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$347+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MKE
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 29, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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.
Mon 3/303:20 pm
MAF
-
ORD
1 stop7h 35m
Southwest
Wed 4/14:15 pm
ORD
-
MAF
1 stop5h 50m
Southwest
Deal found 1/26$347
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Sun 3/297:00 pm
MAF
-
ORD
1 stop5h 45m
United Airlines
Wed 4/14:03 pm
ORD
-
MAF
1 stop5h 36m
United Airlines
Deal found 1/26$398
This Southwest deal was found by Cheapflights users on 1/28. 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 8/205:50 am
MAF
-
ORD
1 stop6h 20m
Southwest
Tue 8/252:55 pm
ORD
-
MAF
1 stop6h 50m
Southwest
Deal found 1/28$407
This United Airlines deal was found by Cheapflights users on 1/27. 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 1/27$410
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/116:16 pm
MAF
-
ORD
1 stop5h 28m
American Airlines
Sun 5/178:09 am
ORD
-
MAF
1 stop5h 36m
American Airlines
Deal found 1/27$443
This Southwest deal was found by Cheapflights users on 1/26. 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.
Sun 3/295:30 am
MAF
-
ORD
2 stops7h 20m
Southwest
Wed 4/16:15 am
ORD
-
MAF
1 stop7h 25m
Southwest
Deal found 1/26$481

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 29, 2026.

Round-trip from

$347
(Southwest)
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 29, 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

Mon 3/30

3:20 pm-10:55 pm

1 stop7h 35m

Chicago O'Hare Intl

Wed 4/1

6:15 am-1:40 pm

1 stop7h 25m

$347

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 3/29

7:00 pm-12:45 am

1 stop5h 45m

Chicago O'Hare Intl

Wed 4/1

4:03 pm-9:39 pm

1 stop5h 36m

$398

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 3/29

5:30 am-12:50 pm

2 stops7h 20m

Chicago O'Hare Intl

Wed 4/1

2:40 pm-10:55 pm

2 stops8h 15m

$486

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 2/13

5:31 pm-12:26 am

1 stop6h 55m

Chicago O'Hare Intl

Tue 2/17

2:00 pm-9:44 pm

1 stop7h 44m

$487

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 5/11

7:00 pm-9:32 am

2 stops14h 32m

Chicago O'Hare Intl

Sun 5/17

5:30 am-11:21 am

1 stop5h 51m

$492

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 2/13

5:30 am-1:00 pm

1 stop7h 30m

Chicago O'Hare Intl

Tue 2/17

2:15 pm-10:35 pm

2 stops8h 20m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 5h 45m. 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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