HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$126+ Cheap flights from Madison (MSN) to Illinois

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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Madison to Illinois

Cheapest flights from Madison to Illinois
Explore the most affordable flight options available from Madison to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/28. 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.
jue. 2/262:48 pm
MSN
-
ORD
Nonstop1h 12m
United Airlines
dom. 3/16:00 pm
ORD
-
MSN
Nonstop0h 58m
United Airlines
Deal found 1/28$179
This United Airlines deal was found by Cheapflights users on 1/26. 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. 5/228:15 am
MSN
-
ORD
Nonstop1h 10m
United Airlines
dom. 5/241:55 pm
ORD
-
MSN
Nonstop1h 02m
United Airlines
Deal found 1/26$190
This American Airlines deal was found by Cheapflights users on 1/27. 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.
dom. 2/155:00 am
MSN
-
ORD
Nonstop1h 08m
American Airlines
dom. 2/228:11 am
ORD
-
MSN
Nonstop1h 06m
American Airlines
Deal found 1/27$194
This United Airlines deal was found by Cheapflights users on 1/29. 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. 3/206:30 am
MSN
-
ORD
Nonstop1h 12m
United Airlines
vie. 3/279:35 pm
ORD
-
MSN
Nonstop0h 57m
United Airlines
Deal found 1/29$206
This United Airlines deal was found by Cheapflights users on 1/29. 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. 2/133:53 pm
MSN
-
ORD
Nonstop1h 12m
United Airlines
mar. 2/1710:45 am
ORD
-
MSN
Nonstop1h 08m
United Airlines
Deal found 1/29$209
This American Airlines deal was found by Cheapflights users on 1/28. 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. 2/45:22 pm
MSN
-
ORD
Nonstop1h 22m
American Airlines
mié. 2/119:45 am
ORD
-
MSN
Nonstop1h 10m
American Airlines
Deal found 1/28$224
This American Airlines deal was found by Cheapflights users on 1/27. 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.
vie. 3/208:24 pm
MSN
-
ORD
Nonstop1h 07m
American Airlines
mar. 3/2410:02 am
ORD
-
MSN
Nonstop1h 02m
American Airlines
Deal found 1/27$234
This American Airlines deal was found by Cheapflights users on 1/28. 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.
vie. 2/65:22 pm
MSN
-
ORD
Nonstop1h 22m
American Airlines
lun. 2/95:40 pm
ORD
-
MSN
Nonstop1h 04m
American Airlines
Deal found 1/28$239
This Delta deal was found by Cheapflights users on 1/27. 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.
jue. 2/265:54 pm
MSN
-
STL
1 stop5h 29m
Delta
sáb. 2/2810:14 am
STL
-
MSN
1 stop6h 50m
Delta
Deal found 1/27$249
This Delta deal was found by Cheapflights users on 1/27. 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.
mar. 2/175:54 pm
MSN
-
STL
1 stop5h 29m
Delta
mié. 2/186:10 am
STL
-
MSN
1 stop4h 09m
Delta
Deal found 1/27$251
This Delta deal was found by Cheapflights users on 1/27. 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.
sáb. 2/146:20 am
MSN
-
STL
1 stop4h 24m
Delta
lun. 2/166:10 am
STL
-
MSN
1 stop4h 09m
Delta
Deal found 1/27$254
This Delta deal was found by Cheapflights users on 1/28. 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.
jue. 2/125:54 pm
MSN
-
STL
1 stop5h 29m
Delta
lun. 2/166:35 am
STL
-
MSN
1 stop6h 08m
Delta
Deal found 1/28$259

Find flight deals from Madison to Illinois

Keep the following information in mind while searching for Madison to Illinois flight deals. Data was last updated enero 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$126
(Delta)

Popular in

March

Cheapest in

June

Average price

$255

Good round-trip deal

$319 or less

Good one-way deal

$244 or less
Provider with most accurate pricing for Madison Truax Field-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Chicago (CHI) flights.
Search Deals
From Madison Truax Field to Illinois
Search Deals
One-way flight from Madison Truax Field to Illinois
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Madison Truax Field to Illinois.
Search Deals
Price to beat on a one-way flight from Madison Truax Field to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Illinois 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 29, 2026.
Use the filters below to find and compare flights from Madison to Illinois that are best for you.

Fly from

Madison

Fly to

Illinois

Route

Depart

Return

Price

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

vie. 5/15

8:15 am-9:23 am

Nonstop1h 08m

Chicago O'Hare Intl

dom. 5/17

8:08 pm-9:15 pm

Nonstop1h 07m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

jue. 2/26

8:24 pm-9:31 pm

Nonstop1h 07m

Chicago O'Hare Intl

jue. 3/5

8:05 am-9:11 am

Nonstop1h 06m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

jue. 2/26

2:48 pm-4:00 pm

Nonstop1h 12m

Chicago O'Hare Intl

dom. 3/1

6:00 pm-6:58 pm

Nonstop0h 58m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

mié. 2/18

8:24 pm-9:31 pm

Nonstop1h 07m

Chicago O'Hare Intl

lun. 2/23

8:05 am-9:11 am

Nonstop1h 06m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

dom. 4/19

8:30 am-9:37 am

Nonstop1h 07m

Chicago O'Hare Intl

sáb. 4/25

8:10 pm-9:16 pm

Nonstop1h 06m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

vie. 5/22

8:15 am-9:25 am

Nonstop1h 10m

Chicago O'Hare Intl

dom. 5/24

1:55 pm-2:57 pm

Nonstop1h 02m

$190

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

vie. 3/20

6:30 am-7:42 am

Nonstop1h 12m

Chicago O'Hare Intl

vie. 3/27

9:35 pm-10:32 pm

Nonstop0h 57m

$206

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

vie. 2/13

6:00 am-7:14 am

Nonstop1h 14m

Chicago O'Hare Intl

mar. 2/17

6:29 pm-7:35 pm

Nonstop1h 06m

$209

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

jue. 2/12

8:24 pm-9:31 pm

Nonstop1h 07m

Chicago O'Hare Intl

lun. 2/16

6:29 pm-7:35 pm

Nonstop1h 06m

$209

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

vie. 2/13

3:53 pm-5:05 pm

Nonstop1h 12m

Chicago O'Hare Intl

mar. 2/17

10:45 am-11:53 am

Nonstop1h 08m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 52 results
1
2
3
...
6

Best time to book a flight from Madison to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Madison 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 Madison to Illinois

What is the cheapest month to book a flight from Madison to Illinois?

Currently, January is the cheapest month in which you can book a flight from Madison to Illinois (average of $179). Flying from Madison to Illinois in March is currently the most expensive (average of $209). 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 MSN to IL?

Find hourly flight availability from Madison to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 29, 2026.

When flying from Madison to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 17% versus a flight in the afternoon.

What is the cheapest day to fly from Madison to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Madison to Illinois. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Madison to Illinois flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Madison to Illinois

Explore weekly flight availability from Madison to Illinois. 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 29, 2026.

The most flights from MSN to USIL are scheduled on a Thursday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated enero 29, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Madison to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,214 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,214 reviews
United Airlines
7.4
Good
9,214 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,205 reviews
United Airlines
7.4
Good
9,214 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Madison to Illinois. 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 from for flights from Madison to Illinois?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Illinois. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • How long is the flight from Madison to Illinois?

    For as low as $194, United Airlines can have you in Illinois from Madison in 1h 08m. The distance between Madison and Illinois 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 Madison to Illinois?

    While some choose either Madison Truax Field - Lambert-St Louis or Madison Truax Field - Chicago Midway, Madison Truax Field - Chicago O'Hare Intl is the most popular route from Madison to Illinois.

  • What are the most reliable airlines from Madison to Illinois?

    Consider Envoy Air (77%), Air Canada (75%) or Copa Airlines (75%) when booking your flight. These represent the most reliable airlines when flying from Madison to Illinois.

  • What are the cheapest flights from Madison to Illinois?

    Looking at all options, your cheapest flight can be booked for $152. While the most popular route (Madison Truax Field - Chicago O'Hare Intl) can be booked for $179 on average, our data indicates $958 when flying from Madison to Illinois.

  • Can I find deals for flights from Madison to Illinois that include hotel bookings?

    Yes. In addition to deals on Madison to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Illinois.

  • Can I find deals for business class flights from Madison to Illinois?

    Yes. Cheapflights offers flight deals from Madison to Illinois 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 Madison to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Madison to Illinois (average of $179). Flying from Madison to Illinois in March is currently the most expensive (average of $209). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Las Vegas flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to Dallas/Fort Worth flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Lauderdale flights
Minneapolis to Las Vegas flights
O'Hare Intl to Los Angeles flights
Minneapolis to Fort Myers flights
O'Hare Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Denver flights
Minneapolis to Tampa flights
O'Hare Intl to San Francisco flights
Minneapolis to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Seattle flights
O'Hare Intl to Newark flights
Minneapolis to Fort Lauderdale flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Atlanta flights
O'Hare Intl to West Palm Beach flights
Minneapolis to Denver flights
Minneapolis to San Diego flights
Minneapolis to Seattle flights
O'Hare Intl to Santa Ana flights
Minneapolis to Phoenix-Mesa Gateway flights
O'Hare Intl to Austin flights
O'Hare Intl to Sarasota flights
O'Hare Intl to San Diego flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Boston flights
Minneapolis to Los Angeles flights
Milwaukee to Las Vegas flights
O'Hare Intl to Ontario flights
O'Hare Intl to Reagan-National flights
Milwaukee to Orlando flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Honolulu flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to Hobby flights
Minneapolis to LaGuardia flights
O'Hare Intl to Nashville flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Baltimore flights
Minneapolis to Atlanta flights

Top 2 airlines flying from Madison to Illinois

Discover the top 2 airlines that operate flights from Madison to Illinois. 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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$273FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$279FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights