Illinois

$45+ Cheap flights from Wisconsin to Illinois

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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Mar 11 — Mar 181
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Cheap flight deals from Wisconsin to Illinois

Cheapest flights from Wisconsin to Illinois
Explore the most affordable flight options available from Wisconsin to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.

This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:12 pm
ORD
-
STL
Nonstop1h 31m
United Airlines
Tue 3/177:00 pm
STL
-
ORD
Nonstop1h 35m
United Airlines
Deal found 2/8$93
This Southwest deal was found by Cheapflights users on 2/9. 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 3/107:25 am
MSP
-
STL
Nonstop1h 40m
Southwest
Tue 3/175:40 am
STL
-
MSP
1 stop3h 50m
Southwest
Deal found 2/9$107
This Southwest deal was found by Cheapflights users on 2/9. 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 4/17:25 am
MSP
-
STL
Nonstop1h 40m
Southwest
Tue 4/72:30 pm
STL
-
MSP
2 stops8h 05m
Southwest
Deal found 2/9$112
This Southwest deal was found by Cheapflights users on 2/9. 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 4/77:50 am
MSP
-
STL
Nonstop1h 30m
Southwest
Tue 4/71:45 pm
STL
-
MSP
1 stop8h 50m
Southwest
Deal found 2/9$113
This Southwest deal was found by Cheapflights users on 2/8. 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 3/172:40 pm
ORD
-
STL
1 stop5h 15m
Southwest
Wed 3/186:10 am
STL
-
ORD
1 stop5h 00m
Southwest
Deal found 2/8$117
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:12 pm
ORD
-
STL
Nonstop1h 31m
United Airlines
Mon 3/167:00 pm
STL
-
ORD
Nonstop1h 35m
United Airlines
Deal found 2/8$130
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:45 pm
MSP
-
ORD
Nonstop1h 41m
United Airlines
Tue 3/247:15 am
ORD
-
MSP
Nonstop1h 30m
United Airlines
Deal found 2/8$130
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/54:42 pm
ORD
-
STL
1 stop19h 07m
Frontier
Mon 3/92:09 pm
STL
-
ORD
1 stop18h 14m
Frontier
Deal found 2/9$131
This Southwest deal was found by Cheapflights users on 2/6. 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 4/78:40 am
MSP
-
MDW
2 stops7h 55m
Southwest
Wed 4/86:20 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 2/6$132
This Delta deal was found by Cheapflights users on 2/8. 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 3/72:30 pm
MSP
-
MDW
Nonstop1h 44m
Delta
Mon 3/99:30 am
MDW
-
MSP
Nonstop1h 37m
Delta
Deal found 2/8$134
This Delta deal was found by Cheapflights users on 2/8. 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 3/77:45 pm
MSP
-
ORD
Nonstop1h 45m
Delta
Thu 3/126:15 am
ORD
-
MSP
Nonstop1h 42m
Delta
Deal found 2/8$134
This American Airlines deal was found by Cheapflights users on 2/8. 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 4/93:18 pm
ORD
-
STL
Nonstop1h 23m
American Airlines
Sat 4/115:46 am
STL
-
ORD
Nonstop1h 30m
American Airlines
Deal found 2/8$135

Find flight deals from Wisconsin to Illinois

Keep the following information in mind while searching for Wisconsin to Illinois flight deals. Data was last updated February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$93
(United Airlines)

One-way from

$45
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$192

Good round-trip deal

$332 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago (CHI) flights.
From Wisconsin to Illinois
One-way flight from Wisconsin to Illinois
Highest demand for flights based on searches. 25% potential increase in price ($76 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in February 2026
Price to beat on a round-trip flight from Wisconsin to Illinois.
Price to beat on a one-way flight from Wisconsin to Illinois.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Illinois 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 9, 2026.
Use the filters below to find and compare flights from Wisconsin to Illinois that are best for you.

Fly from

Wisconsin

Fly to

Illinois

Route

Depart

Return

Price

MinneapolisSt. Louis

MSP - STL

MSPSTL

Minneapolis St Paul

Tue 4/7

7:50 am-9:20 am

Nonstop1h 30m

Lambert-St Louis

Tue 4/7

2:30 pm-10:35 pm

2 stops8h 05m

$112

MinneapolisSt. Louis

MSP - STL

MSPSTL

Minneapolis St Paul

Tue 3/10

6:00 pm-10:20 pm

1 stop4h 20m

Lambert-St Louis

Tue 3/17

5:40 am-9:30 am

1 stop3h 50m

$117

MinneapolisSt. Louis

MSP - STL

MSPSTL

Minneapolis St Paul

Wed 4/1

6:40 am-2:30 pm

2 stops7h 50m

Lambert-St Louis

Tue 4/7

2:30 pm-10:35 pm

2 stops8h 05m

$127

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 3/9

5:07 pm-6:40 pm

Nonstop1h 33m

Chicago Midway

Tue 3/10

2:05 pm-3:44 pm

Nonstop1h 39m

$134

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 3/5

4:42 pm-11:49 am

1 stop19h 07m

Lambert-St Louis

Mon 3/9

2:09 pm-8:23 am

1 stop18h 14m

$134

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 3/7

2:30 pm-4:14 pm

Nonstop1h 44m

Chicago Midway

Mon 3/9

9:30 am-11:07 am

Nonstop1h 37m

$134

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 3/9

6:10 pm-7:49 pm

Nonstop1h 39m

Chicago O'Hare Intl

Tue 3/10

7:00 pm-8:33 pm

Nonstop1h 33m

$134

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 3/5

6:55 am-8:40 am

Nonstop1h 45m

Chicago O'Hare Intl

Tue 3/17

7:00 pm-8:33 pm

Nonstop1h 33m

$134

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 5/6

7:00 am-8:38 am

Nonstop1h 38m

Chicago O'Hare Intl

Mon 5/18

8:05 pm-9:51 pm

Nonstop1h 46m

$134

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 4/18

8:13 am-9:50 am

Nonstop1h 37m

Chicago O'Hare Intl

Tue 4/21

12:42 pm-2:19 pm

Nonstop1h 37m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

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

Have a flexible travel schedule? Discover the best time to fly to Illinois from Wisconsin 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 Wisconsin to Illinois

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $184). 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 WI to IL?

Find hourly flight availability from Wisconsin to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 9, 2026.

One of the essential ways to save on airfare from Wisconsin to Illinois is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 19% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Illinois. Price data was last updated on February 7, 2026.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated February 9, 2026.
See what other customers who have flown with United Airlines and American Airlines from Wisconsin to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

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

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

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

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

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 Wisconsin to Illinois. 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 Wisconsin to Illinois?

    Airlines like Southwest, Delta, and Frontier fly from Wisconsin to Illinois in about 1h 30m. The time it takes to get you to your destination can typically vary by up to 17h 37m. There are 448 mi between Wisconsin and Illinois. 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 Wisconsin to Illinois that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Illinois 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 Wisconsin to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $179). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $184). 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 Wisconsin to Illinois

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

Top 2 airlines flying from Wisconsin to Illinois

Discover the top 2 airlines that operate flights from Wisconsin to Illinois. 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 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$294FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$257FlexibilityNo cancel feeOn-time69%

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