$120 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 4/5. 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.
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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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Best Illinois Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicagononstop$227
St. Louis
St. Louis1 stop$199

Cheap Flight Deals from Madison to Illinois (MSN-USIL)

 
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.

Recent round-trip flight deals from Madison to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Madison to Illinois.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:10 am - 10:34 amMSN-STL
4h 24m1 stop
6:00 am - 10:14 amSTL-MSN
4h 14m1 stop
$199Delta
Find Deal
Wed, Apr 2 - Wed, Apr 9
5:30 pm - 9:48 pmMSN-STL
4h 18m1 stop
5:35 pm - 9:28 pmSTL-MSN
3h 53m1 stop
$214United Airlines
Find Deal
Sat, Apr 5 - Fri, Apr 11
6:00 am - 10:37 amMSN-STL
4h 37m1 stop
6:00 am - 10:21 amSTL-MSN
4h 21m1 stop
$225Delta
Find Deal
Wed, May 14 - Sat, May 17
3:28 pm - 4:29 pmMSN-ORD
1h 01mnonstop
1:53 pm - 2:51 pmORD-MSN
0h 58mnonstop
$227American Airlines
Find Deal
Wed, May 7 - Sat, May 10
6:30 am - 7:33 amMSN-ORD
1h 03mnonstop
5:55 pm - 6:57 pmORD-MSN
1h 02mnonstop
$233United Airlines
Find Deal
Wed, Apr 2 - Sat, Apr 5
8:38 am - 9:41 amMSN-ORD
1h 03mnonstop
7:05 am - 8:06 amORD-MSN
1h 01mnonstop
$239American Airlines
Find Deal
Mon, May 5 - Tue, May 6
5:30 pm - 6:39 pmMSN-ORD
1h 09mnonstop
9:00 am - 10:07 amORD-MSN
1h 07mnonstop
$246United Airlines
Find Deal
Thu, Apr 3 - Thu, Apr 10
1:05 pm - 2:13 pmMSN-ORD
1h 08mnonstop
8:20 pm - 9:28 pmORD-MSN
1h 08mnonstop
$255United Airlines
Find Deal
Wed, Mar 19 - Mon, Mar 31
5:00 pm - 10:13 amMSN-ORD
17h 13m1 stop
5:45 am - 4:16 pmORD-MSN
10h 31m1 stop
Wed, Apr 2 - Sat, Apr 5
5:00 pm - 1:38 amMSN-ORD
32h 38m3 stops
5:45 am - 4:16 pmORD-MSN
10h 31m1 stop
Wed, Apr 2 - Sat, Apr 5

Good to know

Cheapest flight

$120
Flight from Madison to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How long is the flight to Illinois from Madison?

    Flights to Chicago1h 05m
  • What is the cheapest flight to Illinois from Madison?

    The cheapest ticket to Illinois from Madison found in the last 72 hours was $120 one-way, and $227 round-trip. The most popular route is from Madison Truax Field to Chicago O'Hare Intl, and the cheapest round-trip airline ticket found on this route in the last 72 hours was $120.

  • Which airlines fly to Illinois?

    United Airlines flies most frequently to Chicago O'Hare Intl from Madison Truax Field. In general, Air New Zealand, American Airlines and Alaska Airlines fly the most to Illinois.

  • 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.

See more FAQs

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 $237 one-way - $364 round-trip
  • High season is considered to be January, February and December. The cheapest month to fly from Madison is January.
  • Morning departure is around 9% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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 8653 reviews
6.6Food
7.7Boarding
7.1Entertainment
7.3Comfort
8.1Crew
Airline reviews

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.

8.0 ExcellentStephen, Jan 2025EWR - ORD
Read more United Airlines reviews

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

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

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.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

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

Information on your arrival and departure airports

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