$81 Find Cheap Flights from Wisconsin to Illinois - Compare and Save

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Good to know

Low season

January

Cheapest flight

$81
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Milwaukee to Chicago O'Hare Airport

FAQs for booking flights from Wisconsin to Illinois

  • How does KAYAK find such low prices on flights from Wisconsin 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 Wisconsin to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Wisconsin 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 Wisconsin 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 Wisconsin 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 Wisconsin 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 Wisconsin to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to Illinois?

    Wisconsin and Illinois are connected by different airlines. The airlines that fly that route the most regularly are American Airlines (256 flights per week), United Airlines (242 flights per week), and Air New Zealand (143 flights per week).

  • How many airports are there in Illinois?

    There are 12 airports in Illinois. The busiest airport is Chicago O'Hare Airport (ORD), with 92% of all flights arriving there.

  • Which is the cheapest airport to fly into in Illinois?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago Midway Airport (MDW), with an average flight price of $284.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Friday where round-trip tickets can be as cheap as $438. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $530 on average.

  • 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 $445 on average. Morning departures are around 11% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is $782.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Wisconsin found in the last 5 days was to Chicago O'Hare Intl Airport, at $236 round-trip. The most popular route is Appleton (ATW) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 5 days was $236.

  • What is the cheapest month to fly from Wisconsin to Illinois?

    The cheapest month for flights from Wisconsin to Illinois is December, when tickets cost $218 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is $342 and $331 respectively.

  • How many cities have direct flights to Illinois?

    From Wisconsin, there are direct flights to Illinois from 7 cities. The city with the most direct flights is Milwaukee, with 451 direct flights each week.

  • How many direct flights to Illinois are there each day?

    There are around 188 direct flights from within Wisconsin to Illinois every day. Most flights (49%) depart in the morning.

  • How many direct flights to Illinois are there each week?

    Each week there are around 1,315 direct flights from within Wisconsin to Illinois. The most common day for departures is Sunday, with 18% of flights taking off on this day.

  • How long is the flight to Illinois?

    An average nonstop flight from Wisconsin to Illinois takes 4h 06m, covering a distance of 270 miles. The shortest route is Milwaukee (MKE) to Chicago Midway Airport (MDW) with an average flight time of 0h 50m.

  • How many long-haul flights are there to Illinois each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Illinois. Instead, there are 1,315 short-haul flights (up to 3 hour flight duration), with the most arriving from Milwaukee.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (85% of total searches to Illinois). The next most popular destinations are St. Louis (13%) and Peoria (1%). Searches for flights to Bloomington (1%), to Evansville (0%) and to Springfield (0%) are also popular.

Reviews of the top airlines flying from Wisconsin to Illinois

 
Need help choosing which airline to fly with from Wisconsin 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 10322 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.7Food
Airline reviews

Quinoa chocolate cookies are my favorite! Would be nice to have internet service like American

10.0 ExcellentMarianne, Oct 2026
Read more United Airlines reviews

Quinoa chocolate cookies are my favorite! Would be nice to have internet service like American

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

Old plane, no amenities. Very abrupt landing. Unnecessarily long taxi time.

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

Raleigh to Chicago was OK. The problem was Chicago to Lincoln. Flight was delayed 4 hours. Give them credit for the updates and reason why it was delayed

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.

The flight from Chicago to Orlando was delayed inordinately. My whole journey from Lansing to MCO took 9.5 hours is just annoying and frustrating. We can understand the delays may be beyond their control, but overall the journey was so much waiting until reached to MCO. This is NOT the first time for me - but at least 80% of the time in this route. I barely remember reaching places on time.

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

It would be helpful to be able to download an eticket from either American airlines or Cathay Pacific; not just Cathay Pacific.

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

There was no clear update on the flight until last minute and made it an hour delay. No clear flight aircraft or incoming flight which we will be boarding. We would plan accordingly for our connecting flight. This is one one the worst service, I also had to buy an another ticket with different ai carrier. American airline was not letting me plan my trip, made us just waiting. Not a good service at all.

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.

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

More options for your flight to Illinois

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