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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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MKE
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
1 adult, Economy
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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 noviembre 26, 2025.

This Delta deal was found by Cheapflights users on 11/25. 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.
jue. 12/2511:48 amMDW - MSP
Nonstop1h 44mDelta
jue. 1/19:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 11/25$117
This Delta deal was found by Cheapflights users on 11/25. 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.
mié. 12/315:59 pmMDW - MSP
Nonstop1h 46mDelta
jue. 1/19:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 11/25$142
This Delta deal was found by Cheapflights users on 11/25. 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.
mar. 12/305:59 pmMDW - MSP
Nonstop1h 46mDelta
jue. 1/19:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 11/25$157
This Delta deal was found by Cheapflights users on 11/24. 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.
jue. 12/189:59 amMDW - MSP
Nonstop1h 43mDelta
dom. 1/1811:22 amMSP - MDW
Nonstop1h 47mDelta
Deal found 11/24$166
This Delta deal was found by Cheapflights users on 11/26. 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.
mié. 12/245:59 pmMDW - MSP
Nonstop1h 46mDelta
mié. 12/319:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 11/26$167
This Delta deal was found by Cheapflights users on 11/25. 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.
mar. 12/3011:48 amMDW - MSP
Nonstop1h 44mDelta
mié. 12/319:10 amMSP - MDW
Nonstop1h 56mDelta
Deal found 11/25$182
This Delta deal was found by Cheapflights users on 11/24. 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.
lun. 12/225:59 pmMDW - MSP
Nonstop1h 46mDelta
jue. 12/253:30 pmMSP - MDW
Nonstop1h 49mDelta
Deal found 11/24$187
This Southwest deal was found by Cheapflights users on 11/24. 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.
dom. 12/76:20 amMDW - MKE
1 stop4h 55mSouthwest
mié. 12/175:30 amMKE - MDW
1 stop4h 25mSouthwest
Deal found 11/24$229
This Delta deal was found by Cheapflights users on 11/25. 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.
mié. 12/109:59 amMDW - GRB
1 stop5h 38mDelta
dom. 12/146:20 amGRB - MDW
1 stop6h 50mDelta
Deal found 11/25$229
This Southwest deal was found by Cheapflights users on 11/24. 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.
jue. 12/186:45 amMDW - MKE
1 stop4h 20mSouthwest
vie. 12/195:50 amMKE - MDW
1 stop4h 15mSouthwest
Deal found 11/24$239
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
jue. 12/186:12 amMDW - MKE
2 stops13h 08mMultiple Airlines
vie. 12/197:21 pmMKE - MDW
1 stop25h 43mMultiple Airlines
Deal found 11/24$268
This Southwest deal was found by Cheapflights users on 11/24. 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.
jue. 12/186:45 amMDW - MKE
1 stop4h 20mSouthwest
dom. 12/215:50 amMKE - MDW
1 stop4h 15mSouthwest
Deal found 11/24$278

Cheap flight deals from Midway to Wisconsin

Keep the following information in mind while searching for Midway to Wisconsin flight deals. Data was last updated noviembre 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Delta)

One-way from

$59
(Delta)

Popular in

February

Cheapest in

November

Average price

$179
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. 13% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 noviembre 26, 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

mar. 12/30

11:48 am-1:32 pm

Nonstop1h 44m

Minneapolis St Paul

jue. 1/1

9:10 am-11:06 am

Nonstop1h 56m

$157

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

jue. 1/1

1:45 pm-3:15 pm

Nonstop1h 30m

Minneapolis St Paul

lun. 1/5

5:15 am-9:55 am

1 stop4h 40m

$166

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

jue. 1/15

9:50 am-11:34 am

Nonstop1h 44m

Minneapolis St Paul

dom. 1/18

7:05 am-9:08 am

Nonstop2h 03m

$166

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

jue. 1/1

11:48 am-1:32 pm

Nonstop1h 44m

Minneapolis St Paul

lun. 1/5

7:05 am-9:08 am

Nonstop2h 03m

$187

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

lun. 12/15

7:02 pm-8:45 pm

Nonstop1h 43m

Minneapolis St Paul

jue. 12/18

11:22 am-1:10 pm

Nonstop1h 48m

$189

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

mié. 12/17

1:50 pm-3:30 pm

Nonstop1h 40m

Minneapolis St Paul

jue. 12/18

11:22 am-1:10 pm

Nonstop1h 48m

$189

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

jue. 12/18

9:34 am-1:28 pm

1 stop3h 54m

Minneapolis St Paul

dom. 1/18

4:50 pm-6:32 pm

Nonstop1h 42m

$197

ChicagoDuluth

MDW - DLH

MDWDLH

Chicago Midway

mar. 1/13

9:50 am-3:44 pm

1 stop5h 54m

Duluth Intl

mar. 1/20

11:56 am-6:36 pm

1 stop6h 40m

$198

ChicagoDuluth

MDW - DLH

MDWDLH

Chicago Midway

mar. 1/13

9:50 am-3:44 pm

1 stop5h 54m

Duluth Intl

lun. 1/19

11:56 am-6:36 pm

1 stop6h 40m

$198

ChicagoDuluth

MDW - DLH

MDWDLH

Chicago Midway

mié. 1/21

7:16 pm-11:52 pm

1 stop4h 36m

Duluth Intl

sáb. 1/24

11:56 am-4:16 pm

1 stop4h 20m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 56 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 $166, Delta can have you in Wisconsin from Chicago Midway Airport in 1h 30m. Chicago Midway Airport and Wisconsin are separated by a distance of 348 mi. Most flights are nonstop.

  • 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 $59. Frontier flights start at $73 while deals on Southwest start at $99 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 - Milwaukee-Mitchell or Chicago Midway - Duluth Intl 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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