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Cheap flights from Chicago O'Hare Intl Airport to Harlingen from $269

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Harlingen departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Harlingen

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:11 am - 2:46 pmORD-HRL
5h 35m1 stop
American Airlines Logo
6:44 pm - 11:44 pmHRL-ORD
5h 00m1 stop
$269American Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
7:15 am - 3:30 pmORD-HRL
8h 15m1 stop
American Airlines Logo
6:10 pm - 11:35 pmHRL-ORD
5h 25m1 stop
$289American Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Delta Logo
8:50 am - 3:10 pmORD-HRL
6h 20m1 stop
Delta Logo
3:15 pm - 9:25 amHRL-ORD
18h 10m1 stop
$306Delta
Find Deal
Sat, Dec 13 - Tue, Dec 23
United Airlines Logo
6:00 am - 11:04 amORD-HRL
5h 04m1 stop
United Airlines Logo
5:20 pm - 12:14 amHRL-ORD
6h 54m1 stop
$309United Airlines
Find Deal
Tue, Dec 16 - Fri, Dec 26
Delta Logo
8:50 am - 3:10 pmORD-HRL
6h 20m1 stop
Delta Logo
3:15 pm - 9:34 pmHRL-ORD
6h 19m1 stop
$324Delta
Find Deal
Sat, Dec 13 - Fri, Dec 26
United Airlines Logo
5:49 am - 11:13 amORD-HRL
5h 24m1 stop
United Airlines Logo
5:20 pm - 12:14 amHRL-ORD
6h 54m1 stop
$349United Airlines
Find Deal
Thu, Dec 18 - Tue, Dec 30
Sun Country Air Logo
9:39 am - 9:22 amORD-HRL
23h 43m1 stop
Sun Country Air Logo
11:37 am - 6:50 pmHRL-ORD
7h 13m1 stop
$352Sun Country Air
Find Deal
Fri, Dec 19 - Sun, Dec 21
Sun Country Air Logo
8:08 pm - 10:53 amORD-HRL
14h 45m1 stop
Sun Country Air Logo
9:55 am - 7:19 amHRL-ORD
21h 24m1 stop
$357Sun Country Air
Find Deal
Thu, Dec 18 - Sat, Dec 27
Southwest Logo
1:45 pm - 10:30 pmORD-HRL
8h 45m2 stops
Southwest Logo
6:00 am - 1:00 pmHRL-ORD
7h 00m2 stops
$363Southwest
Find Deal
Mon, Jan 5 - Sat, Jan 31
Southwest Logo
4:15 pm - 9:25 pmORD-HRL
5h 10m1 stop
Southwest Logo
6:05 am - 9:55 pmHRL-ORD
15h 50m2 stops
$420Southwest
Find Deal
Sat, Apr 4 - Sat, Apr 11

American Airlines flights from Chicago O'Hare Intl Airport to Harlingen, Texas

Our best American Airlines deals on Chicago O'Hare Intl Airport to Harlingen, Texas flight tickets
American Airlines
Jan 22
ORD9:11 amChicago O'Hare Intl
5h 35m
1 stop
HRL2:46 pmHarlingen Valley Intl
Jan 26
HRL6:44 pmHarlingen Valley Intl
5h 00m
1 stop
ORD11:44 pmChicago O'Hare Intl
$269
Find similar
American Airlines
Dec 12
ORD7:15 amChicago O'Hare Intl
8h 15m
1 stop
HRL3:30 pmHarlingen Valley Intl
Dec 15
HRL6:10 pmHarlingen Valley Intl
5h 25m
1 stop
ORD11:35 pmChicago O'Hare Intl
$289
Find similar
American Airlines
Jan 5
ORD8:25 amChicago O'Hare Intl
5h 53m
1 stop
HRL2:18 pmHarlingen Valley Intl
Jan 31
HRL6:02 amHarlingen Valley Intl
4h 52m
1 stop
ORD10:54 amChicago O'Hare Intl
$339
Find similar

Sun Country Air flights from Chicago O'Hare Intl Airport to Harlingen, Texas

Our best Sun Country Air deals on Chicago O'Hare Intl Airport to Harlingen, Texas flight tickets
Sun Country Air
Dec 19
ORD9:39 amChicago O'Hare Intl
23h 43m
1 stop
HRL9:22 amHarlingen Valley Intl
Dec 21
HRL11:37 amHarlingen Valley Intl
7h 13m
1 stop
ORD6:50 pmChicago O'Hare Intl
$352
Find similar
Sun Country Air
Dec 18
ORD8:08 pmChicago O'Hare Intl
14h 45m
1 stop
HRL10:53 amHarlingen Valley Intl
Dec 27
HRL9:55 amHarlingen Valley Intl
21h 24m
1 stop
ORD7:19 amChicago O'Hare Intl
$357
Find similar
Sun Country Air
Dec 18
ORD8:08 pmChicago O'Hare Intl
14h 45m
1 stop
HRL10:53 amHarlingen Valley Intl
Dec 30
HRL10:55 amHarlingen Valley Intl
23h 49m
1 stop
ORD10:44 amChicago O'Hare Intl
$368
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Harlingen, Texas 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 November 12, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Harlingen, Texas that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 1/22

9:11 am-2:46 pm

1 stop5h 35m

Harlingen Valley Intl

Mon 1/26

6:44 pm-11:44 pm

1 stop5h 00m

$269

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 12/12

7:15 am-3:30 pm

1 stop8h 15m

Harlingen Valley Intl

Mon 12/15

6:10 pm-11:35 pm

1 stop5h 25m

$289

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 12/13

8:50 am-3:10 pm

1 stop6h 20m

Harlingen Valley Intl

Tue 12/23

3:15 pm-9:25 am

1 stop18h 10m

$306

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 12/16

6:00 am-11:04 am

1 stop5h 04m

Harlingen Valley Intl

Fri 12/26

5:20 pm-12:14 am

1 stop6h 54m

$309

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 12/13

8:50 am-3:10 pm

1 stop6h 20m

Harlingen Valley Intl

Fri 12/26

3:15 pm-9:34 pm

1 stop6h 19m

$324

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 12/18

5:49 am-11:13 am

1 stop5h 24m

Harlingen Valley Intl

Tue 12/30

5:20 pm-12:14 am

1 stop6h 54m

$349

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 12/19

9:39 am-9:22 am

1 stop23h 43m

Harlingen Valley Intl

Sun 12/21

11:37 am-6:50 pm

1 stop7h 13m

$352

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 12/18

8:08 pm-10:53 am

1 stop14h 45m

Harlingen Valley Intl

Sat 12/27

9:55 am-7:19 am

1 stop21h 24m

$357

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Mon 1/5

1:45 pm-10:30 pm

2 stops8h 45m

Harlingen Valley Intl

Sat 1/31

6:00 am-1:00 pm

2 stops7h 00m

$363

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 4/4

4:15 pm-9:25 pm

1 stop5h 10m

Harlingen Valley Intl

Sat 4/11

6:05 am-9:55 pm

2 stops15h 50m

$420

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Harlingen from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Harlingen, Texas

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 month to fly to Harlingen, Texas?

The month of September is, on average, the cheapest month to fly to Harlingen, Texas from Chicago O'Hare Intl Airport, with most prices found around $252. If you are unable to visit Harlingen, Texas during the month of September, then departing from Chicago O'Hare Intl Airport during the month January is also very affordable. Most momondo users find prices during this month for around $293.

What is the cheapest day to depart on your flight to Harlingen, Texas?

The cheapest day to depart on your flight to Harlingen, Texas is on a Wednesday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Harlingen, Texas for around $482.

What is the cheapest time of day to depart on your flight to Harlingen, Texas?

Our most recent data shows that the best time of day to fly to Harlingen, Texas is in the evening. Flights from Chicago O'Hare Intl Airport to Harlingen, Texas during this time can be as low as $347. Flights in the morning are often more expensive with an average ticket price of $433.

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

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

What cabin class options are available on Chicago O'Hare Intl to Harlingen Valley Intl flights?

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

How have Chicago O'Hare Intl Airport to Harlingen, Texas flight prices changed over time?

As of November 2025, prices for Chicago O'Hare Intl Airport to Harlingen, Texas flights are approximately 39% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Harlingen, Texas

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

Cheap Chicago O'Hare Intl Airport to Harlingen, Texas (ORD to HRL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Harlingen, Texas

Fastest flight time

3h 52m

Direct flights

Sun

Airports in Harlingen, Texas

1 airport
The fastest flight from Chicago O'Hare Intl Airport to Harlingen, Texas takes 3h 52m
Direct flights go from Chicago O'Hare Intl Airport to Harlingen, Texas on Sunday. There are no airlines offering direct flights.
There is 1 airport near Harlingen, Texas: Harlingen Valley Intl (HRL)
Search flight deals

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

    Chicago O'Hare Intl and Harlingen Valley Intl are 1223.5 mi apart from one another. A reasonable flight in good conditions will take 3h 52m.

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

    Prices for flights from Chicago O'Hare Intl Airport to Harlingen Valley Intl Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Harlingen Valley Intl Airport.

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

    The necessary travel and health documents for your Harlingen Valley Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Harlingen, Texas?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Harlingen, Texas?

Best airlines flying from Chicago O'Hare Intl Airport to Harlingen, Texas

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Harlingen, Texas with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $208Free CancellationRating
8.0
4,235 reviews
Search Southwest flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
9,013 reviews
Search United Airlines flights
American AirlinesPriceFrom $267Free CancellationRating
7.2
11,049 reviews
Search American 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?

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

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

momondo provides multiple filters to help you find the best flight to Harlingen from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

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