$118 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 2/4. 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, 0 bags

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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Cheap Flights from Madison to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$179
St. Louis
St. Louis1 stop$249
Chicago
Chicagononstop$179
St. Louis
St. Louis1 stop$249

Book Cheap Madison to Illinois Plane Tickets

 
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

Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
11:29 am - 12:40 pm
MSN
-
ORD
1h 11mnonstop
American Airlines Logo
8:11 am - 9:17 am
ORD
-
MSN
1h 06mnonstop
$179American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
7:20 am - 8:39 am
MSN
-
ORD
1h 19mnonstop
American Airlines Logo
5:45 pm - 6:55 pm
ORD
-
MSN
1h 10mnonstop
$209American Airlines
Fri, Jan 23 - Tue, Jan 27
American Airlines Logo
11:29 am - 12:40 pm
MSN
-
ORD
1h 11mnonstop
American Airlines Logo
5:40 pm - 6:44 pm
ORD
-
MSN
1h 04mnonstop
$224American Airlines
Wed, Feb 11 - Sun, Feb 15
United Airlines Logo
8:15 am - 9:32 am
MSN
-
ORD
1h 17mnonstop
United Airlines Logo
8:04 pm - 9:07 pm
ORD
-
MSN
1h 03mnonstop
$239United Airlines
Thu, Feb 12 - Mon, Feb 16
United Airlines Logo
2:48 pm - 9:05 pm
MSN
-
STL
6h 17m
1 stop
United Airlines Logo
7:41 am - 11:53 am
STL
-
MSN
4h 12m
1 stop
$249United Airlines
Tue, Jan 27 - Sat, Jan 31
United Airlines Logo
5:25 pm - 10:58 pm
MSN
-
STL
5h 33m
1 stop
United Airlines Logo
6:30 am - 11:51 am
STL
-
MSN
5h 21m
1 stop
$259United Airlines
Fri, Feb 6 - Sun, Feb 8
Delta Logo
5:54 pm - 11:23 pm
MSN
-
STL
5h 29m
1 stop
Delta Logo
6:10 am - 10:19 am
STL
-
MSN
4h 09m
1 stop
$269Delta
Tue, Jan 27 - Sat, Jan 31
United Airlines Logo
3:48 pm - 5:05 pm
MSN
-
ORD
1h 17mnonstop
United Airlines Logo
10:37 am - 11:51 am
ORD
-
MSN
1h 14mnonstop
$269United Airlines
Mon, Feb 9 - Wed, Feb 11
Delta Logo
5:54 pm - 11:25 pm
MSN
-
STL
5h 31m
1 stop
Delta Logo
6:10 am - 10:19 am
STL
-
MSN
4h 09m
1 stop
$291Delta
Fri, Jan 23 - Tue, Jan 27
Delta Logo
5:54 pm - 11:23 pm
MSN
-
STL
5h 29m
1 stop
Delta Logo
11:23 am - 5:11 pm
STL
-
MSN
5h 48m
1 stop
$299Delta
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from Madison found in the last 72 hours was to Chicago, at $251 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 $251.

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 Saturdays 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 Monday is the most expensive.

Good to know

Low seasonJanuary
Cheapest flight$118
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Madison to Chicago O'Hare Airport

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 $434 on average. Morning departures are around 18% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $530.

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 $264 one-way - $323 round-trip

Reviews of the 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 9156 reviews
7.1Entertainment
7.7Boarding
8.1Crew
7.3Comfort
6.6Food
Airline reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

10.0 ExcellentDr. Joseph, Jan 2026
EWR - ORD
Read more United Airlines reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

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

Information on your arrival and departure airports