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Madison

$126+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$179
(American Airlines)

One-way from

$126
(Delta)

Popular in

April

Cheapest in

December

Average price

$285

Good round-trip deal

$298 or less

Good one-way deal

$218 or less
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 September 2025
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Price to beat on a round-trip flight from Illinois to Madison Truax Field.
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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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/1112:40 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Sun 10/128:25 pmMSN - ORD
Nonstop1h 05mAmerican Airlines
Deal found 9/15$179
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/288:47 amORD - MSN
Nonstop1h 12mAmerican Airlines
Sun 10/58:18 pmMSN - ORD
Nonstop1h 09mAmerican Airlines
Deal found 9/14$184
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/303:47 pmORD - MSN
Nonstop1h 10mAmerican Airlines
Sat 10/46:24 pmMSN - ORD
Nonstop1h 16mAmerican Airlines
Deal found 9/14$189
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 9/2210:35 amORD - MSN
Nonstop1h 09mUnited Airlines
Mon 9/295:20 amMSN - ORD
Nonstop1h 10mUnited Airlines
Deal found 9/14$199
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 11/74:50 pmORD - MSN
Nonstop1h 00mUnited Airlines
Sun 11/96:30 amMSN - ORD
Nonstop1h 11mUnited Airlines
Deal found 9/14$204
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 9/268:52 amORD - MSN
Nonstop1h 03mUnited Airlines
Sat 9/275:45 pmMSN - ORD
Nonstop1h 10mUnited Airlines
Deal found 9/14$209
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/316:00 amSTL - MSN
1 stop4h 24mAmerican Airlines
Fri 11/78:12 pmMSN - STL
1 stop3h 44mAmerican Airlines
Deal found 9/15$215
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 12/265:55 pmORD - MSN
Nonstop1h 10mUnited Airlines
Fri 1/28:15 amMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 9/17$221
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/98:59 amORD - MSN
Nonstop1h 16mAmerican Airlines
Sun 10/128:25 pmMSN - ORD
Nonstop1h 05mAmerican Airlines
Deal found 9/14$224
This Delta deal was found by Cheapflights users on 9/16. 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 11/66:00 amSTL - MSN
1 stop4h 18mDelta
Fri 11/145:32 pmMSN - STL
1 stop5h 51mDelta
Deal found 9/16$229
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/1710:31 pmORD - MSN
Nonstop1h 05mAmerican Airlines
Mon 10/278:25 pmMSN - ORD
Nonstop1h 05mAmerican Airlines
Deal found 9/17$231
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/16:10 amSTL - MSN
1 stop3h 33mAmerican Airlines
Sun 10/58:18 pmMSN - STL
1 stop3h 31mAmerican Airlines
Deal found 9/16$239

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 September 17, 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

Sat 10/18

10:23 am-11:25 am

Nonstop1h 02m

Madison Truax Field

Mon 10/20

8:25 pm-9:30 pm

Nonstop1h 05m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 10/14

9:25 pm-10:28 pm

Nonstop1h 03m

Madison Truax Field

Tue 10/21

6:30 am-7:37 am

Nonstop1h 07m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 10/13

8:59 am-10:15 am

Nonstop1h 16m

Madison Truax Field

Mon 10/20

8:25 pm-9:30 pm

Nonstop1h 05m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 9/22

5:05 pm-6:08 pm

Nonstop1h 03m

Madison Truax Field

Mon 9/29

8:18 pm-9:27 pm

Nonstop1h 09m

$199

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 9/26

8:52 am-9:55 am

Nonstop1h 03m

Madison Truax Field

Sat 9/27

5:45 pm-6:55 pm

Nonstop1h 10m

$209

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Fri 10/31

6:00 am-10:24 am

1 stop4h 24m

Madison Truax Field

Fri 11/7

8:12 pm-11:56 pm

1 stop3h 44m

$215

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Thu 11/6

6:00 am-10:18 am

1 stop4h 18m

Madison Truax Field

Sat 11/15

10:55 am-4:49 pm

1 stop5h 54m

$229

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Sat 11/8

6:00 am-10:18 am

1 stop4h 18m

Madison Truax Field

Fri 11/14

5:32 pm-11:23 pm

1 stop5h 51m

$229

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Wed 10/15

6:40 am-12:34 pm

1 stop5h 54m

Madison Truax Field

Wed 10/22

1:19 pm-5:29 pm

1 stop4h 10m

$229

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Sat 11/8

10:45 am-4:48 pm

1 stop6h 03m

Madison Truax Field

Sat 11/15

10:55 am-4:49 pm

1 stop5h 54m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 58 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, January is the cheapest month in which you can book a flight from Illinois to Madison (average of $338). Flying from Illinois to Madison in March is currently the most expensive (average of $422). 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 September 17, 2025.

When flying from Illinois to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 2025.

The most flights from USIL to MSN are scheduled on a Monday (47 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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, United Airlines, and Delta 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 16m. 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 Delta, which is currently one of the cheapest options available, starting at $126. American Airlines flights start at $139 while deals on United Airlines start at $160 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: Republic Airways (83%), Copa Airlines (81%), Alaska Airlines( 79%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $312, our data shows the cheapest flight currently is $203. 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, January is the cheapest month in which you can book a flight from Illinois to Madison (average of $338). Flying from Illinois to Madison in March is currently the most expensive (average of $422). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$283FlexibilityNo cancel feeOn-time69%

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