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$180+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 January 26, 2026.

This Southwest deal was found by Cheapflights users on 1/24. 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.
Sat 2/216:20 am
MAF
-
ORD
1 stop7h 45m
Southwest
Sat 2/283:05 pm
ORD
-
MAF
1 stop7h 00m
Southwest
Deal found 1/24$337
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:00 am
MAF
-
ORD
1 stop6h 16m
United Airlines
Thu 2/197:10 am
ORD
-
MAF
1 stop5h 49m
United Airlines
Deal found 1/22$347
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:00 pm
MAF
-
ORD
1 stop7h 35m
Southwest
Thu 2/191:45 pm
ORD
-
MAF
2 stops8h 50m
Southwest
Deal found 1/22$352
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:20 am
MAF
-
MSN
1 stop6h 02m
United Airlines
Sat 2/78:15 am
MSN
-
MAF
1 stop8h 20m
United Airlines
Deal found 1/25$411
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:00 am
MAF
-
ORD
1 stop6h 16m
United Airlines
Tue 2/175:20 pm
ORD
-
MAF
1 stop5h 55m
United Airlines
Deal found 1/22$415
This United Airlines deal was found by Cheapflights users on 1/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:03 pm
MAF
-
ORD
1 stop5h 23m
United Airlines
Sat 2/212:00 pm
ORD
-
MAF
1 stop7h 44m
United Airlines
Deal found 1/22$416
This United Airlines deal was found by Cheapflights users on 1/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:31 pm
MAF
-
ORD
1 stop5h 33m
United Airlines
Sun 2/225:45 am
ORD
-
MAF
1 stop5h 40m
United Airlines
Deal found 1/23$417
This American Airlines deal was found by Cheapflights users on 1/22. 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.
Mon 2/165:00 am
MAF
-
ORD
1 stop4h 45m
American Airlines
Wed 2/182:05 pm
ORD
-
MAF
1 stop6h 06m
American Airlines
Deal found 1/22$427
This American Airlines deal was found by Cheapflights users on 1/22. 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.
Mon 2/165:00 am
MAF
-
ORD
1 stop4h 45m
American Airlines
Sat 2/215:00 am
ORD
-
MAF
1 stop4h 42m
American Airlines
Deal found 1/22$428
This Southwest deal was found by Cheapflights users on 1/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:30 am
MAF
-
ORD
2 stops8h 35m
Southwest
Sun 2/223:45 pm
ORD
-
MAF
1 stop7h 00m
Southwest
Deal found 1/23$432
This United Airlines deal was found by Cheapflights users on 1/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:20 pm
MAF
-
ORD
1 stop5h 55m
United Airlines
Wed 4/810:35 am
ORD
-
MAF
1 stop5h 27m
United Airlines
Deal found 1/23$438
This United Airlines deal was found by Cheapflights users on 1/24. 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 1/271:45 pm
MAF
-
MSN
1 stop7h 35m
United Airlines
Sat 1/318:15 am
MSN
-
MAF
1 stop8h 20m
United Airlines
Deal found 1/24$546

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 January 26, 2026.

Round-trip from

$337
(Southwest)

One-way from

$180
(United Airlines)
From Midland Intl to Wisconsin
Search Deals
One-way flight 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 January 26, 2026.
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

Sat 2/21

6:20 am-2:05 pm

1 stop7h 45m

Chicago O'Hare Intl

Sat 2/28

3:05 pm-10:05 pm

1 stop7h 00m

$337

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 2/18

5:00 am-11:16 am

1 stop6h 16m

Chicago O'Hare Intl

Thu 2/19

7:10 am-12:59 pm

1 stop5h 49m

$347

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 2/18

3:00 pm-10:35 pm

1 stop7h 35m

Chicago O'Hare Intl

Thu 2/19

1:45 pm-10:35 pm

2 stops8h 50m

$352

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 2/17

7:03 pm-12:26 am

1 stop5h 23m

Chicago O'Hare Intl

Wed 2/18

2:00 pm-9:44 pm

1 stop7h 44m

$415

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 2/18

5:00 am-10:07 am

1 stop5h 07m

Chicago O'Hare Intl

Wed 2/18

4:00 pm-11:15 pm

1 stop7h 15m

$415

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 2/18

5:00 am-11:16 am

1 stop6h 16m

Chicago O'Hare Intl

Sat 2/21

7:35 am-1:48 pm

1 stop6h 13m

$416

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 2/20

5:31 pm-11:04 pm

1 stop5h 33m

Chicago O'Hare Intl

Sun 2/22

5:45 am-11:25 am

1 stop5h 40m

$417

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 2/17

5:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Thu 2/19

5:45 am-1:48 pm

1 stop8h 03m

$427

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 2/20

5:30 am-2:05 pm

2 stops8h 35m

Chicago O'Hare Intl

Sun 2/22

3:45 pm-10:45 pm

1 stop7h 00m

$432

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 5/11

2:15 pm-9:56 pm

1 stop7h 41m

Chicago O'Hare Intl

Sun 5/17

6:05 am-12:17 pm

1 stop6h 12m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 13 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.

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 6h 16m. Fly via 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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