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$75+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Chicago to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Wisconsin (USWI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$145
(Justfly.com)

One-way from

$75
(Cheapflightsfares)

Good round-trip deal

$180 or less

Good one-way deal

$146 or less
From Chicago (CHI) to Wisconsin
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One-way flight from Chicago (CHI) to Wisconsin
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Price to beat on a round-trip flight from Chicago (CHI) to Wisconsin.
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Price to beat on a one-way flight from Chicago (CHI) to Wisconsin.
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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 January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/18:05 pmORD - MSP
Nonstop1h 44mSun Country Air
Sun 5/45:30 pmMSP - ORD
Nonstop1h 39mSun Country Air
Deal found 1/19$143
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/286:45 pmORD - MSP
Nonstop1h 40mMultiple Airlines
Mon 3/312:12 pmMSP - ORD
1 stop12h 32mMultiple Airlines
Deal found 1/19$145
This Gotogate deal was found by Cheapflights users on 1/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/216:40 amMDW - MSP
1 stop16h 48mFrontier
Sat 2/226:00 amMSP - MDW
1 stop18h 17mFrontier
Deal found 1/21$146
This Southwest deal was found by Cheapflights users on 1/21. 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 2/135:25 amMDW - MSP
1 stop3h 50mSouthwest
Mon 2/175:00 amMSP - MDW
Nonstop1h 45mSouthwest
Deal found 1/21$147
This CheapOair deal was found by Cheapflights users on 1/20. 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 2/216:50 amORD - MSP
1 stop16h 38mFrontier
Mon 2/246:00 amMSP - ORD
1 stop18h 44mFrontier
Deal found 1/20$150
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 3/121:16 pmMDW - MSP
Nonstop1h 39mDelta
Mon 3/1712:45 pmMSP - MDW
Nonstop1h 30mDelta
Deal found 1/20$167
This Mytrip deal was found by Cheapflights users on 1/20. 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 3/2811:00 amORD - IWD
Nonstop1h 15mDenver Air Connection
Mon 3/3112:45 pmIWD - ORD
Nonstop1h 15mDenver Air Connection
Deal found 1/20$171
This Delta deal was found by Cheapflights users on 1/21. 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 2/1511:35 amORD - MSP
Nonstop1h 36mDelta
Mon 2/177:10 amMSP - ORD
Nonstop1h 49mDelta
Deal found 1/21$176
This United Airlines deal was found by Cheapflights users on 1/21. 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 3/1211:05 amORD - MKE
Nonstop0h 54mUnited Airlines
Wed 3/191:25 pmMKE - ORD
Nonstop1h 05mUnited Airlines
Deal found 1/21$189
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/410:10 amORD - ATW
Nonstop1h 02mAmerican Airlines
Sat 2/812:30 pmATW - ORD
Nonstop1h 21mAmerican Airlines
Deal found 1/20$189
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/410:16 amORD - MSN
Nonstop0h 59mAmerican Airlines
Tue 3/112:56 pmMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 1/20$189
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/192:50 pmORD - MKE
Nonstop0h 57mAmerican Airlines
Wed 2/261:00 pmMKE - ORD
Nonstop1h 06mAmerican Airlines
Deal found 1/20$193

Find flights from Chicago to Wisconsin within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 5/1

8:05 pm-9:49 pm

Nonstop1h 44m

Minneapolis St Paul

Sun 5/4

5:30 pm-7:09 pm

Nonstop1h 39m

$143

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 2/28

6:45 pm-8:25 pm

Nonstop1h 40m

Minneapolis St Paul

Mon 3/3

12:12 pm-12:44 am

1 stop12h 32m

$145

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Fri 2/21

6:40 am-11:28 pm

1 stop16h 48m

Minneapolis St Paul

Sat 2/22

6:00 am-12:17 am

1 stop18h 17m

$146

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/13

5:25 am-9:15 am

1 stop3h 50m

Minneapolis St Paul

Mon 2/17

5:00 am-6:45 am

Nonstop1h 45m

$147

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 2/21

6:50 am-11:28 pm

1 stop16h 38m

Minneapolis St Paul

Mon 2/24

12:12 pm-12:44 am

1 stop12h 32m

$150

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 2/21

9:46 pm-11:17 pm

Nonstop1h 31m

Minneapolis St Paul

Thu 2/27

9:45 am-11:24 am

Nonstop1h 39m

$152

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 3/12

1:16 pm-2:55 pm

Nonstop1h 39m

Minneapolis St Paul

Mon 3/17

4:44 pm-6:18 pm

Nonstop1h 34m

$167

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 2/15

11:35 am-1:11 pm

Nonstop1h 36m

Minneapolis St Paul

Mon 2/17

7:10 am-8:59 am

Nonstop1h 49m

$176

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 3/12

11:05 am-11:59 am

Nonstop0h 54m

Milwaukee-Mitchell

Wed 3/19

1:25 pm-2:30 pm

Nonstop1h 05m

$189

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 3/4

8:08 pm-9:14 pm

Nonstop1h 06m

Madison Truax Field

Tue 3/11

6:15 am-7:22 am

Nonstop1h 07m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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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.

Travel insights for flights from Chicago to Wisconsin

Get recent, data-driven insights about flights from Chicago to Wisconsin including ideal travel times, pricing trends, and more.

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 January 21, 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 January 21, 2025.

The most flights from CHI to USWI are scheduled on a Thursday (43 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (37 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 January 21, 2025.
See what other customers who have flown with United Airlines, American Airlines and Spirit Airlines 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.
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Sun Country Air
7.0
Good
386 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $75 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Sun Country Air, with prices starting from $79 and $88, 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 (88%), Qatar Airways (82%), Japan Airlines( 79%).

  • What are the cheapest flights from Chicago to Wisconsin?

    On average you can expect to pay $274 for a flight from Chicago to Wisconsin. The cheapest flight overall is $124 while the most popular route, (Chicago O'Hare Intl - Minneapolis St Paul) is currently priced at $113.

  • 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.

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Alternative routes for Chicago 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 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$169Average$311FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$353FlexibilityNo cancel feeOn-time71%
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