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Cheap flights from Chicago to Midland from $170

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Midland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:50 pm - 10:37 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 47m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 11:09 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 09m1 stop Dallas/Fort Worth
$339American Airlines
Wed, Oct 21 - Sat, Oct 24
American Airlines Logo
1:44 pm - 8:43 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 59m1 stop Dallas/Fort Worth
American Airlines Logo
7:12 am - 2:09 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 57m1 stop Dallas/Fort Worth
$339American Airlines
Thu, Dec 24 - Thu, Dec 31
American Airlines Logo
1:46 pm - 9:19 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 33m1 stop Dallas/Fort Worth
American Airlines Logo
6:20 pm - 12:14 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 54m1 stop Dallas/Fort Worth
$362American Airlines
Sat, Sep 26 - Fri, Oct 2
United Airlines Logo
5:30 pm - 11:43 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 13m1 stop Houston George Bush Intcntl
United Airlines Logo
7:15 pm - 12:45 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 30m1 stop Houston George Bush Intcntl
$388United Airlines
Thu, Nov 12 - Sun, Nov 15
American Airlines Logo
3:50 pm - 10:37 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 47m1 stop Dallas/Fort Worth
American Airlines Logo
2:27 pm - 10:10 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
7h 43m1 stop Dallas/Fort Worth
$388American Airlines
Thu, Oct 8 - Sun, Oct 11
American Airlines Logo
3:52 pm - 10:54 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 02m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 11:02 amMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 02m1 stop Dallas/Fort Worth
$388American Airlines
Sat, Nov 14 - Sun, Nov 15
American Airlines Logo
6:55 am - 12:21 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 26m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 12:08 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 08m1 stop Dallas/Fort Worth
$403American Airlines
Wed, Oct 21 - Sat, Oct 24
American Airlines Logo
2:50 pm - 10:37 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 47m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 11:09 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 09m1 stop Dallas/Fort Worth
$403American Airlines
Wed, Oct 21 - Sat, Oct 24
American Airlines Logo
5:16 pm - 10:37 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 21m1 stop Dallas/Fort Worth
American Airlines Logo
2:16 pm - 9:12 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 56m1 stop Dallas/Fort Worth
$403American Airlines
Fri, Oct 30 - Mon, Nov 2
United Airlines Logo
9:15 am - 4:17 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 02m1 stop Houston George Bush Intcntl
United Airlines Logo
2:20 pm - 6:59 amMAF  Midland Intl-ORD Chicago O'Hare Intl
16h 39m2 stops Houston George Bush Intcntl Paducah Barkley Regional
$533United Airlines
Thu, Nov 12 - Sun, Nov 15

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American Airlines flights from Chicago to Midland

Our best American Airlines deals on Chicago to Midland flight tickets
American Airlines
Oct 21
ORD2:50 pmChicago O'Hare Intl
7h 47m
1 stop
MAF10:37 pmMidland Intl
Oct 24
MAF6:00 amMidland Intl
5h 09m
1 stop
ORD11:09 amChicago O'Hare Intl
$339
American Airlines
Sep 26
ORD1:46 pmChicago O'Hare Intl
7h 33m
1 stop
MAF9:19 pmMidland Intl
Oct 2
MAF6:20 pmMidland Intl
5h 54m
1 stop
ORD12:14 amChicago O'Hare Intl
$362
American Airlines
Oct 8
ORD3:50 pmChicago O'Hare Intl
6h 47m
1 stop
MAF10:37 pmMidland Intl
Oct 11
MAF2:27 pmMidland Intl
7h 43m
1 stop
ORD10:10 pmChicago O'Hare Intl
$388

United Airlines flights from Chicago to Midland

Our best United Airlines deals on Chicago to Midland flight tickets
United Airlines
Sep 9
ORD12:47 pmChicago O'Hare Intl
5h 26m
1 stop
MAF6:13 pmMidland Intl
Sep 11
MAF7:00 amMidland Intl
5h 25m
1 stop
ORD12:25 pmChicago O'Hare Intl
$339
United Airlines
Sep 12
ORD7:00 amChicago O'Hare Intl
5h 53m
1 stop
MAF12:53 pmMidland Intl
Sep 15
MAF7:15 pmMidland Intl
5h 44m
1 stop
ORD12:59 amChicago O'Hare Intl
$518
United Airlines
Nov 12
ORD9:15 amChicago O'Hare Intl
7h 02m
1 stop
MAF4:17 pmMidland Intl
Nov 15
MAF2:20 pmMidland Intl
16h 39m
2 stops
ORD6:59 amChicago O'Hare Intl
$533

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Midland that are best for you.

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Depart

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Price

Cheapest round-trip

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Wed 10/21

2:50 pm-10:37 pm

1 stop7h 47m

Midland Intl

Sat 10/24

6:00 am-11:09 am

1 stop5h 09m

$339

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Thu 12/24

1:44 pm-8:43 pm

1 stop6h 59m

Midland Intl

Thu 12/31

7:12 am-2:09 pm

1 stop6h 57m

$339

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Sat 9/26

1:46 pm-9:19 pm

1 stop7h 33m

Midland Intl

Fri 10/2

6:20 pm-12:14 am

1 stop5h 54m

$362

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Thu 11/12

5:30 pm-11:43 pm

1 stop6h 13m

Midland Intl

Sun 11/15

7:15 pm-12:45 am

1 stop5h 30m

$388

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Thu 10/8

3:50 pm-10:37 pm

1 stop6h 47m

Midland Intl

Sun 10/11

2:27 pm-10:10 pm

1 stop7h 43m

$388

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Sat 11/14

3:52 pm-10:54 pm

1 stop7h 02m

Midland Intl

Sun 11/15

5:00 am-11:02 am

1 stop6h 02m

$388
Quickest round-trip

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Wed 10/21

6:55 am-12:21 pm

1 stop5h 26m

Midland Intl

Sat 10/24

6:00 am-12:08 pm

1 stop6h 08m

$403

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Wed 10/21

2:50 pm-10:37 pm

1 stop7h 47m

Midland Intl

Sat 10/24

6:00 am-11:09 am

1 stop5h 09m

$403

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Fri 10/30

5:16 pm-10:37 pm

1 stop5h 21m

Midland Intl

Mon 11/2

2:16 pm-9:12 pm

1 stop6h 56m

$403

ChicagoMidland

ORD Chicago O'Hare Intl - MAF Midland Intl

ORDMAF

Chicago O'Hare Intl

Thu 11/12

9:15 am-4:17 pm

1 stop7h 02m

Midland Intl

Sun 11/15

2:20 pm-6:59 am

2 stops16h 39m

$533

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 Midland from

How to get the cheapest flight ticket from Chicago 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 airline that flies from Chicago to Midland Intl?

United Airlines is the most popular carrier operating from Chicago to Midland Intl

When to book flights from Chicago to Midland

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

Cheap Chicago to Midland (CHI to MAF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Midland

Best Price Found

$170

Fastest flight time

6h 13m

Direct flights

None
The best one-way flight to Midland from Chicago in the past 72 hours is $170. The best round-trip flight deal from Chicago to Midland found on momondo in the last 72 hours is $339.
The fastest flight from Chicago to Midland takes 6h 13m
There are no direct flights from Chicago to Midland. There are no popular flight routes from Chicago to Midland.
Search flight deals

Frequently asked questions about flying from Chicago to Midland

  • How far is Chicago to Midland Intl by plane?

    The straight-line distance from Chicago to Midland Intl is 1046.8 mi. Flights usually cover this in 6h 13m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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 to Midland?

Best airlines flying from Chicago to Midland

Compare and see reviews for airlines that fly from Chicago to Midland with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $347Free CancellationRating
7.4
10,173 reviews
Search United Airlines flights
American AirlinesPriceFrom $379Free CancellationRating
7.1
12,039 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
Big Spring
Fort Stockton

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Midland from Chicago.

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

All flight searches from Chicago to Midland on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Chicago and Midland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Midland, momondo offers a useful price alert feature which will track prices for flights to Midland from Chicago and alert you when they change.

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