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$165+ Cheap flights from Midland (MAF) to Wisconsin

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
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 3, 2025.

This American Airlines deal was found by Cheapflights users on 12/1. 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 12/2512:22 pmMAF - ORD
1 stop7h 15mAmerican Airlines
Tue 12/304:46 pmORD - MAF
1 stop7h 12mAmerican Airlines
Deal found 12/1$369
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/176:54 pmMAF - ORD
1 stop4h 42mAmerican Airlines
Sun 12/214:46 pmORD - MAF
1 stop5h 51mAmerican Airlines
Deal found 12/2$412
This Southwest deal was found by Cheapflights users on 12/1. 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 12/225:35 amMAF - ORD
1 stop7h 25mSouthwest
Sat 12/275:15 pmORD - MAF
2 stops7h 10mSouthwest
Deal found 12/1$508
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/251:06 pmMAF - ORD
1 stop5h 49mUnited Airlines
Tue 12/308:20 pmORD - MAF
2 stops23h 06mUnited Airlines
Deal found 12/1$535
This Southwest deal was found by Cheapflights users on 12/3. 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 12/246:15 amMAF - ORD
1 stop6h 45mSouthwest
Sat 1/35:15 pmORD - MAF
2 stops7h 10mSouthwest
Deal found 12/3$565
This Southwest deal was found by Cheapflights users on 12/2. 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 12/231:40 pmMAF - ORD
1 stop8h 55mSouthwest
Sun 12/283:05 pmORD - MAF
2 stops9h 15mSouthwest
Deal found 12/2$568
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/176:01 amMAF - MSN
1 stop4h 30mAmerican Airlines
Sun 12/216:00 amMSN - MAF
2 stops11h 34mAmerican Airlines
Deal found 12/2$592
This American Airlines deal was found by Cheapflights users on 12/1. 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 12/226:04 pmMAF - ORD
1 stop5h 11mAmerican Airlines
Sat 12/278:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Deal found 12/1$618
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/171:55 pmMAF - ORD
1 stop5h 49mUnited Airlines
Sun 12/217:42 pmORD - MAF
2 stops22h 37mUnited Airlines
Deal found 12/2$628
This American Airlines deal was found by Cheapflights users on 12/3. 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 12/186:00 amMAF - MSN
1 stop4h 37mAmerican Airlines
Mon 1/56:14 amMSN - MAF
1 stop11h 20mAmerican Airlines
Deal found 12/3$816
This United Airlines deal was found by Cheapflights users on 12/3. 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 12/185:00 amMAF - MSN
2 stops11h 45mUnited Airlines
Mon 1/55:26 pmMSN - MAF
2 stops28h 28mUnited Airlines
Deal found 12/3$868

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 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$165
(American Airlines)
Provider with most accurate pricing for Midland Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Midland Intl-Milwaukee-Mitchell flights.
Search Deals
From Midland Intl to Wisconsin
Search Deals

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 3, 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

Wed 1/28

12:41 pm-10:38 pm

1 stop9h 57m

Chicago O'Hare Intl

Thu 1/29

6:54 am-12:11 pm

1 stop5h 17m

$165

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 1/28

7:05 am-1:00 pm

2 stops5h 55m

Chicago O'Hare Intl

Thu 1/29

7:15 am-3:25 pm

1 stop8h 10m

$246

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-10:54 pm

1 stop7h 01m

$257

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 1/10

6:15 am-1:00 pm

1 stop6h 45m

Chicago O'Hare Intl

Sat 1/17

3:05 pm-7:55 pm

1 stop4h 50m

$275

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 2/21

9:11 am-3:07 pm

1 stop5h 56m

Chicago O'Hare Intl

Tue 2/24

6:54 pm-1:53 pm

2 stops18h 59m

$304

MidlandMilwaukee

MAF - MKE

MAFMKE

Midland Intl

Sat 1/17

7:20 am-2:22 pm

1 stop7h 02m

Milwaukee-Mitchell

Wed 1/21

3:45 pm-9:54 pm

1 stop6h 09m

$313

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Wed 1/21

7:20 am-1:15 pm

1 stop5h 55m

Madison Truax Field

Sat 1/24

8:15 am-4:35 pm

1 stop8h 20m

$317

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Wed 1/21

10:37 am-5:11 pm

1 stop6h 34m

Madison Truax Field

Sat 1/24

3:09 pm-8:49 pm

1 stop5h 40m

$317

MidlandMadison

MAF - MSN

MAFMSN

Midland Intl

Wed 1/7

12:41 pm-5:11 pm

1 stop4h 30m

Madison Truax Field

Sat 1/10

11:29 am-8:49 pm

2 stops9h 20m

$322

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 2/21

5:31 pm-12:26 am

1 stop6h 55m

Chicago O'Hare Intl

Tue 2/24

2:02 pm-10:03 pm

1 stop8h 01m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 28 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 December 3, 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
4,253 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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 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 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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$381Average$446FlexibilityNo cancel feeOn-time63%

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