$73 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 2/27. 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$177
St. Louis
St. Louis1 stop$191
Chicago
Chicagononstop$177
St. Louis
St. Louis1 stop$191

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, Feb 25 - Sun, Mar 1
American Airlines Logo
8:00 am - 9:11 am
MKE
-
ORD
1h 11mnonstop
American Airlines Logo
6:54 am - 7:49 am
ORD
-
MKE
0h 55mnonstop
$177American Airlines
Thu, Feb 19 - Sat, Feb 21
United Airlines Logo
6:00 am - 10:36 am
MKE
-
STL
4h 36m
1 stop
United Airlines Logo
9:55 am - 3:20 pm
STL
-
MKE
5h 25m
1 stop
$191United Airlines
Mon, Feb 16 - Mon, Feb 23
American Airlines Logo
12:26 pm - 1:31 pm
MKE
-
ORD
1h 05mnonstop
American Airlines Logo
10:00 pm - 10:57 pm
ORD
-
MKE
0h 57mnonstop
$192American Airlines
Fri, Mar 13 - Sun, Mar 15
United Airlines Logo
7:18 pm - 8:24 pm
MKE
-
ORD
1h 06mnonstop
United Airlines Logo
8:45 pm - 9:50 pm
ORD
-
MKE
1h 05mnonstop
$195United Airlines
Fri, Mar 6 - Mon, Mar 9
American Airlines Logo
6:00 am - 7:11 am
MKE
-
ORD
1h 11mnonstop
American Airlines Logo
6:54 am - 7:49 am
ORD
-
MKE
0h 55mnonstop
$199American Airlines
Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
6:10 am - 7:21 am
MKE
-
ORD
1h 11mnonstop
American Airlines Logo
10:58 am - 11:56 am
ORD
-
MKE
0h 58mnonstop
$207American Airlines
Mon, Jul 27 - Tue, Jul 28
American Airlines Logo
6:33 pm - 7:47 pm
MKE
-
ORD
1h 14mnonstop
American Airlines Logo
11:48 am - 12:44 pm
ORD
-
MKE
0h 56mnonstop
$217American Airlines
Tue, Feb 24 - Tue, Mar 3
Southwest Logo
5:30 am - 9:30 am
MKE
-
MDW
4h 00m
1 stop
Southwest Logo
10:05 am - 5:00 pm
MDW
-
MKE
6h 55m
1 stop
$219Southwest
Fri, Mar 13 - Fri, Mar 20
Southwest Logo
5:50 am - 6:50 am
MKE
-
MDW
1h 00mnonstop
Southwest Logo
11:00 am - 11:45 am
MDW
-
MKE
0h 45mnonstop
$267Southwest
Mon, Feb 16 - Mon, Feb 23
Multiple Airlines Logo
7:52 pm - 7:07 pm
MKE
-
MDW
47h 15m
2 stops
Multiple Airlines Logo
9:22 pm - 3:44 pm
MDW
-
MKE
18h 22m
1 stop
$328Multiple Airlines
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.

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 $237 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 $237.

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 $233, 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 Mondays and the most expensive ones on Wednesdays.

Find deals

Good to know

Low seasonDecember
Cheapest flight$73
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 16% 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 $460 on average. Morning departures are around 32% 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 $714.

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 $184 one-way - $332 round-trip; St. Louis $166 one-way - $329 round-trip

Reviews of the top airline 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.
7.2
American AirlinesOverall score based on 11206 reviews
6.4Food
7.5Boarding
6.9Entertainment
7.2Comfort
8.0Crew
Airline reviews

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

4.0 OkayAllison, Jan 2026
MKE - DFW
Read more American Airlines reviews

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

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.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

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.

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

Information on your arrival and departure airports

Milwaukee (MKE)