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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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MKE
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Sun Country Air deal was found by Cheapflights users on 11/20. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1212:22 pmORD - MSP
Nonstop1h 36mSun Country Air
Tue 12/178:40 amMSP - ORD
Nonstop1h 51mSun Country Air
Deal found 11/20$118
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/167:25 amORD - MSP
1 stop15h 33mMultiple Airlines
Tue 12/178:40 amMSP - ORD
Nonstop1h 51mMultiple Airlines
Deal found 11/20$132
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/172:30 pmORD - MSP
Nonstop1h 33mUnited Airlines
Tue 12/3111:33 amMSP - ORD
Nonstop1h 42mUnited Airlines
Deal found 11/20$137
This Delta deal was found by Cheapflights users on 11/20. 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 12/189:38 amMDW - MSP
Nonstop1h 41mDelta
Wed 12/259:16 amMSP - MDW
Nonstop1h 52mDelta
Deal found 11/20$137
This CheapOair deal was found by Cheapflights users on 11/20. 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.
Mon 12/167:25 amORD - MSP
1 stop15h 33mFrontier
Tue 12/175:45 amMSP - ORD
1 stop7h 04mFrontier
Deal found 11/20$138
This Southwest deal was found by Cheapflights users on 11/20. 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 12/248:30 amMDW - MSP
Nonstop1h 30mSouthwest
Tue 12/313:50 pmMSP - MDW
Nonstop1h 30mSouthwest
Deal found 11/20$138
This Frontier deal was found by Cheapflights users on 11/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/127:15 amMDW - MSP
1 stop15h 43mFrontier
Sun 12/156:00 amMSP - MDW
1 stop18h 13mFrontier
Deal found 11/20$139
This Delta deal was found by Cheapflights users on 11/21. 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.
Wed 12/119:50 amORD - MSP
Nonstop1h 39mDelta
Thu 12/127:10 amMSP - ORD
Nonstop1h 47mDelta
Deal found 11/21$142
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/127:09 pmORD - MSP
Nonstop1h 33mAmerican Airlines
Fri 12/136:59 amMSP - ORD
Nonstop1h 55mAmerican Airlines
Deal found 11/19$147
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/182:15 pmORD - MKE
Nonstop0h 57mUnited Airlines
Wed 12/255:00 amMKE - ORD
Nonstop1h 16mUnited Airlines
Deal found 11/20$179
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/1010:05 amORD - MSN
Nonstop1h 01mAmerican Airlines
Tue 12/175:30 amMSN - ORD
Nonstop1h 03mAmerican Airlines
Deal found 11/20$179
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/198:25 pmORD - MKE
Nonstop1h 08mAmerican Airlines
Thu 12/266:15 amMKE - ORD
Nonstop1h 06mAmerican Airlines
Deal found 11/20$198

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 12/12

12:22 pm-1:58 pm

Nonstop1h 36m

Minneapolis St Paul

Tue 12/17

8:40 am-10:31 am

Nonstop1h 51m

$118

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Fri 2/7

7:15 am-11:08 pm

1 stop15h 53m

Minneapolis St Paul

Mon 2/10

6:00 am-12:17 am

1 stop18h 17m

$128

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 1/23

7:25 am-11:08 pm

1 stop15h 43m

Minneapolis St Paul

Mon 1/27

6:00 am-2:11 pm

1 stop8h 11m

$131

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Mon 12/16

7:25 am-10:58 pm

1 stop15h 33m

Minneapolis St Paul

Tue 12/17

8:40 am-10:31 am

Nonstop1h 51m

$132

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 12/17

2:30 pm-4:03 pm

Nonstop1h 33m

Minneapolis St Paul

Tue 12/31

11:33 am-1:15 pm

Nonstop1h 42m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 12/18

9:38 am-11:19 am

Nonstop1h 41m

Minneapolis St Paul

Wed 12/25

9:16 am-11:08 am

Nonstop1h 52m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 12/24

8:30 am-10:00 am

Nonstop1h 30m

Minneapolis St Paul

Tue 12/31

3:50 pm-5:20 pm

Nonstop1h 30m

$138

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 12/11

9:50 am-11:29 am

Nonstop1h 39m

Minneapolis St Paul

Thu 12/12

7:10 am-8:57 am

Nonstop1h 47m

$142

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 5/20

6:15 am-1:17 pm

1 stop7h 02m

Minneapolis St Paul

Wed 5/21

2:17 pm-10:21 pm

1 stop8h 04m

$169

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 1/8

12:40 pm-1:46 pm

Nonstop1h 06m

Madison Truax Field

Wed 1/22

10:38 am-11:50 am

Nonstop1h 12m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

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, January is the cheapest month in which you can book a flight from Chicago to Wisconsin (average of $277). Flying from Chicago to Wisconsin in June is currently the most expensive (average of $361). 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 November 21, 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 November 21, 2024.

The most flights from CHI to USWI are scheduled on a Wednesday (50 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 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 November 21, 2024.
See what other customers who have flown with Delta, Sun Country Air and Frontier 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
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,759 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,395 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,173 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 United Airlines, 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: Avianca (95%), Japan Airlines (89%), American Airlines( 88%).

  • What are the cheapest flights from Chicago to Wisconsin?

    On average you can expect to pay $264 for a flight from Chicago to Wisconsin. The cheapest flight overall is $116 while the most popular route, (Chicago O'Hare Intl - Minneapolis St Paul) is currently priced at $116.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Wisconsin (average of $277). Flying from Chicago to Wisconsin in June is currently the most expensive (average of $361). 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$325FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$354FlexibilityNo cancel feeOn-time71%
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