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Cheap flights from Harlingen to Chicago from $153

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Harlingen to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:41 pm - 4:56 pmHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
3h 15mnonstop
American Airlines Logo
9:14 am - 1:11 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
3h 57mnonstop
$291American Airlines
Sat, Jan 16 - Sat, Jan 23
American Airlines Logo
1:41 pm - 4:56 pmHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
3h 15mnonstop
American Airlines Logo
5:09 pm - 10:54 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
5h 45m1 stop Dallas/Fort Worth
$301American Airlines
Sat, Jan 16 - Sat, Jan 23
American Airlines Logo
2:24 pm - 7:59 pmHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
5h 35m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 10:11 amORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
5h 11m1 stop Dallas/Fort Worth
$311American Airlines
Sat, Dec 5 - Tue, Dec 8
American Airlines Logo
6:41 pm - 11:59 pmHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
5h 18m1 stop Dallas/Fort Worth
American Airlines Logo
2:52 pm - 10:54 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
8h 02m1 stop Dallas/Fort Worth
$311American Airlines
Sat, Jan 16 - Sat, Jan 23
Southwest Logo
4:30 pm - 11:05 pmHRL  Harlingen Valley Intl-MDW Chicago Midway
6h 35m1 stop Houston Hobby
Southwest Logo
10:15 am - 3:50 pmMDW  Chicago Midway-HRL Harlingen Valley Intl
5h 35m1 stop Houston Hobby
$324Southwest
Thu, Dec 10 - Tue, Dec 15
Southwest Logo
12:45 pm - 6:10 pmHRL  Harlingen Valley Intl-MDW Chicago Midway
5h 25m1 stop Houston Hobby
Southwest Logo
10:15 am - 3:15 pmMDW  Chicago Midway-HRL Harlingen Valley Intl
5h 00m1 stop Houston Hobby
$324Southwest
Sat, Nov 7 - Sat, Nov 14
United Airlines Logo
5:05 am - 10:11 amHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
5h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
2:22 pm - 7:47 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
5h 25m1 stop Houston George Bush Intcntl
$324United Airlines
Sat, Nov 7 - Sat, Nov 14
United Airlines Logo
5:05 am - 10:11 amHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
5h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
2:22 pm - 7:47 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
5h 25m1 stop Houston George Bush Intcntl
$324United Airlines
Sat, Nov 7 - Sat, Nov 14
Southwest Logo
12:45 pm - 6:10 pmHRL  Harlingen Valley Intl-MDW Chicago Midway
5h 25m1 stop Houston Hobby
Southwest Logo
10:15 am - 3:15 pmMDW  Chicago Midway-HRL Harlingen Valley Intl
5h 00m1 stop Houston Hobby
$324Southwest
Sat, Nov 7 - Sat, Nov 14
United Airlines Logo
5:05 am - 10:11 amHRL  Harlingen Valley Intl-ORD Chicago O'Hare Intl
5h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
2:22 pm - 7:47 pmORD  Chicago O'Hare Intl-HRL Harlingen Valley Intl
5h 25m1 stop Houston George Bush Intcntl
$324United Airlines
Sat, Nov 7 - Sat, Nov 14

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American Airlines flights from Harlingen to Chicago

Our best American Airlines deals on Harlingen to Chicago flight tickets
American Airlines
Jan 16
HRL1:41 pmHarlingen Valley Intl
3h 15m
ORD4:56 pmChicago O'Hare Intl
Jan 23
ORD9:14 amChicago O'Hare Intl
3h 57m
HRL1:11 pmHarlingen Valley Intl
$291
American Airlines
Jan 16
HRL1:41 pmHarlingen Valley Intl
3h 15m
ORD4:56 pmChicago O'Hare Intl
Jan 23
ORD5:09 pmChicago O'Hare Intl
5h 45m
1 stop
HRL10:54 pmHarlingen Valley Intl
$301
American Airlines
Dec 5
HRL2:24 pmHarlingen Valley Intl
5h 35m
1 stop
ORD7:59 pmChicago O'Hare Intl
Dec 8
ORD5:00 amChicago O'Hare Intl
5h 11m
1 stop
HRL10:11 amHarlingen Valley Intl
$311

United Airlines flights from Harlingen to Chicago

Our best United Airlines deals on Harlingen to Chicago flight tickets
United Airlines
Nov 7
HRL5:05 amHarlingen Valley Intl
5h 06m
1 stop
ORD10:11 amChicago O'Hare Intl
Nov 14
ORD2:22 pmChicago O'Hare Intl
5h 25m
1 stop
HRL7:47 pmHarlingen Valley Intl
$324
United Airlines
Nov 23
HRL5:25 pmHarlingen Valley Intl
6h 01m
1 stop
ORD11:26 pmChicago O'Hare Intl
Nov 26
ORD7:29 amChicago O'Hare Intl
5h 52m
1 stop
HRL1:21 pmHarlingen Valley Intl
$337
United Airlines
Dec 4
HRL2:00 pmHarlingen Valley Intl
5h 55m
1 stop
ORD7:55 pmChicago O'Hare Intl
Dec 6
ORD7:30 amChicago O'Hare Intl
8h 20m
1 stop
HRL3:50 pmHarlingen Valley Intl
$348

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 1/16

1:41 pm-4:56 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sat 1/23

9:14 am-1:11 pm

Nonstop3h 57m

$291

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 1/16

1:41 pm-4:56 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sat 1/23

5:09 pm-10:54 pm

1 stop5h 45m

$301

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 12/5

2:24 pm-7:59 pm

1 stop5h 35m

Chicago O'Hare Intl

Tue 12/8

5:00 am-10:11 am

1 stop5h 11m

$311

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 1/16

6:41 pm-11:59 pm

1 stop5h 18m

Chicago O'Hare Intl

Sat 1/23

2:52 pm-10:54 pm

1 stop8h 02m

$311

HarlingenChicago

HRL Harlingen Valley Intl - MDW Chicago Midway

HRLMDW

Harlingen Valley Intl

Thu 12/10

4:30 pm-11:05 pm

1 stop6h 35m

Chicago Midway

Tue 12/15

10:15 am-3:50 pm

1 stop5h 35m

$324

HarlingenChicago

HRL Harlingen Valley Intl - MDW Chicago Midway

HRLMDW

Harlingen Valley Intl

Sat 11/7

12:45 pm-6:10 pm

1 stop5h 25m

Chicago Midway

Sat 11/14

10:15 am-3:15 pm

1 stop5h 00m

$324

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 11/7

5:05 am-10:11 am

1 stop5h 06m

Chicago O'Hare Intl

Sat 11/14

2:22 pm-7:47 pm

1 stop5h 25m

$324

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 11/7

5:05 am-10:11 am

1 stop5h 06m

Chicago O'Hare Intl

Sat 11/14

2:22 pm-7:47 pm

1 stop5h 25m

$324

HarlingenChicago

HRL Harlingen Valley Intl - MDW Chicago Midway

HRLMDW

Harlingen Valley Intl

Sat 11/7

12:45 pm-6:10 pm

1 stop5h 25m

Chicago Midway

Sat 11/14

10:15 am-3:15 pm

1 stop5h 00m

$324

HarlingenChicago

HRL Harlingen Valley Intl - ORD Chicago O'Hare Intl

HRLORD

Harlingen Valley Intl

Sat 11/7

5:05 am-10:11 am

1 stop5h 06m

Chicago O'Hare Intl

Sat 11/14

2:22 pm-7:47 pm

1 stop5h 25m

$324

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 Harlingen 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 typical price of a round-trip flight between Harlingen and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $356 to $497.
The lowest price recently found on this route was $291.

What is the cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from Harlingen, with most prices found around $298. If you’re not able to fly to Chicago in May, then August is your next best option. Flight prices from Harlingen to Chicago during August average around $348.

Can stopping save me money on Harlingen to Chicago flights?

You could potentially save up to 10% on your flight if you consider stops on a Harlingen to Chicago flight.

When to book flights from Harlingen to Chicago

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

Cheap Harlingen to Chicago (HRL to CHI) flight deals and tips

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

Best Price Found

$153

Fastest flight time

5h 06m

Direct flights

Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Harlingen in the past 72 hours is $153. The best round-trip flight deal from Harlingen to Chicago found on momondo in the last 72 hours is $291.
The fastest flight from Harlingen to Chicago takes 5h 06m
Direct flights go from Harlingen to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Harlingen there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Harlingen to Chicago

  • How far is Harlingen Valley Intl to Chicago by plane?

    The distance between Harlingen Valley Intl and Chicago is about 1224.6 mi. A reasonable flight in good conditions will take 5h 06m.

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

    Prices for flights from Harlingen Valley Intl Airport to Chicago refresh daily.

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

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

    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 Harlingen Valley Intl Airport to Chicago.

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

    The required travel and health documents for your Chicago 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Harlingen to Chicago

Compare and see reviews for airlines that fly from Harlingen to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $250Free CancellationRating
7.4
10,362 reviews
Search United Airlines flights
American AirlinesPriceFrom $288Free CancellationRating
7.0
12,165 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
Lansing
Benton Harbor
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 Harlingen to Chicago?

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 Chicago from Harlingen.

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

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

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

Once all potential Harlingen to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Harlingen are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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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