Wisconsin

$43+ Cheap flights from Illinois to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Mar 20 — Mar 271
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Cheap flight deals from Illinois to Wisconsin

Cheapest flights from Illinois to Wisconsin
Explore the most affordable flight options available from Illinois to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.

This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:05 am
ORD
-
MKE
Nonstop0h 55m
American Airlines
Sat 3/219:32 am
MKE
-
ORD
Nonstop1h 06m
American Airlines
Deal found 2/14$117
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:29 am
STL
-
MSP
Nonstop1h 38m
Delta
Tue 3/319:50 pm
MSP
-
STL
Nonstop1h 35m
Delta
Deal found 2/17$117
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:25 pm
ORD
-
MSP
Nonstop1h 34m
American Airlines
Sun 5/175:18 am
MSP
-
ORD
Nonstop1h 46m
American Airlines
Deal found 2/16$117
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:50 pm
MDW
-
MSP
1 stop6h 15m
Southwest
Wed 4/297:50 am
MSP
-
MDW
1 stop3h 45m
Southwest
Deal found 2/16$117
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:40 pm
ORD
-
MSP
1 stop8h 25m
Southwest
Wed 4/298:40 am
MSP
-
ORD
1 stop6h 20m
Southwest
Deal found 2/17$122
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:25 am
STL
-
MSP
Nonstop1h 30m
Southwest
Tue 3/104:20 pm
MSP
-
STL
1 stop6h 20m
Southwest
Deal found 2/17$127
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:44 pm
ORD
-
MSP
Nonstop1h 37m
American Airlines
Sat 4/118:19 am
MSP
-
ORD
Nonstop1h 48m
American Airlines
Deal found 2/15$131
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:15 am
ORD
-
MSP
Nonstop1h 42m
Delta
Wed 3/184:24 pm
MSP
-
ORD
Nonstop1h 36m
Delta
Deal found 2/17$134
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/179:30 am
MDW
-
MSP
Nonstop1h 37m
Delta
Sat 3/217:00 am
MSP
-
MDW
Nonstop1h 50m
Delta
Deal found 2/18$134
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:25 pm
ORD
-
MSP
Nonstop1h 34m
American Airlines
Tue 4/146:05 pm
MSP
-
ORD
Nonstop1h 55m
American Airlines
Deal found 2/16$136
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:05 pm
ORD
-
MSP
Nonstop1h 42m
Sun Country Air
Fri 4/104:24 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Deal found 2/14$137
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:21 pm
ORD
-
MSP
Nonstop1h 38m
American Airlines
Fri 5/155:18 am
MSP
-
ORD
Nonstop1h 46m
American Airlines
Deal found 2/14$141

Find flight deals from Illinois to Wisconsin

Keep the following information in mind while searching for Illinois to Wisconsin flight deals. Data was last updated February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(American Airlines)

One-way from

$43
(United Airlines)

Good round-trip deal

$449 or less

Good one-way deal

$149 or less
Provider with most accurate pricing for Chicago (CHI)-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Milwaukee-Mitchell flights.
From Illinois to Wisconsin
One-way flight from Illinois to Wisconsin
Price to beat on a round-trip flight from Illinois to Wisconsin.
Price to beat on a one-way flight from Illinois to Wisconsin.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
Use the filters below to find and compare flights from Illinois to Wisconsin that are best for you.

Fly from

Illinois

Fly to

Wisconsin

Route

Depart

Return

Price

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 3/14

8:05 am-9:00 am

Nonstop0h 55m

Milwaukee-Mitchell

Sat 3/21

9:32 am-10:38 am

Nonstop1h 06m

$117

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 4/18

8:44 pm-10:21 pm

Nonstop1h 37m

Minneapolis St Paul

Mon 4/20

6:05 pm-8:00 pm

Nonstop1h 55m

$131

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 3/14

6:15 am-7:57 am

Nonstop1h 42m

Minneapolis St Paul

Wed 3/18

6:10 pm-7:49 pm

Nonstop1h 39m

$134

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 3/24

6:08 pm-7:40 pm

Nonstop1h 32m

Minneapolis St Paul

Sat 3/28

6:00 am-7:41 am

Nonstop1h 41m

$134

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Mon 5/18

8:05 am-9:40 am

Nonstop1h 35m

Minneapolis St Paul

Wed 5/20

5:20 am-6:50 am

Nonstop1h 30m

$134

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Mon 3/9

7:00 pm-8:33 pm

Nonstop1h 33m

Minneapolis St Paul

Sat 3/14

4:10 pm-5:53 pm

Nonstop1h 43m

$134

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 4/29

7:10 am-8:50 am

Nonstop1h 40m

Minneapolis St Paul

Thu 4/30

8:00 am-9:38 am

Nonstop1h 38m

$134

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 3/10

8:30 pm-10:09 pm

Nonstop1h 39m

Minneapolis St Paul

Sat 3/14

6:10 pm-7:49 pm

Nonstop1h 39m

$134

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Mon 3/9

2:05 pm-3:44 pm

Nonstop1h 39m

Minneapolis St Paul

Sat 3/14

11:49 am-1:25 pm

Nonstop1h 36m

$134

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 3/14

9:30 am-11:07 am

Nonstop1h 37m

Minneapolis St Paul

Wed 3/25

7:00 am-8:50 am

Nonstop1h 50m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/14

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Wisconsin

What is the cheapest month to book a flight from Illinois to Wisconsin?

Currently, September is the cheapest month in which you can book a flight from Illinois to Wisconsin (average of $178). Flying from Illinois to Wisconsin in March is currently the most expensive (average of $312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to WI?

Find hourly flight availability from Illinois to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 18, 2026.

One of the essential ways to save on airfare from Illinois to Wisconsin is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 18% on airfare.

What is the cheapest day to fly from Illinois to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Wisconsin. Price data was last updated on February 17, 2026.

Travelers seeking maximum savings on their Illinois to Wisconsin flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Wisconsin

Explore weekly flight availability from Illinois to Wisconsin. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 18, 2026.

The most flights from USIL to USWI are scheduled on a Monday (53 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated February 18, 2026.
Read through reviews of airlines operating flights from Illinois to Wisconsin, such as United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Illinois to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Illinois to Wisconsin?

    Departing from Illinois to Wisconsin will take you 55m. The distance from Illinois to Wisconsin is about 67 mi. Most flights are nonstop.

  • Can I find deals for flights from Illinois to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Illinois to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Wisconsin.

  • Can I find deals for business class flights from Illinois to Wisconsin?

    Yes. Cheapflights offers flight deals from Illinois to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Wisconsin?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Wisconsin (average of $178). Flying from Illinois to Wisconsin in March is currently the most expensive (average of $312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Illinois to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Illinois to Wisconsin

Discover the top 2 airlines that operate flights from Illinois to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$317FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$310FlexibilityNo cancel feeOn-time69%

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