$199 Find Cheap Flights from Madison to Illinois - Compare and Save

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Cheap Flights from Madison to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Chicago
Chicagononstop$319
Marion
Marion1 stop$640
Chicago
Chicagononstop$319
Marion
Marion1 stop$640
Booking Insights

Price, demand and travel trends for Madison to Illinois flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Madison to Illinois recently?

The cheapest fare from Madison to Illinois in the last week was $319 round-trip, to Chicago O'Hare Intl (ORD).

How do fares into airports in Illinois compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Illinois from Madison are:

• Chicago O'Hare Intl (ORD) (avg. price $299)
• Chicago Midway (MDW) (avg. price $1,522)

What's the cheapest month to fly from Madison to Illinois?

December is typically the cheapest month to fly from Madison to Illinois, with round-trip fares averaging $194. September and May are usually the most expensive, averaging $1,522 and $449, respectively.

How do fares from Madison to Illinois vary by day of the week?

On average, Saturday is the cheapest day to fly from Madison to Illinois and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 88% more expensive to fly on a Sunday compared to Saturday.

What's the best time of day to fly from Madison to Illinois?

It's cheapest to fly to Illinois in the afternoon with average prices of $269. The evening is the most expensive time to fly, with average prices of $457.

Key details for Madison to Illinois flights

Low season

October

Cheapest flight

$199
Beat the crowds with an average 46% drop in travelers.
The most popular month to fly with an average 37% increase in travelers.
One-way flight from Madison to Chicago O'Hare Intl Airport

Your Madison to Illinois flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Madison to Illinois?

    Fares from Madison to Illinois are around their usual level right now. A round-trip under $243 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch fare changes.

  • How much should I budget for a flight from Madison to Illinois?

    Over the past 12 months, round-trip fares from Madison to Illinois have typically cost between $243 and $457.

  • What are the main airports serving Illinois?

    Illinois has 17 airports. 94% of KAYAK users choose Chicago O'Hare Intl (ORD) as their arrival airport.

  • Which airlines fly nonstop from Madison to Illinois?

    Based on the flight schedule for the next 3 months, 2 airlines offer nonstop flights on this route:

    • United Airlines
    • American Airlines

  • Which destinations in Illinois can I fly nonstop from Madison?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Madison to just one destination in Illinois: Chicago.

  • Is it cheaper to fly with a layover from Madison to Illinois?

    No, nonstop flights from Madison to Illinois are typically the cheaper option, averaging $299 over the past 12 months.

  • How long is a flight from Madison to Illinois?

    Nonstop flights from Madison to Illinois take 1h 21m on average. All flights fly into Chicago O'Hare Intl (ORD).

  • Which cabin classes are available from Madison to Illinois?

    On flights from Madison to Illinois you can book Economy Class or First Class.

  • What are some popular landmarks around Illinois?

    Illinois is home to many popular sights. KAYAK travelers' favorites include:

    • Magnificent Mile
    • Grant Park
    • Soldier Field
    • River North

  • What are the earliest and latest flights from Madison to Illinois?

    The earliest nonstop flight from Madison to Illinois departs at 5:00 am and the latest leaves at 9:40 pm. Nonstop flights take about 1h 21m.

Your guide to booking Madison to Illinois flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in December to save some money. It's typically the cheapest month on this route, while flights in September will cost you the most.
  • Fly out on a Saturday to get the cheapest fares. Avoid Sunday flights, which are about 88% more expensive.
  • If you're watching your budget, fly into Chicago O'Hare Intl (ORD) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Chicago, the most popular destination in Illinois. From there, it's easy to continue on to other popular spots such as Rosemont, Schaumburg and Champaign.
  • Whether you're trying to save time or money, Chicago O'Hare Intl (ORD) is usually your best option from Madison.

Reviews of the top airlines flying from Madison to Illinois

 
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.
7.3
United AirlinesOverall score based on 10486 reviews
7.1Entertainment
7.3Comfort
7.7Boarding
8.1Crew
6.7Food
Airline reviews

We left nearly 3 hours late...so that was not a good experience. We boarded and then ended up about 1 hour stuck at the gate. Not a good experience.

2.0 MediocreMartin, Nov 2026
Read more United Airlines reviews

We left nearly 3 hours late...so that was not a good experience. We boarded and then ended up about 1 hour stuck at the gate. Not a good experience.

I appreciate how quickly and kindly the people at the gate at DCA accommodated several of us who wanted to switch from the 6pm flight to the 5pm flight at the last minute. The flight crew was helpful to us too (dealing with luggage).

Waited on tarmac to take off for approximately 15-25 minutes. When landing, the taxi to our gate took a similar amount of time. This happened on both of my United flights.

Fine except from Chicago to moline three different gate changes and flight times

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

All good. Easy check in and boarding. Lovely flight crew

WiFi broken, very long wait for valet bags, and the typical long wait at O'Hare on a thursday to get clearance to take off and then again long taxi and wait for the gate.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

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.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

More options for your flight from Madison to Illinois

Complete your trip to Illinois with a hotel stay or car rental