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$59+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MKE
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

This Delta deal was found by Cheapflights users on 12/7. 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 12/2411:48 amMDW - MSP
Nonstop1h 44mDelta
Thu 12/259:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 12/7$143
This Delta deal was found by Cheapflights users on 12/7. 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 12/2511:48 amMDW - MSP
Nonstop1h 44mDelta
Thu 1/227:05 amMSP - MDW
Nonstop2h 03mDelta
Deal found 12/7$157
This Delta deal was found by Cheapflights users on 12/8. 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 12/2511:48 amMDW - MSP
Nonstop1h 44mDelta
Thu 1/19:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 12/8$180
This Frontier deal was found by Cheapflights users on 12/7. 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.
Mon 12/1512:18 pmMDW - MSP
1 stop11h 44mFrontier
Mon 1/126:45 amMSP - MDW
1 stop7h 20mFrontier
Deal found 12/7$183
This Frontier deal was found by Cheapflights users on 12/7. 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.
Mon 12/1512:18 pmMDW - MSP
1 stop11h 44mFrontier
Sun 1/1111:17 amMSP - MDW
1 stop11h 00mFrontier
Deal found 12/7$218
This Delta deal was found by Cheapflights users on 12/7. 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 12/3111:48 amMDW - MSP
Nonstop1h 44mDelta
Sun 1/49:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 12/7$232
This Frontier deal was found by Cheapflights users on 12/8. 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.
Mon 12/1512:18 pmMDW - MSP
1 stop11h 44mFrontier
Thu 12/1811:49 amMSP - MDW
1 stop10h 23mFrontier
Deal found 12/8$234
This Frontier deal was found by Cheapflights users on 12/7. 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.
Mon 12/1512:18 pmMDW - MSP
1 stop11h 44mFrontier
Fri 1/96:45 amMSP - MDW
1 stop7h 20mFrontier
Deal found 12/7$238
This Frontier deal was found by Cheapflights users on 12/7. 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.
Fri 12/1212:18 pmMDW - MSP
1 stop11h 44mFrontier
Thu 1/811:23 amMSP - MDW
1 stop10h 54mFrontier
Deal found 12/7$247
This Delta deal was found by Cheapflights users on 12/8. 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 12/2411:48 amMDW - MSP
Nonstop1h 44mDelta
Tue 1/64:50 pmMSP - MDW
Nonstop1h 42mDelta
Deal found 12/8$254
This Southwest deal was found by Cheapflights users on 12/8. 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 12/2511:25 amMDW - MSP
Nonstop1h 30mSouthwest
Thu 12/253:25 pmMSP - MDW
Nonstop1h 35mSouthwest
Deal found 12/8$257
This Delta deal was found by Cheapflights users on 12/8. 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 12/131:50 pmMDW - DLH
1 stop5h 45mDelta
Fri 12/195:00 amDLH - MDW
1 stop4h 19mDelta
Deal found 12/8$343

Find flight deals from Midway to Wisconsin

Keep the following information in mind while searching for Midway to Wisconsin flight deals. Data was last updated December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$128
(Frontier)

One-way from

$59
(Southwest)

Popular in

February

Cheapest in

November

Average price

$394
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 Midway to Wisconsin
Search Deals
One-way flight from Chicago Midway to Wisconsin
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
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 December 9, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Wisconsin that are best for you.

Fly from

Midway

Fly to

Wisconsin

Route

Depart

Return

Price

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 1/21

7:16 pm-9:00 pm

Nonstop1h 44m

Minneapolis St Paul

Wed 1/28

4:55 pm-6:36 pm

Nonstop1h 41m

$171

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 12/25

11:48 am-1:32 pm

Nonstop1h 44m

Minneapolis St Paul

Thu 1/22

6:00 am-12:46 pm

1 stop6h 46m

$197

ChicagoGreen Bay

MDW - GRB

MDWGRB

Chicago Midway

Wed 1/21

9:50 am-3:38 pm

1 stop5h 48m

Green Bay Austin-Straubel

Wed 1/28

12:02 pm-6:36 pm

1 stop6h 34m

$199

ChicagoGreen Bay

MDW - GRB

MDWGRB

Chicago Midway

Tue 1/6

9:50 am-3:38 pm

1 stop5h 48m

Green Bay Austin-Straubel

Tue 1/13

12:02 pm-6:32 pm

1 stop6h 30m

$199

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 1/24

11:45 am-1:32 pm

Nonstop1h 47m

Minneapolis St Paul

Tue 1/27

6:00 am-12:49 pm

1 stop6h 49m

$211

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 1/8

9:50 am-11:34 am

Nonstop1h 44m

Minneapolis St Paul

Sat 1/10

6:00 am-12:48 pm

1 stop6h 48m

$211

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 1/22

6:10 am-11:30 am

1 stop5h 20m

Milwaukee-Mitchell

Sat 1/24

6:30 am-11:35 am

1 stop5h 05m

$228

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 2/6

5:50 am-11:30 am

1 stop5h 40m

Milwaukee-Mitchell

Sun 2/8

5:30 am-9:30 am

1 stop4h 00m

$228

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 2/22

7:55 am-12:15 pm

1 stop4h 20m

Milwaukee-Mitchell

Sun 3/1

6:10 am-10:35 am

1 stop4h 25m

$229

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 1/8

9:50 am-11:34 am

Nonstop1h 44m

Minneapolis St Paul

Sun 1/11

7:05 am-9:08 am

Nonstop2h 03m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 60 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Wisconsin
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Chicago Midway Airport to Wisconsin?

    For as low as $171, Delta can have you in Wisconsin from Chicago Midway Airport in 1h 44m. Chicago Midway Airport and Wisconsin are separated by a distance of 348 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 - Green Bay Austin-Straubel or Chicago Midway - Milwaukee-Mitchell 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.

See more FAQs

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Alternative routes for Midway to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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