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Wisconsin

$49+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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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 January 27, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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 2/248:20 pm
STL
-
MSP
Nonstop1h 30m
Southwest
Tue 3/37:20 am
MSP
-
STL
1 stop3h 55m
Southwest
Deal found 1/27$107
This Southwest deal was found by Cheapflights users on 1/27. 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.
Wed 4/16:10 am
STL
-
MSP
2 stops10h 50m
Southwest
Tue 4/74:30 pm
MSP
-
STL
Nonstop1h 30m
Southwest
Deal found 1/27$112
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:00 pm
STL
-
MSP
Nonstop1h 35m
Sun Country Air
Sat 2/211:30 pm
MSP
-
STL
Nonstop1h 31m
Sun Country Air
Deal found 1/26$118
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:27 pm
ORD
-
MSP
Nonstop1h 44m
Sun Country Air
Sun 4/194:24 pm
MSP
-
ORD
Nonstop1h 39m
Sun Country Air
Deal found 1/25$128
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/1910:23 pm
ORD
-
MSP
Nonstop1h 33m
American Airlines
Tue 2/245:00 am
MSP
-
ORD
Nonstop1h 45m
American Airlines
Deal found 1/27$134
This Southwest deal was found by Cheapflights users on 1/27. 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.
Thu 2/1912:25 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Tue 2/247:20 am
MSP
-
MDW
Nonstop1h 55m
Southwest
Deal found 1/27$134
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 2/238:22 pm
STL
-
ORD
1 stop14h 29m
Frontier
Mon 3/23:50 pm
ORD
-
STL
1 stop30h 37m
Frontier
Deal found 1/25$134
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Tue 2/243:49 pm
STL
-
ORD
1 stop25h 57m
Multiple Airlines
Tue 3/38:30 am
ORD
-
STL
1 stop13h 57m
Multiple Airlines
Deal found 1/26$135
This Sun Country Air deal was found by Cheapflights users on 1/26. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:13 pm
ORD
-
MSP
Nonstop1h 44m
Sun Country Air
Mon 5/115:30 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Deal found 1/26$138
This Southwest deal was found by Cheapflights users on 1/27. 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.
Mon 3/24:30 pm
STL
-
MSP
1 stop5h 50m
Southwest
Wed 3/47:45 am
MSP
-
STL
Nonstop1h 50m
Southwest
Deal found 1/27$144
This Expedia deal was found by Cheapflights users on 1/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:11 am
ORD
-
MSP
1 stop7h 44m
Multiple Airlines
Sun 4/264:12 pm
MSP
-
ORD
Nonstop1h 39m
Multiple Airlines
Deal found 1/26$144
This Sun Country Air deal was found by Cheapflights users on 1/27. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:31 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Mon 7/133:40 pm
MSP
-
ORD
Nonstop1h 49m
Sun Country Air
Deal found 1/27$148

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$107
(Southwest)

One-way from

$49
(Southwest)

Good round-trip deal

$438 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Chicago (CHI)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Milwaukee-Mitchell flights.
Search Deals
From Illinois to Wisconsin
Search Deals
One-way flight from Illinois to Wisconsin
Search Deals
Price to beat on a round-trip flight from Illinois to Wisconsin.
Search Deals
Price to beat on a one-way flight from Illinois to Wisconsin.
Search Deals

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 January 27, 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

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 2/17

8:05 am-9:40 am

Nonstop1h 35m

Minneapolis St Paul

Tue 2/24

7:20 am-9:15 am

Nonstop1h 55m

$134

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/19

8:50 pm-10:20 pm

Nonstop1h 30m

Minneapolis St Paul

Tue 2/24

7:20 am-9:15 am

Nonstop1h 55m

$134

St. LouisMinneapolis

STL - MSP

STLMSP

Lambert-St Louis

Tue 3/3

8:20 pm-9:50 pm

Nonstop1h 30m

Minneapolis St Paul

Thu 3/5

5:45 pm-12:05 am

1 stop6h 20m

$144

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Mon 2/23

7:15 pm-8:25 pm

Nonstop1h 10m

Chicago O'Hare Intl

Mon 3/2

7:45 am-8:52 am

Nonstop1h 07m

$149

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 2/25

3:49 pm-10:46 am

1 stop18h 57m

Chicago O'Hare Intl

Wed 3/4

8:30 am-10:27 pm

1 stop13h 57m

$149

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Fri 6/12

6:55 pm-8:00 pm

Nonstop1h 05m

Chicago O'Hare Intl

Sun 6/14

7:45 am-8:46 am

Nonstop1h 01m

$149

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/26

7:55 am-11:25 am

1 stop3h 30m

Minneapolis St Paul

Tue 3/3

6:50 am-1:25 pm

1 stop6h 35m

$154

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 2/18

8:05 pm-9:41 pm

Nonstop1h 36m

Minneapolis St Paul

Wed 2/25

11:19 am-12:58 pm

Nonstop1h 39m

$157

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 2/11

9:49 am-11:05 am

Nonstop1h 16m

Chicago O'Hare Intl

Sun 2/15

7:45 am-8:52 am

Nonstop1h 07m

$159

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Fri 6/12

6:55 pm-8:00 pm

Nonstop1h 05m

Chicago O'Hare Intl

Sun 6/21

7:45 am-8:46 am

Nonstop1h 01m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $268). 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 January 27, 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 15% 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 January 24, 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 January 27, 2026.

The most flights from USIL to USWI are scheduled on a Tuesday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 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 January 27, 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.
United Airlines
7.4
Good
9,205 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

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
United Airlines
7.4
Good
9,205 reviews
United Airlines
7.4
Good
9,205 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

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
American Airlines
7.2
Good
11,197 reviews
United Airlines
7.4
Good
9,205 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

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 1h 10m. The distance from Illinois to Wisconsin is about 156 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $268). 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

Browse thousands of different options on Cheapflights for your next trip

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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.
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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$334FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$320FlexibilityNo cancel feeOn-time69%

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