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$137+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
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 March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(American Airlines)

One-way from

$137
(American Airlines)

Good round-trip deal

$379 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Madison Truax Field-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Chicago (CHI) flights.
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From Madison Truax Field to Illinois
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One-way flight from Madison Truax Field to Illinois
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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 March 26, 2025.

This American Airlines deal was found by Cheapflights users on 3/24. 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 9/207:17 amMSN - STL
1 stop6h 38mAmerican Airlines
Sat 9/279:34 amSTL - MSN
1 stop6h 01mAmerican Airlines
Deal found 3/24$199
This American Airlines deal was found by Cheapflights users on 3/25. 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 5/2410:39 amMSN - ORD
Nonstop1h 07mAmerican Airlines
Wed 5/281:53 pmORD - MSN
Nonstop0h 58mAmerican Airlines
Deal found 3/25$227
This Booking.com deal was found by Cheapflights users on 3/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/171:52 pmMSN - STL
1 stop19h 14mFrontier
Sat 4/196:51 pmSTL - MSN
1 stop18h 11mFrontier
Deal found 3/25$228
This Delta deal was found by Cheapflights users on 3/25. 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.
Wed 4/26:10 amMSN - STL
1 stop4h 24mDelta
Wed 4/96:00 amSTL - MSN
1 stop4h 14mDelta
Deal found 3/25$254
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Tue 4/221:05 pmMSN - ORD
Nonstop1h 08mUnited Airlines
Mon 4/288:20 pmORD - MSN
Nonstop1h 08mUnited Airlines
Deal found 3/25$272
This United Airlines deal was found by Cheapflights users on 3/24. 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 9/208:49 amMSN - STL
2 stops12h 43mUnited Airlines
Sat 9/273:15 pmSTL - MSN
1 stop5h 39mUnited Airlines
Deal found 3/24$432
This Mytrip deal was found by Cheapflights users on 3/25. 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.
Fri 4/44:15 pmMSN - ORD
2 stops20h 38mMultiple Airlines
Sun 4/611:42 amORD - MSN
1 stop21h 17mMultiple Airlines
Deal found 3/25$499
This Mytrip deal was found by Cheapflights users on 3/25. 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 4/55:00 pmMSN - STL
2 stops24h 52mMultiple Airlines
Tue 4/86:47 pmSTL - MSN
2 stops14h 21mMultiple Airlines
Deal found 3/25$733

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 March 26, 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

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Sat 9/20

7:17 am-1:55 pm

1 stop6h 38m

Lambert-St Louis

Sat 9/27

9:34 am-3:35 pm

1 stop6h 01m

$199

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sat 5/24

10:39 am-11:46 am

Nonstop1h 07m

Chicago O'Hare Intl

Wed 5/28

1:53 pm-2:51 pm

Nonstop0h 58m

$227

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Thu 4/17

1:52 pm-9:06 am

1 stop19h 14m

Lambert-St Louis

Sat 4/19

6:51 pm-1:02 pm

1 stop18h 11m

$228

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Sat 4/5

5:50 pm-9:33 pm

1 stop3h 43m

Lambert-St Louis

Tue 4/8

5:35 pm-11:00 pm

1 stop5h 25m

$254

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Tue 4/22

1:05 pm-2:13 pm

Nonstop1h 08m

Chicago O'Hare Intl

Mon 4/28

8:20 pm-9:28 pm

Nonstop1h 08m

$272

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Sat 9/20

8:49 am-9:32 pm

2 stops12h 43m

Lambert-St Louis

Sat 9/27

3:15 pm-8:54 pm

1 stop5h 39m

$432

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Sat 5/24

6:25 pm-11:50 am

2 stops17h 25m

Chicago O'Hare Intl

Wed 5/28

7:47 am-4:19 pm

1 stop8h 32m

$596

MadisonSt. Louis

MSN - STL

MSNSTL

Madison Truax Field

Sat 4/5

5:00 pm-5:52 pm

2 stops24h 52m

Lambert-St Louis

Tue 4/8

6:47 pm-9:08 am

2 stops14h 21m

$733

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Thu 5/15

3:28 pm-4:29 pm

Nonstop1h 01m

$137

MadisonChicago

MSN - ORD

MSNORD

Madison Truax Field

Mon 5/19

6:30 am-7:33 am

Nonstop1h 03m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 18 results
1
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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 $323). 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 March 26, 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 March 26, 2025.

The most flights from MSN to USIL are scheduled on a Tuesday (38 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 26, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Madison to Illinois to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,891 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,891 reviews
Delta
8.0
Very good
7,891 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,608 reviews
Delta
8.0
Very good
7,891 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,891 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Frontier
6.0
Okay
3,272 reviews
Delta
8.0
Very good
7,891 reviews

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 $137 on American Airlines. Other airlines that offer cheap prices include United Airlines from $149 and Frontier from $169 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 Republic Airways (86%), Japan Airlines (84%) or Emirates (80%) 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 $143. While the most popular route (Madison Truax Field - Chicago O'Hare Intl) can be booked for $227 on average our data indicates $1,469 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 $323). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$278FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$302FlexibilityNo cancel feeOn-time69%
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