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$106+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(American Airlines)

One-way from

$106
(American Airlines)
Provider with most accurate pricing for Midland Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Midland Intl-Milwaukee-Mitchell flights.
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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 October 23, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:33 pmMAF - ORD
2 stops7h 50mDelta
Thu 11/61:26 pmORD - MAF
2 stops10h 30mDelta
Deal found 10/21$327
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:10 pmMAF - ORD
1 stop5h 05mUnited Airlines
Thu 11/66:00 amORD - MAF
1 stop7h 57mUnited Airlines
Deal found 10/21$347
This Delta deal was found by Cheapflights users on 10/23. 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 10/3112:33 pmMAF - ORD
2 stops7h 50mDelta
Sun 11/25:20 amORD - MAF
2 stops11h 11mDelta
Deal found 10/23$372
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:55 pmMAF - MKE
2 stops8h 04mUnited Airlines
Sun 11/98:00 amMKE - MAF
1 stop5h 57mUnited Airlines
Deal found 10/21$400
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/315:00 amMAF - ORD
1 stop5h 06mAmerican Airlines
Sun 11/25:18 amORD - MAF
1 stop6h 35mAmerican Airlines
Deal found 10/21$408
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:57 pmMAF - ORD
1 stop4h 40mAmerican Airlines
Sun 11/167:25 amORD - MAF
1 stop6h 32mAmerican Airlines
Deal found 10/21$411
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3110:50 amMAF - ORD
1 stop4h 30mSouthwest
Thu 11/62:15 pmORD - MAF
2 stops9h 40mSouthwest
Deal found 10/21$422
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/65:00 amMAF - MKE
1 stop6h 10mAmerican Airlines
Sun 11/96:12 amMKE - MAF
1 stop7h 45mAmerican Airlines
Deal found 10/22$437
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3110:50 amMAF - ORD
1 stop4h 30mSouthwest
Sun 11/21:00 pmORD - MAF
1 stop9h 50mSouthwest
Deal found 10/21$437
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:55 pmMAF - ORD
1 stop5h 45mUnited Airlines
Sun 11/97:10 amORD - MAF
1 stop6h 47mUnited Airlines
Deal found 10/21$444
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:31 pmMAF - MKE
1 stop5h 38mAmerican Airlines
Sun 11/96:12 amMKE - MAF
1 stop7h 45mAmerican Airlines
Deal found 10/21$463
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:32 pmMAF - MKE
1 stop7h 36mAmerican Airlines
Sun 11/96:12 amMKE - MAF
1 stop7h 45mAmerican Airlines
Deal found 10/21$467

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 October 23, 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

Thu 1/29

5:00 am-3:37 pm

1 stop10h 37m

Chicago O'Hare Intl

Sat 1/31

8:10 am-7:15 pm

1 stop11h 05m

$257

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 1/29

7:05 am-1:00 pm

2 stops5h 55m

Chicago O'Hare Intl

Sat 1/31

3:05 pm-7:55 pm

1 stop4h 50m

$288

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Tue 3/3

7:30 am-2:43 pm

1 stop7h 13m

Madison Truax Field

Sat 3/7

4:10 pm-10:06 pm

1 stop5h 56m

$393

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Wed 11/5

1:55 pm-9:59 pm

2 stops8h 04m

Milwaukee-Mitchell

Sun 11/9

8:00 am-1:57 pm

1 stop5h 57m

$400

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

6:57 pm-11:37 pm

1 stop4h 40m

Chicago O'Hare Intl

Sun 11/16

7:25 am-1:57 pm

1 stop6h 32m

$411

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 11/5

1:55 pm-7:40 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 11/9

7:10 am-1:57 pm

1 stop6h 47m

$444

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Tue 3/3

5:00 am-10:22 am

1 stop5h 22m

Madison Truax Field

Sat 3/7

3:11 pm-10:16 pm

2 stops7h 05m

$446

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Wed 11/5

4:31 pm-10:09 pm

1 stop5h 38m

Milwaukee-Mitchell

Sun 11/9

6:12 am-1:57 pm

1 stop7h 45m

$463

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Thu 11/6

5:00 am-11:10 am

1 stop6h 10m

Milwaukee-Mitchell

Sat 11/8

3:25 pm-8:26 pm

1 stop5h 01m

$475

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Thu 11/6

7:56 am-1:14 pm

1 stop5h 18m

Milwaukee-Mitchell

Sat 11/8

10:53 am-6:15 pm

2 stops7h 22m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

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 October 23, 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
4,236 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 55m. Fly via American Airlines, Southwest, or United Airlines 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 cheapest airlines to fly from Midland to Wisconsin one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $106. Users have also found prices from $297 and $484 on United Airlines and Southwest, respectively.

  • 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.

See more FAQs

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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$381Average$446FlexibilityNo cancel feeOn-time63%

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