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Cheap flights from Chicago to Harlingen from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Harlingen departing on 8/19. 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 Chicago to Harlingen

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:00 pm - 10:47 pm
ORD
-
HRL
7h 47m
1 stop
American Airlines Logo
10:45 am - 6:25 pm
HRL
-
ORD
7h 40m
1 stop
$257American Airlines
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
5:00 am - 10:04 am
ORD
-
HRL
5h 04m
1 stop
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
$269American Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
5:00 am - 10:04 am
ORD
-
HRL
5h 04m
1 stop
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
$281American Airlines
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
5:00 am - 10:04 am
ORD
-
HRL
5h 04m
1 stop
American Airlines Logo
3:17 pm - 11:30 pm
HRL
-
ORD
8h 13m
1 stop
$293American Airlines
Fri, Aug 14 - Sat, Aug 29
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
$297American Airlines
Thu, Jul 30 - Mon, Aug 10
Delta Logo
6:30 am - 1:23 pm
ORD
-
HRL
6h 53m
1 stop
Delta Logo
2:13 pm - 11:51 pm
HRL
-
ORD
9h 38m
2 stops
$298Delta
Wed, Oct 21 - Fri, Oct 23
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
$305American Airlines
Thu, Jul 30 - Wed, Aug 5
Delta Logo
6:00 am - 1:31 pm
ORD
-
HRL
7h 31m
1 stop
Delta Logo
2:00 pm - 9:34 pm
HRL
-
ORD
7h 34m
1 stop
$309Delta
Sun, Nov 22 - Thu, Nov 26
American Airlines Logo
5:00 am - 10:04 am
ORD
-
HRL
5h 04m
1 stop
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
$310American Airlines
Thu, Aug 6 - Tue, Aug 11
Delta Logo
6:00 am - 1:31 pm
ORD
-
HRL
7h 31m
1 stop
Delta Logo
2:00 pm - 11:50 pm
HRL
-
ORD
9h 50m
2 stops
$314Delta
Sun, Nov 22 - Thu, Nov 26

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American Airlines flights from Chicago to Harlingen

Our best American Airlines deals on Chicago to Harlingen flight tickets
American Airlines
Sep 22
ORD3:00 pmChicago O'Hare Intl
7h 47m
1 stop
HRL10:47 pmHarlingen Valley Intl
Sep 26
HRL10:45 amHarlingen Valley Intl
7h 40m
1 stop
ORD6:25 pmChicago O'Hare Intl
$257
American Airlines
Aug 8
ORD5:00 amChicago O'Hare Intl
5h 04m
1 stop
HRL10:04 amHarlingen Valley Intl
Aug 15
HRL6:43 pmHarlingen Valley Intl
5h 35m
1 stop
ORD12:18 amChicago O'Hare Intl
$269
American Airlines
Aug 18
ORD5:00 amChicago O'Hare Intl
5h 04m
1 stop
HRL10:04 amHarlingen Valley Intl
Aug 25
HRL6:43 pmHarlingen Valley Intl
5h 35m
1 stop
ORD12:18 amChicago O'Hare Intl
$281

Delta flights from Chicago to Harlingen

Our best Delta deals on Chicago to Harlingen flight tickets
Delta
Oct 21
ORD6:30 amChicago O'Hare Intl
6h 53m
1 stop
HRL1:23 pmHarlingen Valley Intl
Oct 23
HRL2:13 pmHarlingen Valley Intl
9h 38m
2 stops
ORD11:51 pmChicago O'Hare Intl
$298
Delta
Nov 22
ORD6:00 amChicago O'Hare Intl
7h 31m
1 stop
HRL1:31 pmHarlingen Valley Intl
Nov 26
HRL2:00 pmHarlingen Valley Intl
7h 34m
1 stop
ORD9:34 pmChicago O'Hare Intl
$309
Delta
Nov 22
ORD6:00 amChicago O'Hare Intl
7h 31m
1 stop
HRL1:31 pmHarlingen Valley Intl
Nov 26
HRL2:00 pmHarlingen Valley Intl
9h 50m
2 stops
ORD11:50 pmChicago O'Hare Intl
$314

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Harlingen 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 June 30, 2026.
Use the filters below to find and compare flights from Chicago to Harlingen that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 9/22

3:00 pm-10:47 pm

1 stop7h 47m

Harlingen Valley Intl

Sat 9/26

10:45 am-6:25 pm

1 stop7h 40m

$257
Quickest round-trip

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 8/8

5:00 am-10:04 am

1 stop5h 04m

Harlingen Valley Intl

Sat 8/15

6:43 pm-12:18 am

1 stop5h 35m

$269

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 8/18

5:00 am-10:04 am

1 stop5h 04m

Harlingen Valley Intl

Tue 8/25

6:43 pm-12:18 am

1 stop5h 35m

$281

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 8/14

5:00 am-10:04 am

1 stop5h 04m

Harlingen Valley Intl

Sat 8/29

3:17 pm-11:30 pm

1 stop8h 13m

$293

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 7/30

5:00 am-10:12 am

1 stop5h 12m

Harlingen Valley Intl

Mon 8/10

6:43 pm-12:18 am

1 stop5h 35m

$297

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 10/21

6:30 am-1:23 pm

1 stop6h 53m

Harlingen Valley Intl

Fri 10/23

2:13 pm-11:51 pm

2 stops9h 38m

$298

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 7/30

5:00 am-10:12 am

1 stop5h 12m

Harlingen Valley Intl

Wed 8/5

6:43 pm-12:18 am

1 stop5h 35m

$305

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sun 11/22

6:00 am-1:31 pm

1 stop7h 31m

Harlingen Valley Intl

Thu 11/26

2:00 pm-9:34 pm

1 stop7h 34m

$309

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 8/6

5:00 am-10:04 am

1 stop5h 04m

Harlingen Valley Intl

Tue 8/11

6:43 pm-12:18 am

1 stop5h 35m

$310

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sun 11/22

6:00 am-1:31 pm

1 stop7h 31m

Harlingen Valley Intl

Thu 11/26

2:00 pm-11:50 pm

2 stops9h 50m

$314

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 Harlingen from

How to get the cheapest flight ticket from Chicago to Harlingen

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 Chicago and Harlingen?

What is the cheapest month to fly to Harlingen?

If you aren’t able to travel during the month of January, then book flights to Harlingen from Chicago during March instead. Flights to Harlingen in March, while not as cheap as those in January, still average around $156.

What is the cheapest Chicago to Harlingen Valley Intl flight route?

Fly from Chicago O'Hare Intl to Harlingen Valley Intl for the best Chicago - Harlingen Valley Intl flight prices

What cabin class options are available on Chicago to Harlingen flights?

There is only 1 cabin class available to choose from on Chicago to Harlingen flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Harlingen flights?

You could potentially save up to 1% on your flight if you consider stops on a Chicago to Harlingen flight.

When to book flights from Chicago to Harlingen

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

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

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

Fastest flight time

5h 34m

Direct flights

Sun

Airports in Harlingen

1 airport
The fastest flight from Chicago to Harlingen takes 5h 34m
Direct flights go from Chicago to Harlingen on Sunday. There are no airlines offering direct flights.
There is 1 airport in Harlingen. From Chicago there are direct flights to Harlingen Valley Intl (HRL).
Search flight deals

Frequently asked questions about flying from Chicago to Harlingen

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

    The straight-line distance from Chicago to Harlingen Valley Intl is 1224.6 mi. Typically, this will take 5h 34m by plane in normal conditions.

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

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

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

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

  • What documentation or ID do you need to fly to Harlingen Valley Intl Airport?

    The travel and health documents you'll need for your trip to Harlingen Valley Intl Airport 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 Harlingen Valley Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Harlingen?

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

Best airlines flying from Chicago to Harlingen

Compare and see reviews for airlines that fly from Chicago to Harlingen with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $216Free CancellationRating
7.9
4,247 reviews
Search Southwest flights
American AirlinesPriceFrom $233Free CancellationRating
7.1
11,762 reviews
Search American Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
9,901 reviews
Search United Airlines flights

Why use momondo?

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

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

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

Yes. All flights to Harlingen from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Harlingen from Chicago.

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

Yes. momondo can track prices for Chicago to Harlingen 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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