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$60+ Cheap flights from Wisconsin to Midway (MDW)

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MDW
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Wisconsin to Midway

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

Cheapest flights from Wisconsin to Midway
Explore the most affordable flight options available from Wisconsin to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/106:00 amMSP - MDW
1 stop18h 13mFrontier
Wed 12/118:15 amMDW - MSP
1 stop14h 43mFrontier
Deal found 11/21$118
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.
Tue 12/177:00 amMSP - MDW
Nonstop1h 50mDelta
Tue 12/172:15 pmMDW - MSP
Nonstop1h 45mDelta
Deal found 11/20$137
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.
Sun 12/1510:10 amMSP - MDW
Nonstop1h 30mSouthwest
Wed 12/188:35 pmMDW - MSP
Nonstop1h 30mSouthwest
Deal found 11/20$143
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.
Sat 12/711:24 amATW - MDW
1 stop5h 37mDelta
Wed 12/119:38 amMDW - ATW
1 stop5h 53mDelta
Deal found 11/20$323
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 12/186:49 amGRB - MDW
1 stop6h 01mDelta
Fri 12/275:04 pmMDW - GRB
1 stop5h 14mDelta
Deal found 11/20$373
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 12/42:48 pmCWA - MDW
1 stop3h 44mDelta
Sun 12/89:38 amMDW - CWA
1 stop5h 01mDelta
Deal found 11/20$438
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.
Thu 12/125:05 amDLH - MDW
1 stop3h 45mDelta
Sun 12/152:15 pmMDW - DLH
1 stop3h 35mDelta
Deal found 11/20$548
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.
Fri 12/66:15 amESC - MDW
1 stop3h 43mDelta
Tue 12/105:50 pmMDW - ESC
1 stop4h 01mDelta
Deal found 11/20$559
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:00 amATW - MDW
2 stops22h 45mMultiple Airlines
Sun 12/89:14 amMDW - ATW
1 stop8h 52mMultiple Airlines
Deal found 11/20$922
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:00 amGRB - MDW
3 stops11h 32mWestJet
Sun 12/82:15 pmMDW - GRB
3 stops20h 22mWestJet
Deal found 11/19$1,796

Find flights from Wisconsin to Midway within your budget

Customize your flight search to find flights from Wisconsin to Midway 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

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 12/10

6:00 am-12:13 am

1 stop18h 13m

Chicago Midway

Wed 12/11

8:15 am-10:58 pm

1 stop14h 43m

$118

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 12/17

7:00 am-8:50 am

Nonstop1h 50m

Chicago Midway

Tue 12/17

2:15 pm-4:00 pm

Nonstop1h 45m

$137

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 1/25

6:10 am-7:55 am

Nonstop1h 45m

Chicago Midway

Tue 1/28

8:45 pm-10:10 pm

Nonstop1h 25m

$143

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Thu 1/9

5:00 am-9:39 am

1 stop4h 39m

Chicago Midway

Sun 1/12

9:34 am-5:20 pm

2 stops7h 46m

$203

WausauChicago

CWA - MDW

CWAMDW

Wausau Central Wisconsin

Fri 1/31

7:00 am-12:46 pm

1 stop5h 46m

Chicago Midway

Sun 2/2

10:19 am-3:40 pm

1 stop5h 21m

$310

AppletonChicago

ATW - MDW

ATWMDW

Appleton Intl

Sat 12/7

11:24 am-5:01 pm

1 stop5h 37m

Chicago Midway

Wed 12/11

9:38 am-3:31 pm

1 stop5h 53m

$323

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Sat 2/8

6:18 am-10:36 am

1 stop4h 18m

Chicago Midway

Sat 2/8

5:05 pm-9:28 pm

1 stop4h 23m

$323

MilwaukeeChicago

MKE - MDW

MKEMDW

Milwaukee-Mitchell

Mon 1/6

6:35 am-8:05 pm

1 stop13h 30m

Chicago Midway

Fri 1/10

7:25 pm-10:30 am

2 stops15h 05m

$409

EscanabaChicago

ESC - MDW

ESCMDW

Escanaba Delta County Arpt

Fri 12/6

6:15 am-8:58 am

1 stop3h 43m

Chicago Midway

Tue 12/10

5:50 pm-10:51 pm

1 stop4h 01m

$559

MilwaukeeChicago

MKE - MDW

MKEMDW

Milwaukee-Mitchell

Thu 2/6

11:10 am-12:46 pm

3 stops25h 36m

Chicago Midway

Sat 2/8

11:19 am-4:56 pm

3 stops29h 37m

$846

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 25 results
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Best time to book a flight from Wisconsin to Midway

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

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, 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 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 21, 2024.
To help decide which airline to fly from Wisconsin to Chicago, see what other customers have to say about Frontier, Delta and Southwest. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

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

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

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

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

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

WestJet
7.3
Good
2,810 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

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

Frontier
6.1
Okay
3,539 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Comfort

8.1

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

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 Wisconsin to Midway. 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 Wisconsin to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $60 on Frontier. Other airlines that offer cheap prices include Delta from $69 and Southwest from $99 one-way.

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

    While some choose either Appleton Intl - Chicago Midway or Duluth Intl - Chicago Midway, Minneapolis St Paul - Chicago Midway is the most popular route from Wisconsin to Chicago Midway Airport.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Wisconsin to Chicago Midway Airport (average of $159). Flying from Wisconsin to Chicago Midway Airport in July is currently the most expensive (average of $231). 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 Wisconsin to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Wisconsin to Midway

Discover the top airline that operate flights from Wisconsin to Midway. 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$130Average$238FlexibilityNo cancel feeOn-time69%
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