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$176+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:35 amMAF - ORD
2 stops8h 30mSouthwest
Sat 1/103:05 pmORD - MAF
1 stop4h 50mSouthwest
Deal found 12/19$702
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/196:04 pmMAF - ORD
2 stops13h 15mAmerican Airlines
Sat 1/1011:56 amORD - MAF
1 stop7h 19mAmerican Airlines
Deal found 12/19$767
This Southwest deal was found by Cheapflights users on 12/20. 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.
Fri 12/265:35 amMAF - ORD
1 stop7h 25mSouthwest
Mon 12/293:45 pmORD - MAF
1 stop7h 10mSouthwest
Deal found 12/20$797
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/194:29 pmMAF - ORD
1 stop5h 51mAmerican Airlines
Sun 12/285:21 amORD - MAF
1 stop6h 30mAmerican Airlines
Deal found 12/19$901
This Southwest deal was found by Cheapflights users on 12/21. 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.
Thu 12/251:20 pmMAF - MKE
1 stop7h 15mSouthwest
Sat 12/277:15 pmMKE - MAF
1 stop4h 55mSouthwest
Deal found 12/21$977
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 12/2310:19 amMAF - ORD
1 stop6h 58mAmerican Airlines
Sat 12/2710:29 amORD - MAF
1 stop9h 29mAmerican Airlines
Deal found 12/19$1,005
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 12/231:06 pmMAF - ORD
1 stop8h 13mUnited Airlines
Sat 12/278:20 pmORD - MAF
2 stops12h 36mUnited Airlines
Deal found 12/19$1,241

Find flight deals from Midland to Wisconsin

Keep the following information in mind while searching for Midland to Wisconsin flight deals. Data was last updated December 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$317
(United Airlines)

One-way from

$176
(Southwest)
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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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 December 21, 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

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Wed 1/21

1:45 pm-9:20 pm

1 stop7h 35m

Madison Truax Field

Sat 1/24

8:15 am-4:35 pm

1 stop8h 20m

$317

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Tue 1/20

1:45 pm-9:21 pm

1 stop7h 36m

Milwaukee-Mitchell

Wed 1/21

7:50 am-4:21 pm

1 stop8h 31m

$387

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/30

6:00 am-10:54 am

1 stop4h 54m

Chicago O'Hare Intl

Sun 2/1

6:54 am-12:11 pm

1 stop5h 17m

$407

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 2/24

2:56 pm-11:04 pm

1 stop8h 08m

Chicago O'Hare Intl

Wed 2/25

4:00 pm-11:15 pm

1 stop7h 15m

$413

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 1/15

5:00 am-5:10 pm

2 stops12h 10m

Chicago O'Hare Intl

Sun 1/18

5:40 am-1:54 pm

1 stop8h 14m

$515

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 1/3

5:00 am-10:54 am

1 stop5h 54m

Chicago O'Hare Intl

Wed 1/7

3:23 pm-8:49 pm

1 stop5h 26m

$521

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 1/4

6:04 pm-11:05 pm

1 stop5h 01m

Chicago O'Hare Intl

Thu 1/8

5:10 pm-10:54 pm

1 stop5h 44m

$524

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/30

5:35 pm-9:29 am

2 stops15h 54m

Chicago O'Hare Intl

Sun 2/1

7:35 am-1:54 pm

1 stop6h 19m

$542

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 1/3

5:00 am-10:08 am

1 stop5h 08m

Chicago O'Hare Intl

Wed 1/7

5:50 pm-4:35 pm

2 stops22h 45m

$582

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 1/4

3:45 pm-9:26 pm

1 stop5h 41m

Chicago O'Hare Intl

Thu 1/8

7:40 pm-11:18 am

2 stops15h 38m

$700

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 11 results
1
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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 December 21, 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
4,257 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 United Airlines or American 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 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 - Madison Truax Field or Midland Intl - Milwaukee-Mitchell.

  • 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

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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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$381Average$446FlexibilityNo cancel feeOn-time63%

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