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$49+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Wisconsin to Illinois

Keep the following information in mind while searching for Wisconsin to Illinois flight deals. Data was last updated September 16, 2025.

Round-trip from

$75
(Cheapflightsfares)

One-way from

$49
(United Airlines)

Popular in

November

Cheapest in

June

Average price

$239

Good round-trip deal

$297 or less

Good one-way deal

$113 or less
From Wisconsin to Illinois
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One-way flight from Wisconsin to Illinois
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Highest demand for flights based on searches. 13% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Wisconsin to Illinois.
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Price to beat on a one-way flight from Wisconsin to Illinois.
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Find 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 12/58:41 amMSP - ORD
Nonstop1h 35mFrontier
Mon 3/212:54 pmORD - MSP
Nonstop1h 36mFrontier
Deal found 9/13$75
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/248:54 amMSP - ORD
Nonstop1h 45mSun Country Air
Mon 12/19:18 amORD - MSP
Nonstop1h 42mSun Country Air
Deal found 9/14$92
This Southwest deal was found by Cheapflights users on 9/16. 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.
Thu 10/235:15 amMSP - MDW
Nonstop1h 30mSouthwest
Mon 10/277:45 amMDW - MSP
Nonstop1h 25mSouthwest
Deal found 9/16$97
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/2110:34 pmORD - STL
Nonstop1h 20mAmerican Airlines
Mon 10/274:34 pmSTL - ORD
Nonstop1h 28mAmerican Airlines
Deal found 9/14$97
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:00 amMSP - ORD
Nonstop1h 43mUnited Airlines
Tue 10/217:25 amORD - MSP
Nonstop1h 36mUnited Airlines
Deal found 9/16$97
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/96:53 pmORD - STL
Nonstop1h 33mAmerican Airlines
Mon 10/136:00 amSTL - ORD
Nonstop1h 23mAmerican Airlines
Deal found 9/14$98
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/235:00 amMSP - ORD
Nonstop1h 32mAmerican Airlines
Mon 10/277:36 amORD - MSP
Nonstop1h 39mAmerican Airlines
Deal found 9/16$98
This Kissandfly.com deal was found by Cheapflights users on 9/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:19 pmMSP - ORD
Nonstop1h 31mSun Country Air
Sun 11/96:08 pmORD - MSP
Nonstop1h 42mSun Country Air
Deal found 9/14$99
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:36 amMSP - ORD
Nonstop1h 44mSun Country Air
Thu 11/279:20 amORD - MSP
Nonstop1h 42mSun Country Air
Deal found 9/14$101
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/64:42 pmMSP - ORD
Nonstop1h 38mSun Country Air
Thu 11/67:20 pmORD - MSP
Nonstop1h 42mSun Country Air
Deal found 9/15$104
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:36 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 10/2711:41 amORD - MSP
Nonstop1h 43mSun Country Air
Deal found 9/14$105
This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:06 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 10/2711:41 amORD - MSP
Nonstop1h 43mSun Country Air
Deal found 9/14$106

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 September 16, 2025.
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

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 11/24

8:54 am-10:39 am

Nonstop1h 45m

Chicago O'Hare Intl

Mon 12/1

9:18 am-11:00 am

Nonstop1h 42m

$92

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 11/22

7:10 am-8:55 am

Nonstop1h 45m

Chicago Midway

Sat 11/22

5:55 pm-7:25 pm

Nonstop1h 30m

$97

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 11/8

7:30 am-9:03 am

Nonstop1h 33m

Chicago O'Hare Intl

Sat 11/8

5:40 pm-7:12 pm

Nonstop1h 32m

$97

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 10/22

6:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Sat 10/25

8:51 am-10:27 am

Nonstop1h 36m

$97

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 10/29

1:25 pm-2:55 pm

Nonstop1h 30m

Chicago O'Hare Intl

Wed 11/5

8:57 am-10:30 am

Nonstop1h 33m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 10/15

9:25 am-10:49 am

Nonstop1h 24m

Lambert-St Louis

Wed 10/22

5:00 am-6:30 am

Nonstop1h 30m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 10/22

9:25 am-10:49 am

Nonstop1h 24m

Lambert-St Louis

Thu 10/23

5:00 am-6:30 am

Nonstop1h 30m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 11/6

2:20 pm-3:46 pm

Nonstop1h 26m

Lambert-St Louis

Sat 11/8

5:24 pm-6:47 pm

Nonstop1h 23m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 10/22

6:00 am-9:55 am

1 stop3h 55m

Chicago Midway

Sat 10/25

7:35 pm-9:00 pm

Nonstop1h 25m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 10/11

5:05 pm-6:35 pm

Nonstop1h 30m

Chicago Midway

Tue 10/14

5:55 pm-10:20 pm

1 stop4h 25m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, August is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $245). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $321). 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 September 16, 2025.

When flying from Wisconsin to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Wisconsin to Illinois

Explore weekly flight availability from Wisconsin to Illinois. 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 September 16, 2025.

The most flights from USWI to USIL are scheduled on a Monday (54 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (31 on average).

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 September 16, 2025.
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.
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 Sun Country Air, Southwest, and Delta fly from Wisconsin to Illinois in about 1h 33m. The time it takes to get you to your destination is usually consistent. There are 333 mi between Wisconsin and Illinois. Most flights are nonstop.

  • What are the cheapest airlines to fly from Wisconsin to Illinois one-way?

    The cheapest airlines for a one-way flight from Wisconsin to Illinois are United Airlines ($49), Southwest ($59), and Frontier ($93).

  • 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, August is the cheapest month in which you can book a flight from Wisconsin to Illinois (average of $245). Flying from Wisconsin to Illinois in March is currently the most expensive (average of $321). 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.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$328FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$313FlexibilityNo cancel feeOn-time71%

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