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$143+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$286
(American Airlines)

One-way from

$143
(United 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 November 26, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:34 pmMAF - MSN
1 stop5h 30mAmerican Airlines
Wed 12/103:12 pmMSN - MAF
1 stop5h 11mAmerican Airlines
Deal found 11/25$356
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:04 pmMAF - ORD
1 stop5h 02mAmerican Airlines
Tue 12/308:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Deal found 11/25$396
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amMAF - ORD
1 stop5h 02mUnited Airlines
Sat 12/137:35 amORD - MAF
1 stop6h 22mUnited Airlines
Deal found 11/26$412
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:04 pmMAF - ORD
1 stop5h 11mAmerican Airlines
Sun 1/411:59 pmORD - MAF
1 stop8h 42mAmerican Airlines
Deal found 11/24$465
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.
Wed 12/311:20 pmMAF - MKE
1 stop7h 15mSouthwest
Sun 1/45:20 amMKE - MAF
1 stop7h 40mSouthwest
Deal found 11/24$476
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/99:39 amMAF - ORD
1 stop5h 02mUnited Airlines
Sat 12/138:45 amORD - MAF
1 stop7h 54mUnited Airlines
Deal found 11/24$487
This American Airlines deal was found by Cheapflights users on 11/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2212:13 pmMAF - ORD
1 stop7h 24mAmerican Airlines
Mon 12/296:52 pmORD - MAF
1 stop5h 06mAmerican Airlines
Deal found 11/23$502
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:15 amMAF - ORD
1 stop6h 45mSouthwest
Sat 12/132:15 pmORD - MAF
2 stops7h 35mSouthwest
Deal found 11/26$523
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.
Tue 12/305:35 amMAF - ORD
1 stop7h 25mSouthwest
Sun 1/43:05 pmORD - MAF
2 stops9h 15mSouthwest
Deal found 11/24$527
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amMAF - ORD
1 stop5h 02mUnited Airlines
Mon 12/1511:10 amORD - MAF
2 stops12h 03mUnited Airlines
Deal found 11/26$605
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:04 pmMAF - ORD
1 stop5h 02mAmerican Airlines
Sun 12/288:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Deal found 11/25$628
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amMAF - MKE
1 stop5h 03mAmerican Airlines
Sun 1/411:54 amMKE - MAF
1 stop5h 40mAmerican Airlines
Deal found 11/25$741

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 November 26, 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

Sun 1/18

6:00 am-10:54 am

1 stop4h 54m

Chicago O'Hare Intl

Sun 1/18

3:23 pm-10:54 pm

1 stop7h 31m

$286

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/16

4:55 pm-11:44 pm

1 stop6h 49m

Chicago O'Hare Intl

Sun 1/18

8:10 am-7:30 pm

1 stop11h 20m

$305

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Thu 1/15

6:00 am-11:17 am

1 stop5h 17m

Milwaukee-Mitchell

Sun 1/18

12:07 pm-6:18 pm

1 stop6h 11m

$321

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Sat 1/17

12:41 pm-5:05 pm

1 stop4h 24m

Milwaukee-Mitchell

Wed 1/21

3:53 pm-8:49 pm

1 stop4h 56m

$339

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 2/21

10:18 am-3:07 pm

1 stop4h 49m

Chicago O'Hare Intl

Tue 2/24

1:15 pm-8:15 pm

1 stop7h 00m

$347

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Sat 1/17

1:45 pm-10:56 pm

2 stops9h 11m

Milwaukee-Mitchell

Wed 1/21

11:30 am-9:54 pm

2 stops10h 24m

$349

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Sat 12/6

4:34 pm-10:04 pm

1 stop5h 30m

Madison Truax Field

Wed 12/10

3:12 pm-8:23 pm

1 stop5h 11m

$356

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/16

2:55 pm-9:55 am

2 stops19h 00m

Chicago O'Hare Intl

Sun 1/18

7:00 am-12:56 pm

1 stop5h 56m

$390

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 12/19

6:04 pm-11:06 pm

1 stop5h 02m

Chicago O'Hare Intl

Tue 12/30

8:58 pm-8:41 am

1 stop11h 43m

$396

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Thu 1/15

5:00 am-1:53 pm

2 stops8h 53m

Milwaukee-Mitchell

Sun 1/18

5:00 am-4:21 pm

2 stops11h 21m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 21 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 November 26, 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
4,254 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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 4h 54m. Fly via American Airlines to get the fastest option. The distance from Midland to Wisconsin is about 1047 mi.

  • 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$381Average$446FlexibilityNo cancel feeOn-time63%

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