$86 Find Cheap Flights from Milwaukee to Illinois - Compare and Save

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 7/29. 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$171
St. Louis
St. Louis1 stop$211
Chicago
Chicagononstop$171
St. Louis
St. Louis1 stop$211

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

Sat, Jul 18 - Sat, Jul 25
United Airlines Logo
5:00 am - 5:59 am
MKE
-
ORD
0h 59mnonstop
United Airlines Logo
8:00 am - 9:08 am
ORD
-
MKE
1h 08mnonstop
$171United Airlines
Wed, Jul 15 - Wed, Jul 15
Southwest Logo
6:00 am - 6:50 am
MKE
-
MDW
0h 50mnonstop
Southwest Logo
9:00 pm - 9:55 pm
MDW
-
MKE
0h 55mnonstop
$171Southwest
Sat, Aug 8 - Mon, Aug 10
United Airlines Logo
8:50 am - 10:00 am
MKE
-
ORD
1h 10mnonstop
United Airlines Logo
7:45 pm - 8:56 pm
ORD
-
MKE
1h 11mnonstop
$181United Airlines
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
1:30 pm - 2:20 pm
MKE
-
MDW
0h 50mnonstop
Southwest Logo
8:40 pm - 9:25 pm
MDW
-
MKE
0h 45mnonstop
$181Southwest
Sat, Aug 8 - Mon, Aug 10
American Airlines Logo
2:42 pm - 4:01 pm
MKE
-
ORD
1h 19mnonstop
American Airlines Logo
6:50 am - 7:49 am
ORD
-
MKE
0h 59mnonstop
$182American Airlines
Thu, Aug 6 - Thu, Aug 13
American Airlines Logo
1:17 pm - 2:36 pm
MKE
-
ORD
1h 19mnonstop
American Airlines Logo
6:50 am - 7:49 am
ORD
-
MKE
0h 59mnonstop
$191American Airlines
Tue, Aug 4 - Mon, Aug 31
Frontier Logo
8:43 am - 11:10 pm
MKE
-
ORD
14h 27m
1 stop
Frontier Logo
9:10 pm - 11:13 am
ORD
-
MKE
14h 03m
1 stop
$228Frontier
Tue, Jul 7 - Sat, Jul 11
Frontier Logo
8:43 am - 11:59 pm
MKE
-
STL
15h 16m
1 stop
Frontier Logo
4:09 pm - 7:58 am
STL
-
MKE
15h 49m
1 stop
$258Frontier
Fri, Jul 24 - Sun, Jul 26
Delta Logo
4:14 pm - 9:49 pm
MKE
-
EVV
5h 35m
1 stop
Delta Logo
5:59 pm - 11:56 pm
EVV
-
MKE
5h 57m
1 stop
$367Delta
Fri, Jul 17 - Thu, Jul 23
Delta Logo
2:59 pm - 9:49 pm
MKE
-
EVV
6h 50m
1 stop
Delta Logo
1:42 pm - 8:54 pm
EVV
-
MKE
7h 12m
1 stop
$377Delta
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 5 days was to Chicago, at $253 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 5 days was $253.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from Milwaukee to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $440 on average. Morning departures are around 19% 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 $709.

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 $354, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Milwaukee to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Illinois is July, when tickets cost $0 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $284 and $233 respectively.

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 Sundays 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 Tuesdays.

Good to know

Low seasonDecember
Cheapest flight$86
Best time to beat the crowds but there is an average 30% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Milwaukee to Chicago O'Hare Airport

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.

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 $185 one-way - $327 round-trip; Chicago $197 one-way - $386 round-trip; St. Louis $185 one-way - $320 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 9875 reviews
6.6Food
7.1Entertainment
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

10.0 ExcellentNerissa, Jun 2026
BOS - ORD
Read more United Airlines reviews

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

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

Information on your arrival and departure airports