$68 Find Cheap Flights from Milwaukee 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 Milwaukee to Illinois departing on 1/10. 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, 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 Milwaukee 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 Milwaukee to Illinois, as well as popular online travel agencies
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Cheap Flights from Milwaukee 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$157
Chicago
Chicagononstop$179
St. Louis
St. Louis1 stop$157

Book Cheap Milwaukee 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 Milwaukee 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 Milwaukee to Illinois

Wed, Jan 14 - Tue, Jan 20
Delta Logo
10:58 am - 4:47 pmMKE-STL
5h 49m1 stop
Delta Logo
6:10 am - 10:18 amSTL-MKE
4h 08m1 stop
$157Delta
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Wed, Jan 14 - Mon, Jan 19
Delta Logo
10:58 am - 4:47 pmMKE-STL
5h 49m1 stop
Delta Logo
6:10 am - 10:18 amSTL-MKE
4h 08m1 stop
$169Delta
Find Deal
Thu, Dec 4 - Thu, Dec 11
United Airlines Logo
8:40 am - 9:51 amMKE-ORD
1h 11mnonstop
United Airlines Logo
9:32 pm - 10:30 pmORD-MKE
0h 58mnonstop
$179United Airlines
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Sun, Nov 16 - Sun, Nov 23
American Airlines Logo
3:36 pm - 4:48 pmMKE-ORD
1h 12mnonstop
American Airlines Logo
4:49 pm - 5:43 pmORD-MKE
0h 54mnonstop
$194American Airlines
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Thu, Dec 4 - Thu, Dec 11
Southwest Logo
6:00 am - 11:25 amMKE-MDW
5h 25m1 stop
Southwest Logo
5:35 am - 12:00 pmMDW-MKE
6h 25m1 stop
$209Southwest
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Thu, Dec 4 - Thu, Dec 11
Multiple Airlines Logo
10:34 am - 1:16 pmMKE-ORD
26h 42m1 stop
Multiple Airlines Logo
7:20 am - 9:39 amORD-MKE
26h 19m1 stop
$217Multiple Airlines
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Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
6:09 pm - 1:16 pmMKE-ORD
19h 07m1 stop
Multiple Airlines Logo
12:09 pm - 9:39 amORD-MKE
21h 30m1 stop
$230Multiple Airlines
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Thu, Dec 25 - Tue, Dec 30
American Airlines Logo
6:00 am - 7:20 amMKE-ORD
1h 20mnonstop
American Airlines Logo
8:45 am - 9:47 amORD-MKE
1h 02mnonstop
$234American Airlines
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Fri, Dec 5 - Sun, Dec 7
Southwest Logo
4:05 pm - 8:45 pmMKE-MDW
4h 40m1 stop
Southwest Logo
7:20 pm - 11:30 pmMDW-MKE
4h 10m1 stop
$248Southwest
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Sat, Jan 17 - Sat, Jan 17
United Airlines Logo
7:00 am - 12:29 pmMKE-STL
5h 29m1 stop
United Airlines Logo
4:49 pm - 8:48 pmSTL-MKE
3h 59m1 stop
$251United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Illinois flights

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

How much is a round-trip flight from Milwaukee to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Milwaukee to Illinois departing in December.

What is the cheapest Milwaukee to Illinois flight route?

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

The cheapest ticket to Illinois from Milwaukee found in the last 72 hours was to Chicago, at $236 round-trip. The most popular route is from Milwaukee (MKE) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $236.

Can I save money by flying with a layover from Milwaukee to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $205, prices are generally cheapest when you fly direct.

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

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

When flying from Milwaukee to Illinois, you should consider leaving on a Friday and avoid Mondays if you are looking for the best rates. For your return to Milwaukee, you’ll find the best rates on Fridays and the most expensive ones on Thursdays.

Good to know

Low seasonJanuary
Cheapest flight$68
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 30% increase in price.
Flight from Milwaukee to St. Louis

FAQs - booking Illinois flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 $474 on average. Morning departures are around 29% 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 $729.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Milwaukee to the following destinations at these prices or less: Chicago $169 one-way - $317 round-trip

Reviews of the top airlines flying from Milwaukee to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee 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 Milwaukee 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 8997 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

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.

10.0 ExcellentDr. Joseph, Oct 2025STL - ORD
Read more United Airlines reviews

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.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

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.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

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

Information on your arrival and departure airports

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