HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$58+ Cheap flights from Chicago (CHI) 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Wisconsin with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Wisconsin

Keep the following information in mind while searching for Chicago to Wisconsin flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$97
(Delta)

One-way from

$58
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$194

Good round-trip deal

$184 or less

Good one-way deal

$119 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 Chicago (CHI) to Wisconsin
Search Deals
One-way flight from Chicago (CHI) to Wisconsin
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Wisconsin.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Wisconsin.
Search Deals

Find flight deals from Chicago to Wisconsin

Cheapest flights from Chicago to Wisconsin
Explore the most affordable flight options available from Chicago to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:24 amORD - MSP
Nonstop1h 30mDelta
Mon 5/195:45 pmMSP - ORD
Nonstop1h 37mDelta
Deal found 4/17$97
This Southwest deal was found by Cheapflights users on 4/16. 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.
Wed 5/148:40 pmMDW - MSP
Nonstop1h 30mSouthwest
Mon 5/192:20 pmMSP - MDW
Nonstop1h 30mSouthwest
Deal found 4/16$97
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/810:28 pmORD - MSP
Nonstop1h 31mAmerican Airlines
Mon 5/125:28 amMSP - ORD
Nonstop1h 31mAmerican Airlines
Deal found 4/17$98
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Sun 5/45:30 pmMSP - ORD
Nonstop1h 39mSun Country Air
Deal found 4/16$116
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/81:55 pmMDW - MSP
Nonstop1h 40mDelta
Tue 5/1311:40 amMSP - MDW
Nonstop1h 35mDelta
Deal found 4/16$127
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/95:21 pmORD - MSP
1 stop7h 12mMultiple Airlines
Mon 5/195:30 pmMSP - ORD
Nonstop1h 39mMultiple Airlines
Deal found 4/16$144
This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/95:21 pmORD - MSP
1 stop7h 12mFrontier
Mon 5/126:00 amMSP - ORD
1 stop17h 41mFrontier
Deal found 4/16$161
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Fri 5/234:48 pmORD - GRB
Nonstop1h 02mAmerican Airlines
Mon 5/266:22 pmGRB - ORD
Nonstop1h 10mAmerican Airlines
Deal found 4/16$179
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:35 amORD - MKE
Nonstop0h 47mAmerican Airlines
Thu 5/226:30 amMKE - ORD
Nonstop1h 00mAmerican Airlines
Deal found 4/17$179
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/279:50 amORD - ATW
Nonstop1h 06mAmerican Airlines
Sat 8/166:19 amATW - ORD
Nonstop1h 11mAmerican Airlines
Deal found 4/17$179
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Thu 5/229:01 amORD - DLH
Nonstop1h 51mUnited Airlines
Sun 5/2511:27 amDLH - ORD
Nonstop1h 48mUnited Airlines
Deal found 4/16$179
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 5/1410:21 amORD - MSN
Nonstop0h 58mAmerican Airlines
Wed 5/216:28 pmMSN - ORD
Nonstop1h 01mAmerican Airlines
Deal found 4/16$179

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 April 17, 2025.
Use the filters below to find and compare flights from Chicago to Wisconsin that are best for you.

Fly from

Chicago

Fly to

Wisconsin

Route

Depart

Return

Price

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 5/15

6:24 am-7:54 am

Nonstop1h 30m

Minneapolis St Paul

Mon 5/19

5:45 pm-7:22 pm

Nonstop1h 37m

$97

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 5/13

5:05 pm-6:35 pm

Nonstop1h 30m

Minneapolis St Paul

Wed 5/14

2:25 pm-3:55 pm

Nonstop1h 30m

$97

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 5/8

10:28 pm-11:59 pm

Nonstop1h 31m

Minneapolis St Paul

Mon 5/12

5:28 am-6:59 am

Nonstop1h 31m

$98

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 5/2

8:05 pm-9:49 pm

Nonstop1h 44m

Minneapolis St Paul

Sun 5/4

5:30 pm-7:09 pm

Nonstop1h 39m

$116

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 5/8

1:55 pm-3:35 pm

Nonstop1h 40m

Minneapolis St Paul

Sun 5/11

7:03 am-8:36 am

Nonstop1h 33m

$140

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 5/9

5:21 pm-12:33 am

1 stop7h 12m

Minneapolis St Paul

Mon 5/19

5:30 pm-7:09 pm

Nonstop1h 39m

$144

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 5/9

5:21 pm-12:33 am

1 stop7h 12m

Minneapolis St Paul

Mon 5/12

6:00 am-11:41 pm

1 stop17h 41m

$161

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 5/1

8:03 pm-12:33 am

1 stop28h 30m

Minneapolis St Paul

Thu 5/8

6:00 am-7:08 pm

1 stop13h 08m

$171

ChicagoDuluth

ORD - DLH

ORDDLH

Chicago O'Hare Intl

Thu 5/22

9:01 am-10:52 am

Nonstop1h 51m

Duluth Intl

Sun 5/25

11:27 am-1:15 pm

Nonstop1h 48m

$179

ChicagoGreen Bay

ORD - GRB

ORDGRB

Chicago O'Hare Intl

Fri 5/23

4:48 pm-5:50 pm

Nonstop1h 02m

Green Bay Austin-Straubel

Mon 5/26

6:22 pm-7:32 pm

Nonstop1h 10m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Chicago to Wisconsin

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

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

Currently, February is the cheapest month in which you can book a flight from Chicago to Wisconsin (average of $280). Flying from Chicago to Wisconsin in June is currently the most expensive (average of $376). 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 CHI to WI?

Find hourly flight availability from Chicago 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 April 17, 2025.

When flying from Chicago to Wisconsin, 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 Chicago to Wisconsin

Explore weekly flight availability from Chicago 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 April 17, 2025.

The most flights from CHI to USWI are scheduled on a Wednesday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 April 17, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to Wisconsin have to say. 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.
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,926 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    $58 is the cheapest one-way deal found within the past few days, from Sun Country Air. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $59 and $79, respectively.

  • What are the most popular routes from Chicago to Wisconsin?

    Most travelers choose Chicago O'Hare Intl - Minneapolis St Paul, Chicago Midway - Minneapolis St Paul or Chicago O'Hare Intl - Duluth Intl when deciding on the best route from Chicago to Wisconsin.

  • What are the most reliable airlines from Chicago to Wisconsin?

    Before booking your flight to Wisconsin from Chicago, check out the most reliable airlines to get you to your destination on time: Republic Airways (100%), Aer Lingus (78%), SkyWest Airlines( 72%).

  • What are the cheapest flights from Chicago to Wisconsin?

    On average you can expect to pay $217 for a flight from Chicago to Wisconsin. The cheapest flight overall is $119 while the most popular route, (Chicago O'Hare Intl - Minneapolis St Paul) is currently priced at $97.

  • Can I find deals for flights from Chicago to Wisconsin that include hotel bookings?

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Chicago to Wisconsin (average of $280). Flying from Chicago to Wisconsin in June is currently the most expensive (average of $376). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Seattle flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Newark flights
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Boston flights
Midway to Las Vegas flights
O'Hare Intl to Denver flights
Midway to Newark flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Los Angeles flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Tampa flights
O'Hare Intl to Hobby flights
O'Hare Intl to San Diego flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Atlanta flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Austin flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Portland flights
Midway to LaGuardia flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Nashville flights
St. Louis to Seattle flights
O'Hare Intl to Ontario flights
St. Louis to Las Vegas flights
O'Hare Intl to Burbank flights
O'Hare Intl to Charleston flights
Midway to Hobby flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Baltimore flights
Midway to Atlanta flights
Midway to Seattle flights
O'Hare Intl to Savannah flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Midway to Los Angeles flights
Midway to San Francisco flights
O'Hare Intl to Raleigh flights

Top 2 airlines flying from Chicago to Wisconsin

Discover the top 2 airlines that operate flights from Chicago 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$169Average$317FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$184Average$366FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.