue 11/11

5:00 am-6:15 am

Nonstop1h 15m

$244

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 11/6

1:55 pm-2:54 pm

Nonstop0h 59m

Madison Truax Field

Sat 11/8

2:48 pm-4:02 pm

Nonstop1h 14m

$250

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Fri 12/5

5:15 am-9:19 am

1 stop4h 04m

Madison Truax Field

Mon 12/8

8:08 pm-11:38 pm

1 stop3h 30m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 51 results
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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 October 23, 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 35% 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 October 23, 2025.

The most flights from USIL to MSN are scheduled on a Monday (46 on average). You will have fewer flight options on Sunday, 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 02m. The time it takes to get you to your destination can typically vary by up to 3h 36m. 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 cheapest airlines to fly from Illinois to Madison one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $126. Frontier flights start at $143 while deals on Delta start at $143 one-way.

  • 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: GoJet (85%), ANA (81%), Envoy Air( 81%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $299, our data shows the cheapest flight currently is $279. When looking at the most popular route, (Chicago O'Hare Intl - Madison Truax Field), you can expect to pay $212 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

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Alternative routes for Illinois to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$284FlexibilityNo cancel feeOn-time69%

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