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$109+ Cheap flights from Midland (MAF) 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Midland to Wisconsin

Keep the following information in mind while searching for Midland to Wisconsin flight deals. Data was last updated August 20, 2025.

Round-trip from

$212
(United Airlines)

One-way from

$109
(American Airlines)
From Midland Intl to Wisconsin
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One-way flight from Midland Intl to Wisconsin
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Find flight deals from Midland to Wisconsin

Cheapest flights from Midland to Wisconsin
Explore the most affordable flight options available from Midland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This United Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 9/155:00 pmMAF - ORD
1 stop5h 42mUnited Airlines
Tue 9/233:58 pmORD - MAF
1 stop5h 57mUnited Airlines
Deal found 8/20$212
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/1711:17 amMAF - MKE
1 stop5h 30mAmerican Airlines
Wed 9/245:46 pmMKE - MAF
1 stop5h 18mAmerican Airlines
Deal found 8/20$217
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Mon 9/156:39 pmMAF - ORD
1 stop4h 38mAmerican Airlines
Tue 9/236:30 pmORD - MAF
1 stop4h 34mAmerican Airlines
Deal found 8/18$217
This Delta deal was found by Cheapflights users on 8/20. 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 9/1712:33 pmMAF - MKE
2 stops11h 15mDelta
Wed 9/2412:14 pmMKE - MAF
2 stops11h 44mDelta
Deal found 8/20$227
This Delta deal was found by Cheapflights users on 8/18. 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.
Mon 9/1512:33 pmMAF - ORD
2 stops7h 47mDelta
Tue 9/235:00 pmORD - MAF
2 stops6h 58mDelta
Deal found 8/18$227
This Southwest deal was found by Cheapflights users on 8/18. 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 9/93:30 pmMAF - ORD
1 stop8h 10mSouthwest
Mon 9/154:20 pmORD - MAF
1 stop5h 15mSouthwest
Deal found 8/18$247
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/305:00 amMAF - ORD
1 stop5h 06mAmerican Airlines
Sun 11/27:25 amORD - MAF
1 stop10h 37mAmerican Airlines
Deal found 8/19$269
This Southwest deal was found by Cheapflights users on 8/18. 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.
Mon 9/155:35 amMAF - ORD
2 stops7h 30mSouthwest
Tue 9/237:30 amORD - MAF
1 stop7h 20mSouthwest
Deal found 8/18$283
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sun 9/712:35 pmMAF - ORD
1 stop6h 40mAmerican Airlines
Thu 9/116:00 amORD - MAF
1 stop4h 47mAmerican Airlines
Deal found 8/18$299
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 9/512:36 pmMAF - ORD
1 stop7h 25mAmerican Airlines
Fri 9/126:00 amORD - MAF
1 stop4h 47mAmerican Airlines
Deal found 8/19$324
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 11/196:08 amMAF - ORD
1 stop4h 29mAmerican Airlines
Wed 11/2610:05 pmORD - MAF
1 stop11h 24mAmerican Airlines
Deal found 8/18$325
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/75:00 pmMAF - ORD
1 stop5h 42mUnited Airlines
Thu 9/112:53 pmORD - MAF
1 stop5h 24mUnited Airlines
Deal found 8/19$332

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland 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 August 20, 2025.
Use the filters below to find and compare flights from Midland to Wisconsin that are best for you.

Fly from

Midland

Fly to

Wisconsin

Route

Depart

Return

Price

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 9/15

5:20 pm-10:41 pm

1 stop5h 21m

Chicago O'Hare Intl

Tue 9/23

3:58 pm-9:55 pm

1 stop5h 57m

$212

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Wed 9/17

11:17 am-4:47 pm

1 stop5h 30m

Milwaukee-Mitchell

Wed 9/24

5:46 pm-11:04 pm

1 stop5h 18m

$217

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 9/15

6:39 pm-11:17 pm

1 stop4h 38m

Chicago O'Hare Intl

Tue 9/23

6:30 pm-11:04 pm

1 stop4h 34m

$217

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 10/15

8:47 am-1:45 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 10/22

12:03 pm-7:10 pm

1 stop7h 07m

$217

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Wed 9/17

12:33 pm-11:48 pm

2 stops11h 15m

Milwaukee-Mitchell

Wed 9/24

12:14 pm-11:58 pm

2 stops11h 44m

$227

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 10/15

5:30 am-2:55 pm

2 stops9h 25m

Chicago O'Hare Intl

Wed 10/22

1:26 pm-11:56 pm

2 stops10h 30m

$227

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 9/15

12:33 pm-8:20 pm

2 stops7h 47m

Chicago O'Hare Intl

Tue 9/23

5:00 pm-11:58 pm

2 stops6h 58m

$227

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 9/9

3:30 pm-11:40 pm

1 stop8h 10m

Chicago O'Hare Intl

Mon 9/15

4:20 pm-9:35 pm

1 stop5h 15m

$247

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 10/30

5:00 am-10:06 am

1 stop5h 06m

Chicago O'Hare Intl

Sun 11/2

7:25 am-6:02 pm

1 stop10h 37m

$269

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 9/15

5:35 am-1:05 pm

2 stops7h 30m

Chicago O'Hare Intl

Tue 9/23

7:30 am-2:50 pm

1 stop7h 20m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 23 results
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Best time to book a flight from Midland to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Midland 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 Midland to Wisconsin
No data available for this route at this time. Please check back soon.

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 August 20, 2025.
Peruse reviews from past customers who have flown with Southwest from Midland to Wisconsin to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Midland to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Midland to Wisconsin?

    Located just 8.2 mi from the city center, Midland Intl (MAF) is the airport most travelers will use when flying to Wisconsin from Midland.

  • How long is the flight from Midland to Wisconsin?

    There are many flights that can get you from Midland to Wisconsin in 5h 21m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. The distance from Midland to Wisconsin is about 1047 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Midland to Wisconsin?

    The most popular route from Midland to Wisconsin is Midland Intl - Chicago O'Hare Intl. You may also consider Midland Intl - Milwaukee-Mitchell or Midland Intl - Madison Truax Field.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midland 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 Midland to Wisconsin?

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

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

Discover the top airline that operate flights from Midland 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 2,558,603 searches. Data last updated August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$381Average$446FlexibilityNo cancel feeOn-time63%

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