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Madison

$135+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Aug 19 — Aug 261
Wed 8/19
Wed 8/26
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 July 20, 2026.

This American Airlines deal was found by Cheapflights users on 7/15. 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.
Tue 8/119:09 pm
ORD
-
MSN
Nonstop1h 09m
American Airlines
Tue 8/187:47 am
MSN
-
ORD
Nonstop1h 21m
American Airlines
Deal found 7/15$239
This American Airlines deal was found by Cheapflights users on 7/15. 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.
Thu 8/68:10 am
ORD
-
MSN
Nonstop1h 07m
American Airlines
Sun 8/95:00 am
MSN
-
ORD
Nonstop1h 12m
American Airlines
Deal found 7/15$240
This American Airlines deal was found by Cheapflights users on 7/17. 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.
Thu 8/611:00 pm
ORD
-
MSN
Nonstop1h 10m
American Airlines
Wed 8/126:53 pm
MSN
-
ORD
Nonstop1h 37m
American Airlines
Deal found 7/17$254
This United Airlines deal was found by Cheapflights users on 7/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:30 am
MLI
-
MSN
1 stop3h 12m
United Airlines
Thu 8/206:30 am
MSN
-
MLI
1 stop5h 52m
United Airlines
Deal found 7/15$279
This United Airlines deal was found by Cheapflights users on 7/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:04 pm
STL
-
MSN
1 stop3h 49m
United Airlines
Thu 11/267:15 pm
MSN
-
STL
1 stop3h 54m
United Airlines
Deal found 7/19$284
This American Airlines deal was found by Cheapflights users on 7/17. 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.
Sat 7/256:40 am
ORD
-
MSN
Nonstop1h 11m
American Airlines
Sat 8/18:41 am
MSN
-
ORD
Nonstop1h 19m
American Airlines
Deal found 7/17$284
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:34 pm
STL
-
MSN
1 stop5h 26m
Delta
Tue 9/16:16 pm
MSN
-
STL
1 stop5h 10m
Delta
Deal found 7/15$289
This American Airlines deal was found by Cheapflights users on 7/16. 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.
Mon 8/35:58 pm
STL
-
MSN
1 stop6h 12m
American Airlines
Mon 8/106:53 pm
MSN
-
STL
1 stop5h 21m
American Airlines
Deal found 7/16$304
This United Airlines deal was found by Cheapflights users on 7/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:40 am
ORD
-
MSN
Nonstop1h 04m
United Airlines
Tue 11/173:57 pm
MSN
-
ORD
Nonstop1h 16m
United Airlines
Deal found 7/15$309
This United Airlines deal was found by Cheapflights users on 7/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:00 pm
ORD
-
MSN
Nonstop1h 12m
United Airlines
Sun 8/96:41 am
MSN
-
ORD
Nonstop1h 13m
United Airlines
Deal found 7/15$310
This United Airlines deal was found by Cheapflights users on 7/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:35 am
ORD
-
MSN
Nonstop1h 14m
United Airlines
Sun 8/95:00 am
MSN
-
ORD
Nonstop1h 17m
United Airlines
Deal found 7/16$313
This American Airlines deal was found by Cheapflights users on 7/18. 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 7/186:40 am
ORD
-
MSN
Nonstop1h 11m
American Airlines
Fri 7/315:00 am
MSN
-
ORD
Nonstop1h 15m
American Airlines
Deal found 7/18$315

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 July 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$135
(Kiwi.com)

Popular in

June

Cheapest in

December

Average price

$506

Good round-trip deal

$356 or less

Good one-way deal

$293 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. 18% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 20, 2026.
Use the filters below to find and compare flights from Illinois to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 10/16

6:54 am-8:06 am

Nonstop1h 12m

Madison Truax Field

Sun 11/1

9:35 am-11:00 am

Nonstop1h 25m

$239
Quickest round-trip

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 8/14

5:52 pm-6:56 pm

Nonstop1h 04m

Madison Truax Field

Fri 8/21

8:10 am-9:22 am

Nonstop1h 12m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 8/13

10:40 am-11:58 am

Nonstop1h 18m

Madison Truax Field

Thu 8/20

6:30 am-7:43 am

Nonstop1h 13m

$239

MolineMadison

MLI - MSN

MLIMSN

Moline Quad-City

Fri 8/14

10:30 am-1:42 pm

1 stop3h 12m

Madison Truax Field

Thu 8/20

6:30 am-12:22 pm

1 stop5h 52m

$279

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Sun 11/22

7:04 pm-10:53 pm

1 stop3h 49m

Madison Truax Field

Thu 11/26

7:15 pm-11:09 pm

1 stop3h 54m

$284

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Wed 8/26

5:34 pm-11:00 pm

1 stop5h 26m

Madison Truax Field

Sun 8/30

6:05 am-10:23 am

1 stop4h 18m

$289

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Fri 8/28

5:30 pm-8:53 pm

1 stop3h 23m

Madison Truax Field

Sun 8/30

6:30 am-12:02 pm

1 stop5h 32m

$289

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Wed 8/12

9:30 am-1:42 pm

1 stop4h 12m

Madison Truax Field

Sun 8/16

5:00 am-10:12 am

1 stop5h 12m

$289

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Mon 8/3

5:58 pm-12:10 am

1 stop6h 12m

Madison Truax Field

Mon 8/10

6:53 pm-12:14 am

1 stop5h 21m

$304

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 8/6

10:00 pm-11:12 pm

Nonstop1h 12m

Madison Truax Field

Sun 8/9

6:41 am-7:54 am

Nonstop1h 13m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/19

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $239). Flying from Illinois to Madison in April is currently the most expensive (average of $539). 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 July 20, 2026.

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 at noon, which can drop the price by up to 16% versus a flight in the afternoon.

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 July 20, 2026.

The most flights from USIL to MSN are scheduled on a Friday (44 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (31 on average).

How much does it cost to fly round-trip from Illinois to Madison?

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 04m. The time it takes to get you to your destination can typically vary by up to 4h 22m. 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: Japan Airlines (85%), Republic Airways (83%), Envoy Air( 81%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $420, our data shows the cheapest flight currently is $239. When looking at the most popular route, (Chicago O'Hare Intl - Madison Truax Field), you can expect to pay $239 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 $239). Flying from Illinois to Madison in April is currently the most expensive (average of $539). 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
Sun Prairie
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 July 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$239Average$467FlexibilityNo cancel feeOn-time69%

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