$126 Find Cheap Flights from Madison to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Illinois departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Illinois, as well as popular online travel agencies
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Flights Deals

Best Illinois Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$179
St. Louis
St. Louis1 stop$199
Chicago
Chicagononstop$179
St. Louis
St. Louis1 stop$199

Cheap Flights from Madison to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Illinois

Thu, Jul 17 - Thu, Jul 24
American Airlines Logo
8:27 pm - 9:30 pmMSN-ORD
1h 03mnonstop
American Airlines Logo
9:03 am - 10:15 amORD-MSN
1h 12mnonstop
$179American Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 25
American Airlines Logo
6:43 pm - 7:49 pmMSN-ORD
1h 06mnonstop
American Airlines Logo
10:15 pm - 11:14 pmORD-MSN
0h 59mnonstop
$180American Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7
American Airlines Logo
8:16 pm - 9:19 pmMSN-ORD
1h 03mnonstop
American Airlines Logo
9:03 am - 10:15 amORD-MSN
1h 12mnonstop
$181American Airlines
Find Deal
Tue, Jun 24 - Sat, Jun 28
United Airlines Logo
6:30 am - 7:41 amMSN-ORD
1h 11mnonstop
United Airlines Logo
9:20 pm - 10:30 pmORD-MSN
1h 10mnonstop
$189United Airlines
Find Deal
Fri, Jun 27 - Tue, Jul 1
Delta Logo
6:45 am - 10:32 amMSN-STL
3h 47m1 stop
Delta Logo
6:30 am - 11:13 amSTL-MSN
4h 43m1 stop
$219Delta
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Wed, Jul 23 - Mon, Jul 28
Delta Logo
6:45 am - 10:33 amMSN-STL
3h 48m1 stop
Delta Logo
5:37 pm - 11:27 pmSTL-MSN
5h 50m1 stop
$229Delta
Find Deal
Sat, Jul 5 - Sun, Jul 6
United Airlines Logo
6:45 pm - 10:45 pmMSN-STL
4h 00m1 stop
United Airlines Logo
5:30 pm - 10:30 pmSTL-MSN
5h 00m1 stop
$289United Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
8:14 pm - 9:36 amMSN-ORD
13h 22m1 stop
Frontier Logo
6:00 am - 7:29 pmORD-MSN
13h 29m1 stop
$396Frontier
Find Deal
Wed, Jul 2 - Thu, Jul 3
 Logo
10:19 am - 6:44 pmMSN-ORD
8h 25m1 stop
 Logo
9:08 pm - 8:01 amORD-MSN
34h 53m2 stops
Wed, Jul 2 - Thu, Jul 3
 Logo
8:46 am - 8:50 amMSN-ORD
24h 04m3 stops
 Logo
9:08 pm - 8:01 amORD-MSN
34h 53m2 stops
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KAYAK's insights & trends for Madison to Illinois flights

Get data-powered insights and trends into flights from Madison to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Madison to Illinois flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Madison to Illinois.

The cheapest ticket to Illinois from Madison found in the last 72 hours was to Chicago, at $249 round-trip. The most popular route is from Madison (MSN) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $249.

What’s the cheapest day of the week to fly from Madison to Illinois?

The average price of all round-trip flights from Madison to Illinois clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Madison to Illinois, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Illinois, Friday is the cheapest day to fly and Wednesday is the most expensive.


Good to know

Low seasonJune
High seasonSeptember
Cheapest flight$126
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Madison to St. Louis

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Madison to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Madison to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Madison to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $490 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $532.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Madison to the following destinations at these prices or less: Chicago $215 one-way - $352 round-trip

Top airlines flying from Madison to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Madison to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8790 reviews
7.0Entertainment
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

6.0 GoodAnonymous, Jun 2025MLI - ORD
Read more United Airlines reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Everything you need to know for your flight from Madison to Illinois

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