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Madison

$116+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$116
(Kiwi.com)

Popular in

April

Cheapest in

December

Average price

$413

Good round-trip deal

$319 or less

Good one-way deal

$284 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. 36% potential increase in price ($217 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This United Airlines deal was found by Cheapflights users on 11/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/271:55 pmORD - MSN
Nonstop0h 59mUnited Airlines
Sun 11/306:50 pmMSN - ORD
Nonstop1h 14mUnited Airlines
Deal found 11/4$179
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/53:02 pmORD - MSN
Nonstop1h 07mAmerican Airlines
Tue 12/95:00 amMSN - ORD
Nonstop1h 09mAmerican Airlines
Deal found 11/5$180
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/239:15 pmORD - MSN
Nonstop1h 08mAmerican Airlines
Fri 11/281:14 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 11/5$194
This American Airlines deal was found by Cheapflights users on 11/3. 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
Fri 12/268:10 pmMSN - ORD
Nonstop1h 20mAmerican Airlines
Deal found 11/3$205
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/2011:40 amORD - MSN
Nonstop1h 00mAmerican Airlines
Mon 11/249:48 amMSN - ORD
Nonstop1h 14mAmerican Airlines
Deal found 11/5$209
This Delta deal was found by Cheapflights users on 11/5. 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.
Mon 11/246:00 amSTL - MSN
1 stop6h 43mDelta
Fri 11/286:00 amMSN - STL
1 stop5h 59mDelta
Deal found 11/5$229
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/298:15 amORD - MSN
Nonstop1h 03mAmerican Airlines
Sat 12/64:39 pmMSN - ORD
Nonstop1h 18mAmerican Airlines
Deal found 11/5$234
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/41:55 pmORD - MSN
Nonstop0h 59mUnited Airlines
Tue 12/98:15 amMSN - ORD
Nonstop1h 11mUnited Airlines
Deal found 11/5$239
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:39 amSTL - MSN
1 stop6h 11mDelta
Tue 12/25:32 pmMSN - STL
1 stop5h 57mDelta
Deal found 11/3$251
This Delta deal was found by Cheapflights users on 11/5. 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 11/206:40 amSTL - MSN
1 stop6h 05mDelta
Sun 11/236:00 amMSN - STL
1 stop5h 59mDelta
Deal found 11/5$259
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/255:17 amSTL - MSN
1 stop5h 06mAmerican Airlines
Fri 11/288:12 pmMSN - STL
1 stop3h 50mAmerican Airlines
Deal found 11/5$264
This United Airlines deal was found by Cheapflights users on 11/5. 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 11/201:55 pmORD - MSN
Nonstop0h 59mUnited Airlines
Mon 11/246:30 amMSN - ORD
Nonstop1h 11mUnited Airlines
Deal found 11/5$269

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 November 6, 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

Fri 11/28

1:58 pm-2:57 pm

Nonstop0h 59m

Madison Truax Field

Thu 12/4

2:48 pm-3:59 pm

Nonstop1h 11m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 12/3

12:28 pm-1:32 pm

Nonstop1h 04m

Madison Truax Field

Wed 12/10

2:03 pm-3:18 pm

Nonstop1h 15m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 1/12

3:49 pm-4:52 pm

Nonstop1h 03m

Madison Truax Field

Tue 2/17

2:52 pm-4:25 pm

Nonstop1h 33m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 11/27

1:55 pm-2:54 pm

Nonstop0h 59m

Madison Truax Field

Sun 11/30

6:50 pm-8:04 pm

Nonstop1h 14m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/19

12:05 am-1:20 am

Nonstop1h 15m

Madison Truax Field

Sat 12/27

8:10 pm-9:30 pm

Nonstop1h 20m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 12/4

12:04 pm-1:09 pm

Nonstop1h 05m

Madison Truax Field

Sat 12/6

4:39 pm-5:57 pm

Nonstop1h 18m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 12/19

8:00 am-9:18 am

Nonstop1h 18m

Madison Truax Field

Fri 12/26

8:10 pm-9:30 pm

Nonstop1h 20m

$205

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Fri 11/21

9:33 pm-10:40 pm

Nonstop1h 07m

Madison Truax Field

Tue 11/25

8:12 pm-9:30 pm

Nonstop1h 18m

$209

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 11/20

11:40 am-12:40 pm

Nonstop1h 00m

Madison Truax Field

Mon 11/24

9:48 am-11:02 am

Nonstop1h 14m

$209

St. LouisMadison

STL - MSN

STLMSN

Lambert-St Louis

Fri 12/5

6:00 am-12:42 pm

1 stop6h 42m

Madison Truax Field

Sat 12/6

6:00 am-12:14 pm

1 stop6h 14m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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 November 6, 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 November 6, 2025.

The most flights from USIL to MSN are scheduled on a Thursday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 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 United Airlines, American Airlines, and Delta fly from Illinois to Madison in about 59m. The time it takes to get you to your destination can typically vary by up to 5h 43m. 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. United Airlines flights start at $126 while deals on Frontier start at $199 one-way.

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

    The most popular route from Illinois to Madison is Lambert-St Louis - Madison Truax Field. You may also consider Chicago O'Hare Intl - 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 (93%), Envoy Air (84%), Qatar Airways( 84%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $360, our data shows the cheapest flight currently is $249. When looking at the most popular route, (Lambert-St Louis - Madison Truax Field), you can expect to pay $229 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$288FlexibilityNo cancel feeOn-time69%

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