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$107+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Madison to Illinois

Keep the following information in mind while searching for Madison to Illinois flight deals. Data was last updated July 30, 2025.

Round-trip from

$179
(American Airlines)

One-way from

$107
(FlightHub)

Popular in

November

Cheapest in

June

Average price

$479

Good round-trip deal

$337 or less

Good one-way deal

$217 or less
From Madison Truax Field to Illinois
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One-way flight from Madison Truax Field to Illinois
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Highest demand for flights based on searches. 23% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Madison Truax Field to Illinois.
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Price to beat on a one-way flight from Madison Truax Field to Illinois.
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Find 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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/15:30 amMSN - ORD
Nonstop1h 06mAmerican Airlines
Sat 9/612:34 pmORD - MSN
Nonstop0h 56mAmerican Airlines
Deal found 7/29$179
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/146:40 amMSN - ORD
Nonstop1h 08mUnited Airlines
Mon 8/182:00 pmORD - MSN
Nonstop1h 03mUnited Airlines
Deal found 7/30$189
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/218:14 pmMSN - STL
1 stop3h 37mAmerican Airlines
Sat 8/234:32 pmSTL - MSN
1 stop7h 27mAmerican Airlines
Deal found 7/29$229
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/1310:51 amMSN - STL
1 stop3h 28mUnited Airlines
Sat 9/206:35 amSTL - MSN
1 stop3h 10mUnited Airlines
Deal found 7/30$289
This Delta deal was found by Cheapflights users on 7/30. 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 9/26:37 pmMSN - STL
1 stop4h 46mDelta
Fri 9/56:00 amSTL - MSN
1 stop4h 02mDelta
Deal found 7/30$298
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3010:19 amMSN - ORD
1 stop12h 03mMultiple Airlines
Fri 9/55:46 pmORD - MSN
1 stop15h 22mMultiple Airlines
Deal found 7/30$439
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/136:25 pmMSN - STL
2 stops19h 07mMultiple Airlines
Fri 8/152:30 pmSTL - MSN
2 stops17h 31mMultiple Airlines
Deal found 7/30$526

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 July 30, 2025.
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

Mon 9/1

5:30 am-6:36 am

Nonstop1h 06m

Chicago O'Hare Intl

Sat 9/6

12:34 pm-1:30 pm

Nonstop0h 56m

$179

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 8/14

6:40 am-7:48 am

Nonstop1h 08m

Chicago O'Hare Intl

Mon 8/18

2:00 pm-3:03 pm

Nonstop1h 03m

$189

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Thu 8/21

8:14 pm-11:51 pm

1 stop3h 37m

Lambert-St Louis

Sat 8/23

4:32 pm-11:59 pm

1 stop7h 27m

$229

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Sat 9/13

10:51 am-2:19 pm

1 stop3h 28m

Lambert-St Louis

Sat 9/20

6:35 am-9:45 am

1 stop3h 10m

$289

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Tue 9/2

6:37 pm-11:23 pm

1 stop4h 46m

Lambert-St Louis

Fri 9/5

6:00 am-10:02 am

1 stop4h 02m

$298

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sat 8/30

10:19 am-10:22 pm

1 stop12h 03m

Chicago O'Hare Intl

Fri 9/5

5:46 pm-9:08 am

1 stop15h 22m

$439

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Wed 8/13

6:25 pm-1:32 pm

2 stops19h 07m

Lambert-St Louis

Fri 8/15

2:30 pm-8:01 am

2 stops17h 31m

$526

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Thu 9/11

7:59 pm-9:06 am

1 stop13h 07m

$107

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Wed 9/10

5:00 am-9:26 am

1 stop4h 26m

$126

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sun 10/5

8:00 am-9:09 am

Nonstop1h 09m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 15 results
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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, August is the cheapest month in which you can book a flight from Madison to Illinois (average of $245). Flying from Madison to Illinois in March is currently the most expensive (average of $321). 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 July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Illinois as you normally would.

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 July 30, 2025.

The most flights from MSN to USIL are scheduled on a Wednesday (41 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 July 30, 2025.
Get a feel of what it's like to fly with Delta, 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.
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,237 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from Madison to Illinois one-way?

    One-way options have recently been found by users for as low as $107 on Frontier. Other airlines that offer cheap prices include American Airlines from $126 and Delta from $201 one-way.

  • 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 Copa Airlines (85%), Avianca (85%) or Piedmont Airlines (85%) 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 $148. While the most popular route (Madison Truax Field - Chicago O'Hare Intl) can be booked for $179 on average our data indicates $1,619 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, August is the cheapest month in which you can book a flight from Madison to Illinois (average of $245). Flying from Madison to Illinois in March is currently the most expensive (average of $321). 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

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Alternative routes for Madison to Illinois

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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$290FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$219Average$283FlexibilityNo cancel feeOn-time71%

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