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Cheap flights from Midland to Chicago from $147

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.
Southwest Logo
6:10 pm - 1:10 amMAF  Midland Intl-MDW Chicago Midway
7h 00m1 stop Houston Hobby
Southwest Logo
7:05 am - 1:20 pmMDW  Chicago Midway-MAF Midland Intl
6h 15m1 stop Dallas Love Field
$295Southwest
Mon, Nov 23 - Wed, Dec 2
Southwest Logo
6:10 pm - 1:10 amMAF  Midland Intl-MDW Chicago Midway
7h 00m1 stop Houston Hobby
Southwest Logo
8:00 am - 3:35 pmMDW  Chicago Midway-MAF Midland Intl
7h 35m2 stops Nashville Intl Dallas Love Field
$300Southwest
Mon, Nov 23 - Wed, Dec 2
Southwest Logo
6:15 pm - 1:10 amMAF  Midland Intl-MDW Chicago Midway
6h 55m2 stops Dallas Love Field Houston Hobby
Southwest Logo
9:55 am - 5:40 pmMDW  Chicago Midway-MAF Midland Intl
7h 45m2 stops Nashville Intl Houston Hobby
$305Southwest
Mon, Nov 23 - Wed, Dec 2
Southwest Logo
4:10 pm - 11:10 pmMAF  Midland Intl-MDW Chicago Midway
7h 00m1 stop Houston Hobby
Southwest Logo
7:00 am - 2:30 pmMDW  Chicago Midway-MAF Midland Intl
7h 30m1 stop Dallas Love Field
$307Southwest
Wed, Dec 16 - Sun, Dec 20
American Airlines Logo
6:41 pm - 12:20 amMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 39m1 stop Dallas/Fort Worth
American Airlines Logo
3:51 pm - 10:59 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 08m1 stop Dallas/Fort Worth
$355American Airlines
Tue, Nov 24 - Fri, Nov 27
American Airlines Logo
2:16 pm - 9:11 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 55m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 12:06 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 06m1 stop Dallas/Fort Worth
$394American Airlines
Fri, Dec 4 - Sun, Dec 6
American Airlines Logo
5:39 pm - 11:59 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 12:06 pmORD  Chicago O'Hare Intl-MAF Midland Intl
7h 06m1 stop Dallas/Fort Worth
$394American Airlines
Fri, Dec 4 - Sun, Dec 6
United Airlines Logo
7:40 am - 1:15 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 35m1 stop Denver Intl
United Airlines Logo
3:56 pm - 10:15 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 19m1 stop Denver Intl
$403United Airlines
Tue, Nov 10 - Wed, Nov 11
United Airlines Logo
2:20 pm - 7:55 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
5h 35m1 stop Houston George Bush Intcntl
United Airlines Logo
3:56 pm - 10:15 pmORD  Chicago O'Hare Intl-MAF Midland Intl
6h 19m1 stop Denver Intl
$425United Airlines
Fri, Nov 6 - Tue, Nov 10
United Airlines Logo
2:20 pm - 9:40 pmMAF  Midland Intl-ORD Chicago O'Hare Intl
7h 20m1 stop Houston George Bush Intcntl
United Airlines Logo
5:52 pm - 11:44 pmORD  Chicago O'Hare Intl-MAF Midland Intl
5h 52m1 stop Houston George Bush Intcntl
$461United Airlines
Mon, Nov 23 - Wed, Dec 2

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American Airlines flights from Midland to Chicago

Our best American Airlines deals on Midland to Chicago flight tickets
American Airlines
Nov 24
MAF6:41 pmMidland Intl
5h 39m
1 stop
ORD12:20 amChicago O'Hare Intl
Nov 27
ORD3:51 pmChicago O'Hare Intl
7h 08m
1 stop
MAF10:59 pmMidland Intl
$355
American Airlines
Dec 4
MAF5:39 pmMidland Intl
6h 20m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 6
ORD5:00 amChicago O'Hare Intl
7h 06m
1 stop
MAF12:06 pmMidland Intl
$394
American Airlines
Dec 4
MAF6:43 pmMidland Intl
5h 16m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 6
ORD5:00 amChicago O'Hare Intl
7h 06m
1 stop
MAF12:06 pmMidland Intl
$415

United Airlines flights from Midland to Chicago

Our best United Airlines deals on Midland to Chicago flight tickets
United Airlines
Nov 10
MAF7:40 amMidland Intl
5h 35m
1 stop
ORD1:15 pmChicago O'Hare Intl
Nov 11
ORD3:56 pmChicago O'Hare Intl
6h 19m
1 stop
MAF10:15 pmMidland Intl
$403
United Airlines
Nov 6
MAF2:20 pmMidland Intl
5h 35m
1 stop
ORD7:55 pmChicago O'Hare Intl
Nov 10
ORD3:56 pmChicago O'Hare Intl
6h 19m
1 stop
MAF10:15 pmMidland Intl
$425
United Airlines
Nov 23
MAF2:20 pmMidland Intl
7h 20m
1 stop
ORD9:40 pmChicago O'Hare Intl
Dec 2
ORD5:52 pmChicago O'Hare Intl
5h 52m
1 stop
MAF11:44 pmMidland Intl
$461

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

MidlandChicago

MAF Midland Intl - MDW Chicago Midway

MAFMDW

Midland Intl

Mon 11/23

6:10 pm-1:10 am

1 stop7h 00m

Chicago Midway

Wed 12/2

7:05 am-1:20 pm

1 stop6h 15m

$295

MidlandChicago

MAF Midland Intl - MDW Chicago Midway

MAFMDW

Midland Intl

Mon 11/23

6:10 pm-1:10 am

1 stop7h 00m

Chicago Midway

Wed 12/2

8:00 am-3:35 pm

2 stops7h 35m

$300

MidlandChicago

MAF Midland Intl - MDW Chicago Midway

MAFMDW

Midland Intl

Mon 11/23

6:15 pm-1:10 am

2 stops6h 55m

Chicago Midway

Wed 12/2

9:55 am-5:40 pm

2 stops7h 45m

$305

MidlandChicago

MAF Midland Intl - MDW Chicago Midway

MAFMDW

Midland Intl

Wed 12/16

4:10 pm-11:10 pm

1 stop7h 00m

Chicago Midway

Sun 12/20

7:00 am-2:30 pm

1 stop7h 30m

$307

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Tue 11/24

6:41 pm-12:20 am

1 stop5h 39m

Chicago O'Hare Intl

Fri 11/27

3:51 pm-10:59 pm

1 stop7h 08m

$355

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Fri 12/4

2:16 pm-9:11 pm

1 stop6h 55m

Chicago O'Hare Intl

Sun 12/6

6:00 am-12:06 pm

1 stop6h 06m

$394

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Fri 12/4

5:39 pm-11:59 pm

1 stop6h 20m

Chicago O'Hare Intl

Sun 12/6

5:00 am-12:06 pm

1 stop7h 06m

$394
Quickest round-trip

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Tue 11/10

7:40 am-1:15 pm

1 stop5h 35m

Chicago O'Hare Intl

Wed 11/11

3:56 pm-10:15 pm

1 stop6h 19m

$403

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Fri 11/6

2:20 pm-7:55 pm

1 stop5h 35m

Chicago O'Hare Intl

Tue 11/10

3:56 pm-10:15 pm

1 stop6h 19m

$425

MidlandChicago

MAF Midland Intl - ORD Chicago O'Hare Intl

MAFORD

Midland Intl

Mon 11/23

2:20 pm-9:40 pm

1 stop7h 20m

Chicago O'Hare Intl

Wed 12/2

5:52 pm-11:44 pm

1 stop5h 52m

$461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Midland to Chicago

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?

American Airlines, Southwest, and United Airlines are the most popular carriers operating from Midland Intl to Chicago

When to book flights from Midland to Chicago

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

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

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

Best Price Found

$147

Fastest flight time

5h 31m

Direct flights

None
The best one-way flight to Chicago from Midland in the past 72 hours is $147. The best round-trip flight deal from Midland to Chicago found on momondo in the last 72 hours is $295.
The fastest flight from Midland to Chicago takes 5h 31m
There are no direct flights from Midland to Chicago. There are no popular flight routes from Midland to Chicago.
Search flight deals

Frequently asked questions about flying from Midland to Chicago

  • How far is Midland Intl to Chicago by plane?

    The distance between Midland Intl and Chicago is about 1046.8 mi. In terms of flight time, this usually takes a little over 5h 31m.

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

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

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

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

    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.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Midland to Chicago?

Best airlines flying from Midland to Chicago

Compare and see reviews for airlines that fly from Midland to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $398Free CancellationRating
7.3
10,440 reviews
Search United Airlines flights
American AirlinesPriceFrom $426Free CancellationRating
7.0
12,187 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Midland to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Midland to Chicago on momondo can be filtered to show those which offer 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 can track prices for Midland to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport