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Madison

$134+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MSN
feb. 20 — feb. 271
vie. 2/20
vie. 2/27
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 enero 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/19. 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.
mié. 2/186:29 pm
ORD
-
MSN
Nonstop1h 06m
American Airlines
mié. 2/253:03 pm
MSN
-
ORD
Nonstop1h 07m
American Airlines
Deal found 1/19$179
This American Airlines deal was found by Cheapflights users on 1/20. 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.
jue. 2/128:05 am
ORD
-
MSN
Nonstop1h 06m
American Airlines
dom. 2/155:00 am
MSN
-
ORD
Nonstop1h 08m
American Airlines
Deal found 1/20$180
This United Airlines deal was found by Cheapflights users on 1/19. 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.
vie. 2/610:37 am
ORD
-
MSN
Nonstop1h 14m
United Airlines
lun. 2/96:30 am
MSN
-
ORD
Nonstop1h 17m
United Airlines
Deal found 1/19$194
This American Airlines deal was found by Cheapflights users on 1/20. 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.
mié. 2/411:41 am
ORD
-
MSN
Nonstop1h 05m
American Airlines
dom. 2/87:30 am
MSN
-
ORD
Nonstop1h 19m
American Airlines
Deal found 1/20$209
This United Airlines deal was found by Cheapflights users on 1/20. 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.
vie. 2/208:04 pm
ORD
-
MSN
Nonstop1h 03m
United Airlines
mar. 2/242:48 pm
MSN
-
ORD
Nonstop1h 12m
United Airlines
Deal found 1/20$239
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/46:35 am
STL
-
MSN
1 stop4h 16m
Delta
dom. 2/86:30 am
MSN
-
STL
1 stop4h 13m
Delta
Deal found 1/20$259
This American Airlines deal was found by Cheapflights users on 1/20. 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.
jue. 4/308:28 am
ORD
-
MSN
Nonstop1h 07m
American Airlines
lun. 5/1110:05 am
MSN
-
ORD
Nonstop1h 10m
American Airlines
Deal found 1/20$265
This United Airlines deal was found by Cheapflights users on 1/20. 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.
sáb. 3/77:41 am
STL
-
MSN
1 stop3h 57m
United Airlines
mié. 3/116:30 am
MSN
-
STL
1 stop5h 57m
United Airlines
Deal found 1/20$274
This United Airlines deal was found by Cheapflights users on 1/20. 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.
vie. 2/135:22 pm
MLI
-
MSN
1 stop3h 45m
United Airlines
sáb. 2/1412:57 pm
MSN
-
MLI
1 stop6h 05m
United Airlines
Deal found 1/20$299
This United Airlines deal was found by Cheapflights users on 1/20. 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.
mar. 2/2411:39 am
STL
-
MSN
1 stop8h 36m
United Airlines
sáb. 2/286:30 am
MSN
-
STL
1 stop4h 06m
United Airlines
Deal found 1/20$309
This United Airlines deal was found by Cheapflights users on 1/21. 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.
mié. 2/411:20 am
STL
-
MSN
1 stop6h 27m
United Airlines
dom. 2/86:30 am
MSN
-
STL
1 stop5h 59m
United Airlines
Deal found 1/21$319
This United Airlines deal was found by Cheapflights users on 1/19. 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.
vie. 1/231:55 pm
ORD
-
MSN
Nonstop0h 57m
United Airlines
dom. 1/256:30 am
MSN
-
ORD
Nonstop1h 17m
United Airlines
Deal found 1/19$339

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 enero 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$134
(American Airlines)

Popular in

April

Cheapest in

December

Good one-way deal

$203 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
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 enero 21, 2026.
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

mié. 2/18

10:24 pm-11:26 pm

Nonstop1h 02m

Madison Truax Field

lun. 2/23

8:24 pm-9:31 pm

Nonstop1h 07m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

jue. 2/19

1:55 pm-2:57 pm

Nonstop1h 02m

Madison Truax Field

jue. 2/26

12:57 pm-2:08 pm

Nonstop1h 11m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

jue. 2/12

8:05 am-9:11 am

Nonstop1h 06m

Madison Truax Field

mar. 2/17

8:24 pm-9:31 pm

Nonstop1h 07m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

lun. 2/16

10:24 pm-11:26 pm

Nonstop1h 02m

Madison Truax Field

lun. 2/23

8:24 pm-9:31 pm

Nonstop1h 07m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

mié. 2/18

6:29 pm-7:35 pm

Nonstop1h 06m

Madison Truax Field

mié. 2/25

3:03 pm-4:10 pm

Nonstop1h 07m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

vie. 2/13

8:05 am-9:11 am

Nonstop1h 06m

Madison Truax Field

dom. 2/15

9:49 am-11:00 am

Nonstop1h 11m

$179

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

vie. 2/6

10:37 am-11:51 am

Nonstop1h 14m

Madison Truax Field

lun. 2/9

3:48 pm-5:05 pm

Nonstop1h 17m

$194

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

mar. 2/3

3:49 pm-4:52 pm

Nonstop1h 03m

Madison Truax Field

sáb. 2/7

11:29 am-12:40 pm

Nonstop1h 11m

$209

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

mar. 2/24

1:55 pm-2:57 pm

Nonstop1h 02m

Madison Truax Field

lun. 5/25

2:25 pm-3:41 pm

Nonstop1h 16m

$239

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

vie. 2/20

8:04 pm-9:07 pm

Nonstop1h 03m

Madison Truax Field

mar. 2/24

3:53 pm-5:05 pm

Nonstop1h 12m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 46 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 enero 21, 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 9% versus a flight in the afternoon.

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 January 17, 2026.

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 enero 21, 2026.

The most flights from USIL to MSN are scheduled on a Tuesday (41 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 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 14m. 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: Envoy Air (78%), United Airlines (67%), Air New Zealand( 65%).

  • What are the cheapest flights from Illinois to Madison?

    While on average a flight from Illinois to Madison is generally $278, our data shows the cheapest flight currently is $134. 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 enero 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$199Average$304FlexibilityNo cancel feeOn-time69%

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