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Cheap flights from Midland to Chicago from $192

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 8/12. 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
0 bags

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Find the cheapest flights from Midland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:00 am - 11:01 am
MAF
-
ORD
6h 01m
1 stop
United Airlines Logo
5:00 am - 10:55 am
ORD
-
MAF
5h 55m
1 stop
$371United Airlines
Tue, Jul 21 - Wed, Jul 29
United Airlines Logo
7:13 pm - 12:45 am
MAF
-
ORD
5h 32m
1 stop
United Airlines Logo
4:05 pm - 9:48 pm
ORD
-
MAF
5h 43m
1 stop
$399United Airlines
Mon, Jun 29 - Wed, Jul 1
American Airlines Logo
6:47 pm - 12:39 am
MAF
-
ORD
5h 52m
1 stop
American Airlines Logo
3:50 pm - 11:59 pm
ORD
-
MAF
8h 09m
1 stop
$433American Airlines
Fri, Jun 5 - Tue, Jun 9
American Airlines Logo
6:42 pm - 11:37 pm
MAF
-
ORD
4h 55m
1 stop
American Airlines Logo
5:00 am - 11:09 am
ORD
-
MAF
6h 09m
1 stop
$437American Airlines
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
5:23 pm - 12:39 am
MAF
-
ORD
7h 16m
1 stop
American Airlines Logo
5:00 am - 11:09 am
ORD
-
MAF
6h 09m
1 stop
$456American Airlines
Fri, Jun 5 - Tue, Jun 9
United Airlines Logo
2:15 pm - 9:51 pm
MAF
-
ORD
7h 36m
1 stop
United Airlines Logo
12:56 pm - 7:39 pm
ORD
-
MAF
6h 43m
1 stop
$495United Airlines
Sat, May 30 - Tue, Jun 2
United Airlines Logo
7:00 am - 12:29 pm
MAF
-
ORD
5h 29m
1 stop
United Airlines Logo
5:45 pm - 11:44 pm
ORD
-
MAF
5h 59m
1 stop
$500United Airlines
Wed, Jun 10 - Wed, Jun 10
American Airlines Logo
6:47 pm - 12:39 am
MAF
-
ORD
5h 52m
1 stop
American Airlines Logo
3:00 pm - 9:58 pm
ORD
-
MAF
6h 58m
1 stop
$511American Airlines
Wed, Jun 17 - Fri, Jun 19
United Airlines Logo
2:15 pm - 6:28 am
MAF
-
ORD
16h 13m
2 stops
United Airlines Logo
5:00 am - 10:55 am
ORD
-
MAF
5h 55m
1 stop
$529United Airlines
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
9:50 am - 3:30 pm
MAF
-
ORD
5h 40m
1 stop
Southwest Logo
4:55 pm - 10:10 pm
ORD
-
MAF
5h 15m
1 stop
$537Southwest
Thu, May 21 - Sun, May 24

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
Jul 21
MAF5:00 amMidland Intl
6h 01m
1 stop
ORD11:01 amChicago O'Hare Intl
Jul 29
ORD5:00 amChicago O'Hare Intl
5h 55m
1 stop
MAF10:55 amMidland Intl
$371
United Airlines
Jun 29
MAF7:13 pmMidland Intl
5h 32m
1 stop
ORD12:45 amChicago O'Hare Intl
Jul 1
ORD4:05 pmChicago O'Hare Intl
5h 43m
1 stop
MAF9:48 pmMidland Intl
$399
United Airlines
Jun 10
MAF7:00 amMidland Intl
5h 29m
1 stop
ORD12:29 pmChicago O'Hare Intl
Jun 10
ORD5:45 pmChicago O'Hare Intl
5h 59m
1 stop
MAF11:44 pmMidland Intl
$500

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
Jun 5
MAF6:47 pmMidland Intl
5h 52m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 9
ORD3:50 pmChicago O'Hare Intl
8h 09m
1 stop
MAF11:59 pmMidland Intl
$433
American Airlines
Jun 2
MAF6:42 pmMidland Intl
4h 55m
1 stop
ORD11:37 pmChicago O'Hare Intl
Jun 9
ORD5:00 amChicago O'Hare Intl
6h 09m
1 stop
MAF11:09 amMidland Intl
$437
American Airlines
Jun 5
MAF5:23 pmMidland Intl
7h 16m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 9
ORD5:00 amChicago O'Hare Intl
6h 09m
1 stop
MAF11:09 amMidland Intl
$456

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 May 9, 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 - ORD

MAFORD

Midland Intl

Tue 7/21

5:00 am-11:01 am

1 stop6h 01m

Chicago O'Hare Intl

Wed 7/29

5:00 am-10:55 am

1 stop5h 55m

$371

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 6/29

7:13 pm-12:45 am

1 stop5h 32m

Chicago O'Hare Intl

Wed 7/1

4:05 pm-9:48 pm

1 stop5h 43m

$399

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 6/5

6:47 pm-12:39 am

1 stop5h 52m

Chicago O'Hare Intl

Tue 6/9

3:50 pm-11:59 pm

1 stop8h 09m

$433

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 6/2

6:42 pm-11:37 pm

1 stop4h 55m

Chicago O'Hare Intl

Tue 6/9

5:00 am-11:09 am

1 stop6h 09m

$437

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 6/5

5:23 pm-12:39 am

1 stop7h 16m

Chicago O'Hare Intl

Tue 6/9

5:00 am-11:09 am

1 stop6h 09m

$456

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 5/30

2:15 pm-9:51 pm

1 stop7h 36m

Chicago O'Hare Intl

Tue 6/2

12:56 pm-7:39 pm

1 stop6h 43m

$495

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 6/10

7:00 am-12:29 pm

1 stop5h 29m

Chicago O'Hare Intl

Wed 6/10

5:45 pm-11:44 pm

1 stop5h 59m

$500

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 6/17

6:47 pm-12:39 am

1 stop5h 52m

Chicago O'Hare Intl

Fri 6/19

3:00 pm-9:58 pm

1 stop6h 58m

$511

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 7/21

2:15 pm-6:28 am

2 stops16h 13m

Chicago O'Hare Intl

Wed 7/29

5:00 am-10:55 am

1 stop5h 55m

$529
Quickest round-trip

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 5/21

9:50 am-3:30 pm

1 stop5h 40m

Chicago O'Hare Intl

Sun 5/24

4:55 pm-10:10 pm

1 stop5h 15m

$537

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 typical price of a round-trip flight between Midland and Chicago O'Hare Intl Airport?

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 18m

Direct flights

None
The fastest flight from Midland to Chicago O'Hare Intl Airport takes 5h 18m
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 18m.

  • 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
American AirlinesPriceFrom $296Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights
United AirlinesPriceFrom $426Free CancellationRating
7.4
9,692 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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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