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Madison

$128+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
1 adult, Economy
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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 22, 2025.

This American Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/318:12 amORD - MSN
Nonstop1h 18mAmerican Airlines
Sat 1/38:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/20$218
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/294:38 pmORD - MSN
Nonstop1h 09mAmerican Airlines
Sun 1/49:30 pmMSN - ORD
Nonstop1h 17mAmerican Airlines
Deal found 12/22$239
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/238:10 amORD - MSN
Nonstop1h 18mAmerican Airlines
Wed 1/711:29 amMSN - ORD
Nonstop1h 11mAmerican Airlines
Deal found 12/20$255
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/236:25 pmORD - MSN
Nonstop1h 15mAmerican Airlines
Mon 12/298:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/21$270
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:45 pmORD - MSN
Nonstop1h 18mUnited Airlines
Sun 1/46:40 amMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/21$274
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/1910:30 pmORD - MSN
Nonstop1h 07mAmerican Airlines
Tue 12/308:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 12/19$302
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:35 pmORD - MSN
Nonstop1h 10mUnited Airlines
Sat 1/105:26 pmMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/20$319
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:45 pmORD - MSN
Nonstop1h 18mUnited Airlines
Thu 1/110:45 amMSN - ORD
Nonstop1h 20mUnited Airlines
Deal found 12/21$330
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Sat 12/276:35 pmSTL - MSN
1 stop3h 55mUnited Airlines
Tue 12/3010:45 amMSN - STL
1 stop5h 42mUnited Airlines
Deal found 12/22$422
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:45 pmORD - MSN
Nonstop1h 09mUnited Airlines
Wed 1/78:15 amMSN - ORD
1 stop11h 36mUnited Airlines
Deal found 12/20$504
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/318:08 pmORD - MSN
1 stop17h 56mUnited Airlines
Sat 1/38:15 amMSN - ORD
Nonstop1h 21mUnited Airlines
Deal found 12/22$522
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:10 pmSTL - MSN
2 stops20h 12mFrontier
Tue 12/304:34 pmMSN - STL
1 stop17h 28mFrontier
Deal found 12/22$914

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 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$180
(American Airlines)

One-way from

$128
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$233

Good one-way deal

$314 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 ($210 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 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 22, 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 1/10

4:24 pm-5:27 pm

Nonstop1h 03m

Madison Truax Field

Sun 1/11

1:16 pm-2:29 pm

Nonstop1h 13m

$180

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 1/3

4:33 pm-5:43 pm

Nonstop1h 10m

Madison Truax Field

Wed 1/7

11:29 am-12:40 pm

Nonstop1h 11m

$209

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

$218

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 1/19

9:02 pm-10:05 pm

Nonstop1h 03m

Madison Truax Field

Mon 1/26

5:22 pm-6:44 pm

Nonstop1h 22m

$234

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 12/30

4:38 pm-5:47 pm

Nonstop1h 09m

Madison Truax Field

Fri 1/2

8:10 pm-9:30 pm

Nonstop1h 20m

$239

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Thu 1/29

6:35 am-12:51 pm

1 stop6h 16m

Madison Truax Field

Mon 2/9

5:54 pm-11:25 pm

1 stop5h 31m

$249

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 1/2

12:45 pm-1:54 pm

Nonstop1h 09m

Madison Truax Field

Tue 1/6

5:25 pm-6:46 pm

Nonstop1h 21m

$269

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Sat 1/24

1:15 pm-7:07 pm

1 stop5h 52m

Madison Truax Field

Tue 1/27

5:25 pm-10:58 pm

1 stop5h 33m

$309

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Tue 1/6

5:11 pm-5:36 pm

1 stop24h 25m

Madison Truax Field

Sat 1/10

6:16 pm-8:40 am

1 stop14h 24m

$326

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Wed 1/21

10:19 am-3:44 pm

1 stop5h 25m

Madison Truax Field

Fri 1/23

5:54 pm-11:23 pm

1 stop5h 29m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 33 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 December 22, 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 22, 2025.

The most flights from USIL to MSN are scheduled on a Sunday (40 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 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 03m. The time it takes to get you to your destination can typically vary by up to 5h 13m. 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 Moline Quad-City - 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 (78%), Copa Airlines (71%), Japan Airlines( 68%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $314, 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, 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 December 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$288FlexibilityNo cancel feeOn-time69%

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