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Midland

$157+ Cheap flights from O'Hare Intl (ORD) to Midland (MAF)

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MAF
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Midland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Midland (MAF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$252
(American Airlines)

One-way from

$157
(Southwest)

Popular in

December

Cheapest in

September

Average price

$426
Provider with most accurate pricing for Chicago O'Hare Intl-Midland Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Midland Intl flights.
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From Chicago O'Hare Intl to Midland Intl
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One-way flight from Chicago O'Hare Intl to Midland Intl
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Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from O'Hare Intl to Midland

Cheapest flights from O'Hare Intl to Midland
Explore the most affordable flight options available from O'Hare Intl to Midland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2025.

This United Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/113:53 pmORD - MAF
1 stop6h 06mUnited Airlines
Sun 12/147:00 amMAF - ORD
1 stop5h 34mUnited Airlines
Deal found 11/19$386
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:45 pmORD - MAF
1 stop5h 26mUnited Airlines
Tue 12/91:55 pmMAF - ORD
1 stop7h 13mUnited Airlines
Deal found 11/20$412
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:21 amORD - MAF
1 stop6h 22mAmerican Airlines
Sun 12/286:04 pmMAF - ORD
1 stop5h 11mAmerican Airlines
Deal found 11/20$456
This Southwest deal was found by Cheapflights users on 11/19. 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.
Thu 12/112:15 pmORD - MAF
2 stops7h 55mSouthwest
Sun 12/145:45 amMAF - ORD
1 stop7h 15mSouthwest
Deal found 11/19$461
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/104:45 pmORD - MAF
1 stop6h 28mUnited Airlines
Sat 12/131:55 pmMAF - ORD
1 stop7h 13mUnited Airlines
Deal found 11/20$488
This Southwest deal was found by Cheapflights users on 11/18. 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 12/223:45 pmORD - MAF
1 stop7h 10mSouthwest
Sun 12/285:35 amMAF - ORD
2 stops6h 40mSouthwest
Deal found 11/18$511
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1710:35 amORD - MAF
1 stop6h 04mUnited Airlines
Sat 12/205:00 amMAF - ORD
1 stop5h 08mUnited Airlines
Deal found 11/20$556

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Midland 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 21, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Midland that are best for you.

Fly from

O'Hare Intl

Fly to

Midland

Route

Depart

Return

Price

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

8:25 am-1:50 pm

1 stop5h 25m

Midland Intl

Sat 2/21

5:00 am-11:03 am

1 stop6h 03m

$277

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 2/14

5:11 pm-10:49 pm

1 stop5h 38m

Midland Intl

Wed 2/18

9:12 am-10:26 pm

1 stop13h 14m

$305

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/10

1:45 pm-9:35 pm

2 stops7h 50m

Midland Intl

Sat 2/14

6:20 am-2:05 pm

1 stop7h 45m

$316

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 12/11

3:53 pm-9:59 pm

1 stop6h 06m

Midland Intl

Sun 12/14

7:00 am-12:34 pm

1 stop5h 34m

$386

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 12/11

8:50 am-4:00 pm

1 stop7h 10m

Midland Intl

Sun 12/14

9:13 am-3:26 pm

1 stop6h 13m

$386

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 12/5

12:45 pm-6:11 pm

1 stop5h 26m

Midland Intl

Tue 12/9

1:55 pm-9:08 pm

1 stop7h 13m

$412

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/2

11:56 am-7:30 pm

1 stop7h 34m

Midland Intl

Fri 2/6

9:11 am-3:37 pm

1 stop6h 26m

$436

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 12/22

5:21 am-11:43 am

1 stop6h 22m

Midland Intl

Sun 12/28

6:04 pm-11:15 pm

1 stop5h 11m

$456

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 12/11

2:15 pm-10:10 pm

2 stops7h 55m

Midland Intl

Sun 12/14

5:45 am-1:00 pm

1 stop7h 15m

$461

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 12/24

2:15 pm-9:55 pm

1 stop7h 40m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from O'Hare Intl to Midland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Midland in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Midland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Midland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Midland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Midland flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Midland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Midland

Have a flexible travel schedule? Discover the best time to fly to Midland from O'Hare Intl 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.

Reviews of airlines servicing Midland

Get insights into the airlines that provide service to Midland. 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 Midland. Reviews last updated November 21, 2025.
Get a feel of what it's like to fly with American Airlines from Chicago O'Hare Intl Airport to Midland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,047 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Midland. 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 into for flights to Midland from Chicago O'Hare Intl?

    If you book a flight to Midland from Chicago O'Hare Intl, you will be flying to Midland Intl, which is the city’s only airport. Midland Intl (MAF) is located 8.2 mi from the center of Midland. There are 0 flights from Chicago O'Hare Intl to Midland Intl per day from 1 airline.

  • How long is the flight from Chicago O'Hare Intl Airport to Midland?

    For as low as $277, American Airlines can have you in Midland from Chicago O'Hare Intl Airport in 5h 25m. There are 1047 mi between Chicago O'Hare Intl Airport and Midland. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Chicago O'Hare Intl Airport to Midland round-trip?

    According to our current data, American Airlines ($216), offers the cheapest pricing from Chicago O'Hare Intl Airport to Midland. This flight start at 47% lower than the current average price 3 months from now.

  • Can I find deals for flights from O'Hare Intl to Midland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Midland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Midland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Midland.

  • Can I find deals for business class flights from O'Hare Intl to Midland?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Midland 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

Traveling to a place near Midland?

Book flights to Midland if you plan to visit one of these locations
Fort Stockton
Barstow
Big Spring

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Top airline flying from O'Hare Intl to Midland

Discover the top airline that operate flights from O'Hare Intl to Midland. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$386FlexibilityNo cancel feeOn-time71%

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