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$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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MKE
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Cheap flight deals from Illinois to Wisconsin

Keep the following information in mind while searching for Illinois to Wisconsin flight deals. Data was last updated November 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$75
(Frontier)

One-way from

$49
(United Airlines)

Popular in

February

Cheapest in

November

Average price

$179

Good round-trip deal

$179 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Chicago (CHI)-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Milwaukee-Mitchell flights.
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From Illinois to Wisconsin
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One-way flight from Illinois to Wisconsin
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Highest demand for flights based on searches. 13% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Illinois to Wisconsin.
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Price to beat on a one-way flight from Illinois to Wisconsin.
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Find 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 November 19, 2025.

This Frontier deal was found by Cheapflights users on 11/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amORD - MSP
Nonstop1h 36mFrontier
Fri 12/192:57 pmMSP - ORD
Nonstop1h 45mFrontier
Deal found 11/18$75
This Trip.com deal was found by Cheapflights users on 11/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amORD - MSP
Nonstop1h 36mMultiple Airlines
Sun 12/149:06 amMSP - ORD
Nonstop1h 45mMultiple Airlines
Deal found 11/17$78
This Super.com deal was found by Cheapflights users on 11/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:26 pmORD - MSP
Nonstop1h 36mFrontier
Mon 12/2210:09 pmMSP - ORD
Nonstop1h 45mFrontier
Deal found 11/17$79
This Super.com deal was found by Cheapflights users on 11/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:00 amORD - MSP
Nonstop1h 36mFrontier
Mon 12/2210:09 pmMSP - ORD
Nonstop1h 45mFrontier
Deal found 11/16$82
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:13 amORD - MSP
Nonstop1h 33mFrontier
Wed 11/268:41 amMSP - ORD
Nonstop1h 35mFrontier
Deal found 11/18$83
This Priceline deal was found by Cheapflights users on 11/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:00 amORD - MSP
Nonstop1h 36mFrontier
Thu 12/1111:29 amMSP - ORD
1 stop10h 55mFrontier
Deal found 11/17$84
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:21 amORD - MSP
1 stop10h 55mFrontier
Fri 12/128:31 amMSP - ORD
Nonstop1h 45mFrontier
Deal found 11/18$89
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amORD - MSP
Nonstop1h 36mMultiple Airlines
Sat 12/136:12 amMSP - ORD
Nonstop1h 44mMultiple Airlines
Deal found 11/18$91
This Sun Country Air deal was found by Cheapflights users on 11/18. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:48 amORD - MSP
Nonstop1h 42mSun Country Air
Sun 12/149:06 amMSP - ORD
Nonstop1h 45mSun Country Air
Deal found 11/18$92
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:00 amORD - MSP
Nonstop1h 36mMultiple Airlines
Sat 12/136:12 amMSP - ORD
Nonstop1h 44mMultiple Airlines
Deal found 11/17$93
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/199:39 amORD - MSP
Nonstop1h 39mSun Country Air
Tue 12/238:36 amMSP - ORD
Nonstop1h 50mSun Country Air
Deal found 11/17$96
This Southwest deal was found by Cheapflights users on 11/19. 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 12/241:45 pmMDW - MSP
Nonstop1h 30mSouthwest
Thu 12/2510:30 amMSP - MDW
Nonstop1h 30mSouthwest
Deal found 11/19$97

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 November 19, 2025.
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

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 12/12

11:48 am-1:30 pm

Nonstop1h 42m

Minneapolis St Paul

Sun 12/14

9:06 am-10:51 am

Nonstop1h 45m

$92

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 12/27

8:26 pm-10:05 pm

Nonstop1h 39m

Minneapolis St Paul

Thu 1/1

3:36 pm-5:14 pm

Nonstop1h 38m

$98

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 12/27

8:26 pm-10:05 pm

Nonstop1h 39m

Minneapolis St Paul

Wed 12/31

8:54 am-10:44 am

Nonstop1h 50m

$138

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 12/24

11:03 am-12:42 pm

Nonstop1h 39m

Minneapolis St Paul

Sun 12/28

5:30 am-7:19 am

Nonstop1h 49m

$138

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Thu 12/4

7:08 pm-8:19 pm

Nonstop1h 11m

Chicago O'Hare Intl

Mon 12/8

4:50 pm-5:52 pm

Nonstop1h 02m

$149

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/7

6:35 am-1:08 pm

1 stop6h 33m

Chicago O'Hare Intl

Tue 1/27

5:59 pm-11:37 pm

1 stop5h 38m

$157

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Tue 12/16

7:08 pm-8:19 pm

Nonstop1h 11m

Chicago O'Hare Intl

Tue 12/23

7:45 am-9:05 am

Nonstop1h 20m

$159

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 12/3

9:49 am-11:00 am

Nonstop1h 11m

Chicago O'Hare Intl

Sun 12/7

4:50 pm-5:52 pm

Nonstop1h 02m

$159

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 12/3

9:49 am-11:00 am

Nonstop1h 11m

Chicago O'Hare Intl

Wed 12/10

7:45 am-8:48 am

Nonstop1h 03m

$159

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 12/17

7:08 pm-8:19 pm

Nonstop1h 11m

Chicago O'Hare Intl

Wed 12/24

7:45 am-9:05 am

Nonstop1h 20m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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 November 19, 2025.

One of the essential ways to save on airfare from Illinois to Wisconsin is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 23% 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 December 16, 2024.

Travelers seeking maximum savings on their Illinois to Wisconsin flight should consider departing on Wednesday evenings 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 November 19, 2025.

The most flights from USIL to USWI are scheduled on a Tuesday (50 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (36 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 November 19, 2025.
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
9,023 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,023 reviews
United Airlines
7.4
Good
9,023 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,046 reviews
United Airlines
7.4
Good
9,023 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 11m. 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.

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

    One-way options have recently been found by users for as low as $49 on United Airlines. Other airlines that offer cheap prices include Sun Country Air from $59 and Delta from $59 one-way.

  • 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$290FlexibilityNo cancel feeOn-time69%

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