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$81+ Cheap flights from Midway (MDW) 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MKE
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Midway to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$147
(Southwest)

One-way from

$84
(Delta)

Popular in

December

Cheapest in

March

Average price

$239
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 Chicago Midway to Wisconsin
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One-way flight from Chicago Midway to Wisconsin
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Highest demand for flights based on searches. 25% potential increase in price ($97 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Midway to Wisconsin

Cheapest flights from Midway to Wisconsin
Explore the most affordable flight options available from Midway to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2025.

This Southwest deal was found by Cheapflights users on 1/30. 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 3/277:15 amMDW - MSP
Nonstop1h 30mSouthwest
Mon 3/315:45 pmMSP - MDW
1 stop4h 00mSouthwest
Deal found 1/30$147
This CheapOair deal was found by Cheapflights users on 1/30. 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.
Thu 2/275:10 amMDW - MSP
1 stop11h 34mFrontier
Fri 2/286:00 amMSP - MDW
1 stop18h 17mFrontier
Deal found 1/30$150
This Delta deal was found by Cheapflights users on 1/30. 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 4/57:13 pmMDW - MSP
Nonstop1h 37mDelta
Wed 4/912:45 pmMSP - MDW
Nonstop1h 32mDelta
Deal found 1/30$152
This eDestinos deal was found by Cheapflights users on 1/30. 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.
Thu 3/66:40 amMDW - MKE
2 stops35h 05mFrontier
Thu 3/1310:32 amMKE - MDW
1 stop13h 45mFrontier
Deal found 1/30$245
This Delta deal was found by Cheapflights users on 1/30. 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 4/195:59 pmMDW - GRB
1 stop3h 42mDelta
Sat 5/311:53 amGRB - MDW
1 stop6h 11mDelta
Deal found 1/30$294
This Delta deal was found by Cheapflights users on 1/29. 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 3/111:25 amMDW - CWA
1 stop4h 11mDelta
Sun 3/27:00 amCWA - MDW
1 stop5h 42mDelta
Deal found 1/29$316
This eDestinos deal was found by Cheapflights users on 1/30. 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.
Thu 3/612:45 pmMDW - MKE
1 stop9h 23mMultiple Airlines
Thu 3/1310:32 amMKE - MDW
1 stop13h 45mMultiple Airlines
Deal found 1/30$326
This Delta deal was found by Cheapflights users on 1/30. 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 2/256:59 pmMDW - DLH
1 stop15h 03mDelta
Sun 3/210:46 amDLH - MDW
1 stop25h 56mDelta
Deal found 1/30$410

Find flights from Midway to Wisconsin within your budget

Customize your flight search to find flights from Midway 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 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 3/27

7:15 am-8:45 am

Nonstop1h 30m

Minneapolis St Paul

Mon 3/31

5:45 pm-9:45 pm

1 stop4h 00m

$147

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/27

5:10 am-4:44 pm

1 stop11h 34m

Minneapolis St Paul

Fri 2/28

6:00 am-12:17 am

1 stop18h 17m

$150

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 4/5

7:13 pm-8:50 pm

Nonstop1h 37m

Minneapolis St Paul

Wed 4/9

12:45 pm-2:17 pm

Nonstop1h 32m

$152

ChicagoDuluth

MDW - DLH

MDWDLH

Chicago Midway

Wed 3/12

1:16 pm-5:25 pm

1 stop4h 09m

Duluth Intl

Wed 3/19

2:34 pm-6:18 pm

1 stop3h 44m

$198

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 3/6

6:40 am-5:45 pm

2 stops35h 05m

Milwaukee-Mitchell

Thu 3/13

10:32 am-12:17 am

1 stop13h 45m

$245

ChicagoWausau

MDW - CWA

MDWCWA

Chicago Midway

Sat 3/1

11:25 am-3:36 pm

1 stop4h 11m

Wausau Central Wisconsin

Sun 3/2

7:00 am-12:42 pm

1 stop5h 42m

$316

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 3/6

12:45 pm-10:08 pm

1 stop9h 23m

Milwaukee-Mitchell

Thu 3/13

10:32 am-12:17 am

1 stop13h 45m

$326

ChicagoGreen Bay

MDW - GRB

MDWGRB

Chicago Midway

Sat 3/15

11:27 am-4:24 pm

1 stop4h 57m

Green Bay Austin-Straubel

Sat 3/22

7:00 am-12:32 pm

1 stop5h 32m

$379

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 3/6

5:30 am-11:55 pm

2 stops18h 25m

Minneapolis St Paul

Sun 3/9

3:47 pm-5:31 am

2 stops13h 44m

$523

ChicagoRhinelander

MDW - RHI

MDWRHI

Chicago Midway

Thu 7/3

1:00 pm-9:35 pm

2 stops8h 35m

Rhinelander Oneida County

Mon 7/7

6:41 am-1:02 pm

1 stop6h 21m

$853

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 19 results
1
2

Best time to book a flight from Midway to Wisconsin

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

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

What is the cheapest time of day to fly from MDW to WI?

Find hourly flight availability from Midway 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 30, 2025.

When flying from Chicago Midway Airport 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.

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 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Frontier from Chicago to Wisconsin by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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 Midway 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 Midway Airport to Wisconsin one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $84. Frontier flights start at $85 while deals on Southwest start at $94 one-way.

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

    When deciding which route to take from Chicago Midway Airport to Wisconsin consider Chicago Midway - Minneapolis St Paul, Chicago Midway - Duluth Intl or Chicago Midway - Green Bay Austin-Straubel as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Wisconsin (average of $280). Flying from Chicago Midway Airport 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 Midway to Wisconsin

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