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Cheap flights from Midland to Chicago from $172

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Midland to Chicago departing on 8/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Midland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:15 pm - 12:59 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 44m1 stop Houston George Bush Intcntl
United Airlines Logo
10:40 am - 4:08 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 28m1 stop Houston George Bush Intcntl
$343United Airlines
Thu, Sep 10 - Sat, Sep 12
American Airlines Logo
2:21 pm - 10:13 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
7h 52m1 stop Dallas/Fort Worth
American Airlines Logo
8:09 am - 1:51 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 42m1 stop Dallas/Fort Worth
$362American Airlines
Mon, Aug 31 - Sun, Sep 6
American Airlines Logo
7:00 am - 12:15 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 15m1 stop Dallas/Fort Worth
American Airlines Logo
8:09 am - 1:51 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 42m1 stop Dallas/Fort Worth
$362American Airlines
Tue, Sep 1 - Sun, Sep 6
United Airlines Logo
1:40 pm - 7:30 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Denver Intl
United Airlines Logo
5:55 am - 12:45 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 50m1 stop Denver Intl
$362United Airlines
Tue, Sep 1 - Sun, Sep 6
United Airlines Logo
5:00 am - 10:15 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 15m1 stop Houston George Bush Intcntl
United Airlines Logo
6:29 pm - 11:44 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 15m1 stop Houston George Bush Intcntl
$362United Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
5:31 pm - 12:18 amMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 47m1 stop Dallas/Fort Worth
American Airlines Logo
1:46 pm - 7:41 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 55m1 stop Dallas/Fort Worth
$364American Airlines
Tue, Sep 8 - Sat, Sep 12
United Airlines Logo
2:13 pm - 8:05 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 52m1 stop Houston George Bush Intcntl
United Airlines Logo
10:40 am - 4:08 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 28m1 stop Houston George Bush Intcntl
$371United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
6:26 pm - 12:18 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 52m1 stop Dallas/Fort Worth
American Airlines Logo
4:50 pm - 10:29 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 39m1 stop Dallas/Fort Worth
$374American Airlines
Fri, Sep 4 - Fri, Sep 11
American Airlines Logo
2:21 pm - 7:42 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 21m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 11:19 amORD  Chicago O'Hare Intl-MAF Midland Intl
5h 19m1 stop Dallas/Fort Worth
$380American Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
5:00 am - 10:08 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 08m1 stop Dallas/Fort Worth
American Airlines Logo
3:50 pm - 9:19 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 29m1 stop Dallas/Fort Worth
$385American Airlines
Thu, Sep 10 - Sat, Sep 12

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

Our best United Airlines deals on Midland to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 10
MAF7:15 pmMidland Intl
5h 44m
1 stop
ORD12:59 amChicago O'Hare Intl
Sep 12
ORD10:40 amChicago O'Hare Intl
5h 28m
1 stop
MAF4:08 pmMidland Intl
$343
United Airlines
Sep 1
MAF1:40 pmMidland Intl
5h 50m
1 stop
ORD7:30 pmChicago O'Hare Intl
Sep 6
ORD5:55 amChicago O'Hare Intl
6h 50m
1 stop
MAF12:45 pmMidland Intl
$362
United Airlines
Sep 5
MAF2:13 pmMidland Intl
5h 52m
1 stop
ORD8:05 pmChicago O'Hare Intl
Sep 12
ORD10:40 amChicago O'Hare Intl
5h 28m
1 stop
MAF4:08 pmMidland Intl
$371

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

Our best American Airlines deals on Midland to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 8
MAF5:31 pmMidland Intl
6h 47m
1 stop
ORD12:18 amChicago O'Hare Intl
Sep 12
ORD1:46 pmChicago O'Hare Intl
5h 55m
1 stop
MAF7:41 pmMidland Intl
$364
American Airlines
Sep 4
MAF6:26 pmMidland Intl
5h 52m
1 stop
ORD12:18 amChicago O'Hare Intl
Sep 11
ORD4:50 pmChicago O'Hare Intl
5h 39m
1 stop
MAF10:29 pmMidland Intl
$374
American Airlines
Sep 2
MAF2:21 pmMidland Intl
5h 21m
1 stop
ORD7:42 pmChicago O'Hare Intl
Sep 6
ORD6:00 amChicago O'Hare Intl
5h 19m
1 stop
MAF11:19 amMidland Intl
$380

momondo Fare Finder

 
Customize your flight search to find flights from Midland to Chicago O'Hare Intl Airport 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 August 8, 2026.
Use the filters below to find and compare flights from Midland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Thu 9/10

7:15 pm-12:59 am

1 stop5h 44m

Chicago O'Hare Intl

Sat 9/12

10:40 am-4:08 pm

1 stop5h 28m

$343

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Mon 8/31

2:21 pm-10:13 pm

1 stop7h 52m

Chicago O'Hare Intl

Sun 9/6

8:09 am-1:51 pm

1 stop5h 42m

$362

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Tue 9/1

7:00 am-12:15 pm

1 stop5h 15m

Chicago O'Hare Intl

Sun 9/6

8:09 am-1:51 pm

1 stop5h 42m

$362

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Tue 9/1

1:40 pm-7:30 pm

1 stop5h 50m

Chicago O'Hare Intl

Sun 9/6

5:55 am-12:45 pm

1 stop6h 50m

$362
Quickest round-trip

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Wed 9/2

5:00 am-10:15 am

1 stop5h 15m

Chicago O'Hare Intl

Sun 9/6

6:29 pm-11:44 pm

1 stop5h 15m

$362

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Tue 9/8

5:31 pm-12:18 am

1 stop6h 47m

Chicago O'Hare Intl

Sat 9/12

1:46 pm-7:41 pm

1 stop5h 55m

$364

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Sat 9/5

2:13 pm-8:05 pm

1 stop5h 52m

Chicago O'Hare Intl

Sat 9/12

10:40 am-4:08 pm

1 stop5h 28m

$371

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Fri 9/4

6:26 pm-12:18 am

1 stop5h 52m

Chicago O'Hare Intl

Fri 9/11

4:50 pm-10:29 pm

1 stop5h 39m

$374

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Wed 9/2

2:21 pm-7:42 pm

1 stop5h 21m

Chicago O'Hare Intl

Sun 9/6

6:00 am-11:19 am

1 stop5h 19m

$380

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Thu 9/10

5:00 am-10:08 am

1 stop5h 08m

Chicago O'Hare Intl

Sat 9/12

3:50 pm-9:19 pm

1 stop5h 29m

$385

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Midland to Chicago O'Hare Intl Airport

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 airline that flies from Midland Intl to Chicago O'Hare Intl?

American Airlines and United Airlines are the most popular carriers operating from Midland Intl to Chicago O'Hare Intl

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

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

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

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

Fastest flight time

5h 08m

Direct flights

None
The fastest flight from Midland to Chicago O'Hare Intl Airport takes 5h 08m
There are no direct flights from Midland to Chicago O'Hare Intl Airport. There are no popular flight routes from Midland to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Midland to Chicago O'Hare Intl Airport

  • How far is Midland Intl to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1039.6 mi away from Midland Intl. In terms of flight time, this usually takes a little over 5h 08m.

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

    Prices for flights from Midland Intl Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Midland Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare 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 Chicago O'Hare 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 Midland to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Midland to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $398Free CancellationRating
7.4
10,085 reviews
Search United Airlines flights
American AirlinesPriceFrom $404Free CancellationRating
7.1
11,885 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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South Holland
Evanston

Why use momondo?

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

It is quick and easy to find Midland to Chicago 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 Chicago that suits you.

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

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

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

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 Midland to Chicago.

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

Yes momondo offers price alerts on flights to Chicago from Midland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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