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$59+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
1 adult, Economy
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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 January 2, 2026.

This United Airlines deal was found by Cheapflights users on 12/31. 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.
Wed 12/315:00 amMKE - ORD
Nonstop1h 22mUnited Airlines
Wed 12/316:40 pmORD - MKE
Nonstop1h 15mUnited Airlines
Deal found 12/31$231
This Kiwi.com deal was found by Cheapflights users on 12/30. 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.
Wed 12/318:54 amMSP - ORD
Nonstop1h 50mSun Country Air
Thu 1/16:14 pmORD - MSP
Nonstop1h 39mSun Country Air
Deal found 12/30$253
This United Airlines deal was found by Cheapflights users on 12/31. 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.
Wed 12/315:18 pmMSP - ORD
Nonstop1h 37mUnited Airlines
Wed 12/319:15 pmORD - MSP
1 stop13h 40mUnited Airlines
Deal found 12/31$307
This Priceline deal was found by Cheapflights users on 12/30. 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.
Wed 12/3110:00 amMSP - ORD
1 stop3h 45mMultiple Airlines
Thu 1/16:14 pmORD - MSP
Nonstop1h 39mMultiple Airlines
Deal found 12/30$481
This Cheapflightsfares deal was found by Cheapflights users on 12/31. 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.
Wed 12/318:54 amMSP - ORD
Nonstop1h 50mSun Country Air
Sun 1/47:50 pmORD - MSP
Nonstop1h 39mSun Country Air
Deal found 12/31$496
This Priceline deal was found by Cheapflights users on 12/30. 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.
Wed 12/3110:00 amMSP - ORD
1 stop3h 45mMultiple Airlines
Fri 1/211:51 amORD - MSP
Nonstop1h 39mMultiple Airlines
Deal found 12/30$501
This Priceline deal was found by Cheapflights users on 12/31. 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.
Wed 12/318:54 amMSP - ORD
Nonstop1h 50mMultiple Airlines
Sun 1/410:30 amORD - MSP
1 stop2h 45mMultiple Airlines
Deal found 12/31$541
This Cheapflightsfares deal was found by Cheapflights users on 12/31. 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.
Wed 12/3110:00 amMSP - ORD
1 stop3h 45mDenver Air Connection
Wed 1/710:30 amORD - MSP
1 stop2h 45mDenver Air Connection
Deal found 12/31$569
This United Airlines deal was found by Cheapflights users on 12/30. 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 12/305:22 pmGRB - ORD
Nonstop1h 27mUnited Airlines
Wed 12/318:20 pmORD - GRB
Nonstop1h 16mUnited Airlines
Deal found 12/30$589
This Southwest deal was found by Cheapflights users on 12/31. 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 12/317:15 amMSP - MDW
Nonstop1h 45mSouthwest
Wed 1/77:45 pmMDW - MSP
Nonstop1h 30mSouthwest
Deal found 12/31$594
This United Airlines deal was found by Cheapflights users on 12/31. 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.
Wed 12/315:18 pmMSP - ORD
Nonstop1h 37mUnited Airlines
Wed 1/78:18 pmORD - MSP
Nonstop1h 39mUnited Airlines
Deal found 12/31$594
This Kiwi.com deal was found by Cheapflights users on 12/30. 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.
Wed 12/3110:00 amMSP - ORD
1 stop3h 45mMultiple Airlines
Wed 1/74:49 pmORD - MSP
1 stop17h 39mMultiple Airlines
Deal found 12/30$605

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 January 2, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$92
(Booking.com)

One-way from

$59
(Sun Country Air)

Popular in

January

Cheapest in

June

Average price

$361

Good round-trip deal

$287 or less

Good one-way deal

$190 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago (CHI) flights.
Search Deals
From Wisconsin to Illinois
Search Deals
One-way flight from Wisconsin to Illinois
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Wisconsin to Illinois.
Search Deals
Price to beat on a one-way flight from Wisconsin to Illinois.
Search Deals

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 January 2, 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

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 1/17

2:30 pm-4:16 pm

Nonstop1h 46m

Chicago Midway

Sun 1/18

9:50 am-11:34 am

Nonstop1h 44m

$143

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 2/14

8:50 am-10:25 am

Nonstop1h 35m

Chicago O'Hare Intl

Sat 2/14

6:51 pm-8:27 pm

Nonstop1h 36m

$143

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 1/17

7:55 pm-9:43 pm

Nonstop1h 48m

Chicago O'Hare Intl

Sun 1/18

6:45 pm-8:23 pm

Nonstop1h 38m

$143

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 1/29

7:41 pm-6:44 pm

1 stop23h 03m

Lambert-St Louis

Mon 2/2

5:42 pm-7:41 pm

1 stop25h 59m

$147

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 2/5

11:51 am-11:33 pm

1 stop11h 42m

Lambert-St Louis

Mon 2/9

5:42 pm-7:41 pm

1 stop25h 59m

$154

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 1/22

11:51 am-11:33 pm

1 stop11h 42m

Lambert-St Louis

Mon 1/26

5:42 pm-1:13 pm

1 stop19h 31m

$164

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Sat 1/24

10:52 am-12:29 pm

Nonstop1h 37m

Lambert-St Louis

Mon 1/26

3:11 pm-4:55 pm

Nonstop1h 44m

$171

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Wed 4/8

5:18 pm-6:49 pm

Nonstop1h 31m

Chicago O'Hare Intl

Fri 4/17

3:38 pm-4:48 pm

Nonstop1h 10m

$179

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Thu 1/29

3:42 pm-5:04 pm

Nonstop1h 22m

Chicago O'Hare Intl

Thu 2/5

5:50 pm-7:03 pm

Nonstop1h 13m

$179

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Fri 1/30

4:53 pm-6:20 pm

Nonstop1h 27m

Chicago O'Hare Intl

Fri 2/6

3:15 pm-4:23 pm

Nonstop1h 08m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

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 January 2, 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 December 27, 2025.

Travelers seeking maximum savings on their Wisconsin to Illinois flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday 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 January 2, 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.
United Airlines
7.4
Good
9,132 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,132 reviews
United Airlines
7.4
Good
9,132 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,074 reviews
United Airlines
7.4
Good
9,132 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 Delta, United Airlines, and American Airlines fly from Wisconsin to Illinois in about 1h 31m. The time it takes to get you to your destination is usually consistent. There are 173 mi between Wisconsin and Illinois. Most flights are nonstop.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$257FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$295FlexibilityNo cancel feeOn-time71%

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