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Cheap flights from Chicago O'Hare Intl Airport to Midland from $277

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Midland departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Midland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:55 pm - 10:49 pmORD-MAF
7h 54m1 stop
American Airlines Logo
9:12 am - 3:09 pmMAF-ORD
5h 57m1 stop
$277American Airlines
Find Deal
Wed, Feb 18 - Sat, Feb 21
American Airlines Logo
6:52 pm - 11:59 pmORD-MAF
5h 07m1 stop
American Airlines Logo
10:20 am - 5:40 pmMAF-ORD
7h 20m1 stop
$310American Airlines
Find Deal
Fri, Feb 20 - Sun, Feb 22
Southwest Logo
2:15 pm - 10:15 pmORD-MAF
8h 00m1 stop
Southwest Logo
3:00 pm - 10:35 pmMAF-ORD
7h 35m1 stop
$325Southwest
Find Deal
Mon, Feb 23 - Wed, Feb 25
Southwest Logo
1:45 pm - 10:35 pmORD-MAF
8h 50m2 stops
Southwest Logo
3:00 pm - 10:35 pmMAF-ORD
7h 35m1 stop
$330Southwest
Find Deal
Mon, Feb 23 - Wed, Feb 25
Southwest Logo
2:15 pm - 10:35 pmORD-MAF
8h 20m2 stops
Southwest Logo
7:05 am - 1:00 pmMAF-ORD
5h 55m2 stops
$335Southwest
Find Deal
Mon, Feb 23 - Wed, Feb 25
American Airlines Logo
11:43 am - 10:49 pmORD-MAF
11h 06m2 stops
American Airlines Logo
5:00 am - 9:48 amMAF-ORD
4h 48m1 stop
$350American Airlines
Find Deal
Wed, Feb 18 - Sat, Feb 21
American Airlines Logo
10:41 am - 10:49 pmORD-MAF
12h 08m2 stops
American Airlines Logo
5:00 am - 9:48 amMAF-ORD
4h 48m1 stop
$351American Airlines
Find Deal
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
5:10 pm - 11:15 pmORD-MAF
6h 05m1 stop
United Airlines Logo
5:00 am - 10:02 amMAF-ORD
5h 02m1 stop
$380United Airlines
Find Deal
Fri, Nov 28 - Sat, Dec 6
United Airlines Logo
11:35 am - 4:26 pmORD-MAF
28h 51m2 stops
United Airlines Logo
7:00 am - 12:16 pmMAF-ORD
5h 16m1 stop
$592United Airlines
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Fri, Nov 21 - Sun, Nov 23
United Airlines Logo
7:10 am - 9:42 pmORD-MAF
14h 32m2 stops
United Airlines Logo
5:30 pm - 11:10 pmMAF-ORD
5h 40m1 stop
$607United Airlines
Find Deal
Mon, Nov 24 - Fri, Nov 28

American Airlines flights from Chicago O'Hare Intl Airport to Midland

Our best American Airlines deals on Chicago O'Hare Intl Airport to Midland flight tickets
American Airlines
Feb 18
ORD2:55 pmChicago O'Hare Intl
7h 54m
1 stop
MAF10:49 pmMidland Intl
Feb 21
MAF9:12 amMidland Intl
5h 57m
1 stop
ORD3:09 pmChicago O'Hare Intl
$277
Find similar
American Airlines
Feb 20
ORD6:52 pmChicago O'Hare Intl
5h 07m
1 stop
MAF11:59 pmMidland Intl
Feb 22
MAF10:20 amMidland Intl
7h 20m
1 stop
ORD5:40 pmChicago O'Hare Intl
$310
Find similar
American Airlines
Feb 18
ORD11:43 amChicago O'Hare Intl
11h 06m
2 stops
MAF10:49 pmMidland Intl
Feb 21
MAF5:00 amMidland Intl
4h 48m
1 stop
ORD9:48 amChicago O'Hare Intl
$350
Find similar

United Airlines flights from Chicago O'Hare Intl Airport to Midland

Our best United Airlines deals on Chicago O'Hare Intl Airport to Midland flight tickets
United Airlines
Nov 28
ORD5:10 pmChicago O'Hare Intl
6h 05m
1 stop
MAF11:15 pmMidland Intl
Dec 6
MAF5:00 amMidland Intl
5h 02m
1 stop
ORD10:02 amChicago O'Hare Intl
$380
Find similar
United Airlines
Nov 18
ORD2:21 pmChicago O'Hare Intl
7h 21m
1 stop
MAF9:42 pmMidland Intl
Nov 19
MAF1:55 pmMidland Intl
5h 45m
1 stop
ORD7:40 pmChicago O'Hare Intl
$547
Find similar
United Airlines
Nov 21
ORD11:35 amChicago O'Hare Intl
28h 51m
2 stops
MAF4:26 pmMidland Intl
Nov 23
MAF7:00 amMidland Intl
5h 16m
1 stop
ORD12:16 pmChicago O'Hare Intl
$592
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated November 10, 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

Fly to

Route

Depart

Return

Price

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

2:55 pm-10:49 pm

1 stop7h 54m

Midland Intl

Sat 2/21

9:12 am-3:09 pm

1 stop5h 57m

$277

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 2/20

6:52 pm-11:59 pm

1 stop5h 07m

Midland Intl

Sun 2/22

10:20 am-5:40 pm

1 stop7h 20m

$310

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/23

2:15 pm-10:15 pm

1 stop8h 00m

Midland Intl

Wed 2/25

3:00 pm-10:35 pm

1 stop7h 35m

$325

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/23

1:45 pm-10:35 pm

2 stops8h 50m

Midland Intl

Wed 2/25

3:00 pm-10:35 pm

1 stop7h 35m

$330

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/23

2:15 pm-10:35 pm

2 stops8h 20m

Midland Intl

Wed 2/25

7:05 am-1:00 pm

2 stops5h 55m

$335

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

11:43 am-10:49 pm

2 stops11h 06m

Midland Intl

Sat 2/21

5:00 am-9:48 am

1 stop4h 48m

$350

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

10:41 am-10:49 pm

2 stops12h 08m

Midland Intl

Sat 2/21

5:00 am-9:48 am

1 stop4h 48m

$351

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 11/28

5:10 pm-11:15 pm

1 stop6h 05m

Midland Intl

Sat 12/6

5:00 am-10:02 am

1 stop5h 02m

$380

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 11/21

11:35 am-4:26 pm

2 stops28h 51m

Midland Intl

Sun 11/23

7:00 am-12:16 pm

1 stop5h 16m

$592

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 11/24

7:10 am-9:42 pm

2 stops14h 32m

Midland Intl

Fri 11/28

5:30 pm-11:10 pm

1 stop5h 40m

$607

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Midland from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Midland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Midland?

The cheapest day to depart on your flight to Midland is on a Saturday when prices can be found for as low as $346. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $778.

What is the cheapest time of day to depart on your flight to Midland?

Our most recent data shows that the best time of day to fly to Midland is in the morning. Flights from Chicago O'Hare Intl Airport to Midland during this time can be as low as $416. Flights to Midland are more costly in the afternoon, with an average ticket price of $609. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago O'Hare Intl Airport to Midland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Midland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Midland (ORD to MAF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Midland

Direct flights

None
There are no direct flights from Chicago O'Hare Intl Airport to Midland. There are no popular flight routes from Chicago O'Hare Intl Airport to Midland.
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  • How far is Chicago O'Hare Intl to Midland Intl by plane?

    A flight from Chicago O'Hare Intl to Midland Intl will travel around 1039.6 mi. In terms of flight time, this usually takes a little over 5h 07m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Midland Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Midland Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Midland Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Midland Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Midland Intl Airport.

  • What documentation or ID do you need to fly to Midland Intl Airport?

    The required travel and health documents for your Midland Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Midland Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Midland?

Best airlines flying from Chicago O'Hare Intl Airport to Midland

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Midland with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $216Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights

Traveling to a place near Midland?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Midland?

It is quick and easy to find Chicago to Midland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Midland that suits you.

Can I find flights from Chicago to Midland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Midland flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Midland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Midland.

I’m not ready to book a flight from Chicago to Midland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Midland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Midland and let you know when they change.

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