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$61+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
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 December 22, 2024.

Round-trip from

$123
(Mytrip)

One-way from

$61
(Mytrip)
From Chicago (CHI) to Wisconsin
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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 December 22, 2024.

This eDestinos deal was found by Cheapflights users on 12/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:35 pmORD - MSP
Nonstop1h 31mSun Country Air
Sun 1/55:27 pmMSP - ORD
Nonstop1h 38mSun Country Air
Deal found 12/19$150
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2510:00 amORD - MSP
Nonstop1h 31mMultiple Airlines
Wed 1/15:45 amMSP - ORD
1 stop18h 01mMultiple Airlines
Deal found 12/21$184
This Delta deal was found by Cheapflights users on 12/20. 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.
Tue 12/3110:05 amORD - MSP
Nonstop1h 52mDelta
Tue 12/318:55 pmMSP - ORD
Nonstop1h 57mDelta
Deal found 12/20$225
This Delta deal was found by Cheapflights users on 12/20. 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.
Tue 12/3111:48 amMDW - MSP
Nonstop1h 43mDelta
Wed 1/19:16 amMSP - MDW
Nonstop1h 52mDelta
Deal found 12/20$225
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3110:55 amMDW - MSP
Nonstop1h 30mSouthwest
Tue 12/313:50 pmMSP - MDW
1 stop4h 15mSouthwest
Deal found 12/20$230
This Gotogate deal was found by Cheapflights users on 12/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:00 amORD - MSP
1 stop17h 56mFrontier
Wed 1/15:45 amMSP - ORD
1 stop18h 01mFrontier
Deal found 12/19$345
This eDestinos deal was found by Cheapflights users on 12/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/272:35 pmMDW - MSP
1 stop21h 42mMultiple Airlines
Thu 1/24:41 pmMSP - MDW
1 stop20h 43mMultiple Airlines
Deal found 12/19$347
This Mytrip deal was found by Cheapflights users on 12/19. 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.
Tue 12/319:35 pmORD - MSP
2 stops14h 42mSpirit Airlines
Sun 1/55:00 amMSP - ORD
3 stops27h 37mSpirit Airlines
Deal found 12/19$391
This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:00 amMDW - MSP
1 stop16h 56mFrontier
Sat 1/45:45 amMSP - MDW
1 stop7h 23mFrontier
Deal found 12/20$410
This Gotogate deal was found by Cheapflights users on 12/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2811:00 amORD - MSP
1 stop5h 00mDenver Air Connection
Mon 12/301:30 pmMSP - ORD
1 stop24h 30mDenver Air Connection
Deal found 12/20$429
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2910:00 amORD - MKE
Nonstop0h 49mAmerican Airlines
Sun 1/56:15 amMKE - ORD
Nonstop1h 06mAmerican Airlines
Deal found 12/21$459
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Sat 12/288:20 pmORD - MSP
Nonstop1h 35mUnited Airlines
Wed 1/16:00 amMSP - ORD
Nonstop1h 42mUnited Airlines
Deal found 12/21$503

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Mon 2/3

7:50 am-11:08 pm

1 stop15h 18m

Minneapolis St Paul

Mon 2/10

6:00 am-2:11 pm

1 stop8h 11m

$123

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 4/18

11:40 am-1:24 pm

Nonstop1h 44m

Minneapolis St Paul

Sun 4/20

4:27 pm-6:06 pm

Nonstop1h 39m

$126

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 2/4

8:15 am-11:08 pm

1 stop14h 53m

Minneapolis St Paul

Tue 2/11

6:00 am-12:17 am

1 stop18h 17m

$126

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 1/14

8:30 am-10:00 am

Nonstop1h 30m

Minneapolis St Paul

Tue 1/14

1:10 pm-2:40 pm

Nonstop1h 30m

$133

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 2/4

11:35 am-1:11 pm

Nonstop1h 36m

Minneapolis St Paul

Tue 2/11

8:20 pm-9:58 pm

Nonstop1h 38m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 2/4

6:59 pm-8:42 pm

Nonstop1h 43m

Minneapolis St Paul

Tue 2/11

4:05 pm-5:43 pm

Nonstop1h 38m

$137

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 5/15

6:15 am-1:17 pm

1 stop7h 02m

Minneapolis St Paul

Sun 5/18

5:30 pm-7:09 pm

Nonstop1h 39m

$152

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 5/10

6:15 am-1:17 pm

1 stop7h 02m

Minneapolis St Paul

Sat 5/10

2:17 pm-10:21 pm

1 stop8h 04m

$159

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 1/15

7:10 am-8:46 am

Nonstop1h 36m

Minneapolis St Paul

Wed 1/22

7:55 am-9:37 am

Nonstop1h 42m

$197

ChicagoDuluth

ORD - DLH

ORDDLH

Chicago O'Hare Intl

Fri 1/10

7:10 pm-11:02 pm

1 stop3h 52m

Duluth Intl

Wed 1/15

6:00 pm-9:58 pm

1 stop3h 58m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

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 December 22, 2024.

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 December 22, 2024.

The most flights from CHI to USWI are scheduled on a Friday (46 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (23 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 December 22, 2024.
See what other customers who have flown with Frontier, Sun Country Air 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
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

Alaska Airlines
8.0
Very good
9,537 reviews
Southwest
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
8,597 reviews
Southwest
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

JetBlue
7.4
Good
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
9,035 reviews
Southwest
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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?

    $61 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Sun Country Air and Delta, with prices starting from $68 and $69, 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: Japan Airlines (89%), American Airlines (88%), Air Wisconsin( 88%).

  • What are the cheapest flights from Chicago to Wisconsin?

    On average you can expect to pay $244 for a flight from Chicago to Wisconsin. The cheapest flight overall is $115 while the most popular route, (Chicago O'Hare Intl - Minneapolis St Paul) is currently priced at $126.

  • 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$169Average$325FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$353FlexibilityNo cancel feeOn-time71%
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