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O'Hare Intl

$299+ Cheap flights from Midland (MAF) to O'Hare Intl (ORD)

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — ORD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheap flight deals from Midland to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Midland (MAF) to O'Hare Intl (ORD). 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 October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$299
(American Airlines)

Popular in

February

Cheapest in

August

Average price

$311
Provider with most accurate pricing for Midland Intl-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Midland Intl-Chicago O'Hare Intl flights.
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From Midland Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 29% potential increase in price ($240 potential increase over avg. RT price).
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Cheapest flight prices on average. 17% potential price decrease ($86 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Midland to O'Hare Intl

Cheapest flights from Midland to O'Hare Intl
Explore the most affordable flight options available from Midland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/102:34 pmMAF - ORD
1 stop9h 01mAmerican Airlines
Thu 12/257:36 amORD - MAF
1 stop12h 47mAmerican Airlines
Deal found 10/27$299
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 11/273:05 pmMAF - ORD
1 stop6h 12mUnited Airlines
Thu 12/46:00 amORD - MAF
1 stop7h 57mUnited Airlines
Deal found 10/27$329
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:33 pmMAF - ORD
2 stops11h 26mDelta
Sun 11/25:45 amORD - MAF
2 stops9h 46mDelta
Deal found 10/25$382
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amMAF - ORD
1 stop4h 46mAmerican Airlines
Thu 12/1811:48 amORD - MAF
1 stop10h 49mAmerican Airlines
Deal found 10/26$387
This Southwest deal was found by Cheapflights users on 10/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:15 amMAF - ORD
1 stop6h 45mSouthwest
Thu 12/251:45 pmORD - MAF
2 stops7h 00mSouthwest
Deal found 10/27$404
This Southwest deal was found by Cheapflights users on 10/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:45 amMAF - ORD
1 stop7h 15mSouthwest
Sun 11/162:15 pmORD - MAF
1 stop8h 55mSouthwest
Deal found 10/25$410
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:32 pmMAF - ORD
1 stop6h 49mAmerican Airlines
Sun 11/165:18 amORD - MAF
1 stop6h 35mAmerican Airlines
Deal found 10/26$419
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 11/107:56 amMAF - ORD
1 stop5h 19mUnited Airlines
Fri 11/147:10 amORD - MAF
1 stop5h 35mUnited Airlines
Deal found 10/26$427
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 11/135:00 amMAF - ORD
1 stop4h 59mAmerican Airlines
Sat 11/157:25 amORD - MAF
1 stop6h 33mAmerican Airlines
Deal found 10/27$447
This Southwest deal was found by Cheapflights users on 10/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:20 amMAF - ORD
1 stop8h 05mSouthwest
Sat 11/152:15 pmORD - MAF
2 stops7h 35mSouthwest
Deal found 10/27$452
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Fri 12/195:15 pmMAF - ORD
1 stop6h 44mUnited Airlines
Sun 12/283:42 pmORD - MAF
1 stop6h 17mUnited Airlines
Deal found 10/25$475

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland to O'Hare Intl 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 October 27, 2025.
Use the filters below to find and compare flights from Midland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Midland

Fly to

O'Hare Intl

Route

Depart

Return

Price

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 12/10

2:34 pm-11:35 pm

1 stop9h 01m

Chicago O'Hare Intl

Thu 12/25

7:36 am-8:23 pm

1 stop12h 47m

$299

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 11/27

3:05 pm-9:17 pm

1 stop6h 12m

Chicago O'Hare Intl

Thu 12/4

6:00 am-1:57 pm

1 stop7h 57m

$329

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 12/10

6:15 am-1:00 pm

1 stop6h 45m

Chicago O'Hare Intl

Thu 12/25

1:45 pm-8:45 pm

2 stops7h 00m

$404

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

2:32 pm-9:21 pm

1 stop6h 49m

Chicago O'Hare Intl

Sun 11/16

5:18 am-11:53 am

1 stop6h 35m

$419

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 11/10

7:56 am-1:15 pm

1 stop5h 19m

Chicago O'Hare Intl

Fri 11/14

7:10 am-12:45 pm

1 stop5h 35m

$427

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 11/13

5:00 am-9:59 am

1 stop4h 59m

Chicago O'Hare Intl

Sat 11/15

7:25 am-1:58 pm

1 stop6h 33m

$447

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

5:45 am-1:00 pm

1 stop7h 15m

Chicago O'Hare Intl

Sun 11/16

2:15 pm-11:55 pm

2 stops9h 40m

$448

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 11/13

7:20 am-3:25 pm

1 stop8h 05m

Chicago O'Hare Intl

Sat 11/15

2:15 pm-9:50 pm

2 stops7h 35m

$452

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 12/20

3:45 pm-10:37 pm

1 stop6h 52m

Chicago O'Hare Intl

Sun 12/28

3:42 pm-9:59 pm

1 stop6h 17m

$475

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 1/1

9:18 am-3:45 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 1/4

8:58 pm-8:41 am

1 stop11h 43m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 11 results
1
2

Compare providers for flights from Midland to O'Hare Intl

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 Midland to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Midland-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Midland-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Midland-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Midland-Chicago O'Hare Intl Airport 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 Midland-Chicago O'Hare Intl Airport 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 Midland to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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 Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Midland to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Midland to Chicago O'Hare Intl Airport (average of $219). Flying from Midland to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $901). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 27, 2025.
Get a feel of what it's like to fly with Southwest and American Airlines from Midland to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

    For a flight from Midland to Chicago O'Hare Intl, you will be flying from Midland Intl. Midland Intl (MAF) is just 8.2 mi from the center of the city. Midland Intl is the only Midland airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 2 airlines have flights to Chicago O'Hare Intl from Midland Intl on a regular basis.

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

    There are many flights that can get you from Midland to Chicago O'Hare Intl Airport in 6h 12m. Fly via American Airlines, United Airlines, or Southwest to get the fastest option. Midland and Chicago O'Hare Intl Airport are separated by a distance of 1047 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Midland to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $216, Southwest will fly you from Midland to Chicago O'Hare Intl Airport and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $255. Southwest is priced at 62% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midland to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Midland to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Midland to Chicago O'Hare Intl Airport (average of $219). Flying from Midland to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $901). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midland to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midland to O'Hare Intl

Discover the top 2 airlines that operate flights from Midland to O'Hare Intl. 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$496FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$372FlexibilityNo cancel feeOn-time71%

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