Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Harlingen from $210

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 11/26. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Harlingen

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
8:54 am - 4:06 pmORD-HRL
7h 12m1 stop
United Airlines Logo
5:25 pm - 10:58 pmHRL-ORD
5h 33m1 stop
$269United Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
8:10 am - 2:46 pmORD-HRL
6h 36m1 stop
American Airlines Logo
6:44 pm - 11:44 pmHRL-ORD
5h 00m1 stop
$284American Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
5:18 am - 11:40 amORD-HRL
6h 22m1 stop
American Airlines Logo
5:40 am - 11:48 amHRL-ORD
6h 08m1 stop
$339American Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
United Airlines Logo
12:45 pm - 7:49 pmORD-HRL
7h 04m1 stop
United Airlines Logo
5:00 am - 10:08 amHRL-ORD
5h 08m1 stop
$359United Airlines
Find Deal
Tue, Dec 16 - Sun, Dec 21
United Airlines Logo
2:21 pm - 7:39 pmORD-HRL
5h 18m1 stop
United Airlines Logo
5:00 am - 12:08 pmHRL-ORD
7h 08m1 stop
$369United Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
United Airlines Logo
5:40 am - 11:26 amORD-HRL
5h 46m1 stop
United Airlines Logo
12:10 pm - 8:04 amHRL-ORD
19h 54m2 stops
$376United Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
Sun Country Air Logo
5:50 pm - 10:41 amORD-HRL
16h 51m1 stop
Sun Country Air Logo
10:55 am - 5:44 pmHRL-ORD
6h 49m1 stop
$385Sun Country Air
Find Deal
Sat, Dec 20 - Tue, Dec 30
Sun Country Air Logo
11:45 am - 10:53 amORD-HRL
23h 08m1 stop
Sun Country Air Logo
11:55 am - 6:50 pmHRL-ORD
6h 55m1 stop
$445Sun Country Air
Find Deal
Wed, Dec 31 - Sun, Jan 4
Southwest Logo
3:45 pm - 11:55 pmORD-HRL
8h 10m2 stops
Southwest Logo
6:50 am - 2:20 pmHRL-ORD
7h 30m1 stop
$464Southwest
Find Deal
Sat, Mar 28 - Fri, Apr 3
Southwest Logo
3:45 pm - 11:55 pmORD-HRL
8h 10m2 stops
Southwest Logo
6:00 am - 2:20 pmHRL-ORD
8h 20m2 stops
$469Southwest
Find Deal
Sat, Mar 28 - Fri, Apr 3

United Airlines flights from Chicago to Harlingen, Texas

Our best United Airlines deals on Chicago to Harlingen, Texas flight tickets
United Airlines
Jan 22
ORD8:54 amChicago O'Hare Intl
7h 12m
1 stop
HRL4:06 pmHarlingen Valley Intl
Jan 26
HRL5:25 pmHarlingen Valley Intl
5h 33m
1 stop
ORD10:58 pmChicago O'Hare Intl
$269
Find similar
United Airlines
Dec 16
ORD12:45 pmChicago O'Hare Intl
7h 04m
1 stop
HRL7:49 pmHarlingen Valley Intl
Dec 21
HRL5:00 amHarlingen Valley Intl
5h 08m
1 stop
ORD10:08 amChicago O'Hare Intl
$359
Find similar
United Airlines
Nov 14
ORD2:21 pmChicago O'Hare Intl
5h 18m
1 stop
HRL7:39 pmHarlingen Valley Intl
Nov 18
HRL5:00 amHarlingen Valley Intl
7h 08m
1 stop
ORD12:08 pmChicago O'Hare Intl
$369
Find similar

American Airlines flights from Chicago to Harlingen, Texas

Our best American Airlines deals on Chicago to Harlingen, Texas flight tickets
American Airlines
Jan 22
ORD8:10 amChicago O'Hare Intl
6h 36m
1 stop
HRL2:46 pmHarlingen Valley Intl
Jan 26
HRL6:44 pmHarlingen Valley Intl
5h 00m
1 stop
ORD11:44 pmChicago O'Hare Intl
$284
Find similar
American Airlines
Nov 14
ORD5:18 amChicago O'Hare Intl
6h 22m
1 stop
HRL11:40 amHarlingen Valley Intl
Nov 18
HRL5:40 amHarlingen Valley Intl
6h 08m
1 stop
ORD11:48 amChicago O'Hare Intl
$339
Find similar
American Airlines
Nov 8
ORD8:50 amChicago O'Hare Intl
6h 42m
1 stop
HRL3:32 pmHarlingen Valley Intl
Nov 12
HRL5:40 amHarlingen Valley Intl
4h 57m
1 stop
ORD10:37 amChicago O'Hare Intl
$409
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 October 30, 2025.
Use the filters below to find and compare flights from Chicago 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

8:54 am-4:06 pm

1 stop7h 12m

Harlingen Valley Intl

Mon 1/26

5:25 pm-10:58 pm

1 stop5h 33m

$269

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 1/22

8:10 am-2:46 pm

1 stop6h 36m

Harlingen Valley Intl

Mon 1/26

6:44 pm-11:44 pm

1 stop5h 00m

$284

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 11/14

5:18 am-11:40 am

1 stop6h 22m

Harlingen Valley Intl

Tue 11/18

5:40 am-11:48 am

1 stop6h 08m

$339

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 12/16

12:45 pm-7:49 pm

1 stop7h 04m

Harlingen Valley Intl

Sun 12/21

5:00 am-10:08 am

1 stop5h 08m

$359

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 11/14

2:21 pm-7:39 pm

1 stop5h 18m

Harlingen Valley Intl

Tue 11/18

5:00 am-12:08 pm

1 stop7h 08m

$369

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 1/22

5:40 am-11:26 am

1 stop5h 46m

Harlingen Valley Intl

Mon 1/26

12:10 pm-8:04 am

2 stops19h 54m

$376

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 12/20

5:50 pm-10:41 am

1 stop16h 51m

Harlingen Valley Intl

Tue 12/30

10:55 am-5:44 pm

1 stop6h 49m

$385

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 12/31

11:45 am-10:53 am

1 stop23h 08m

Harlingen Valley Intl

Sun 1/4

11:55 am-6:50 pm

1 stop6h 55m

$445

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 3/28

3:45 pm-11:55 pm

2 stops8h 10m

Harlingen Valley Intl

Fri 4/3

6:50 am-2:20 pm

1 stop7h 30m

$464

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 3/28

3:45 pm-11:55 pm

2 stops8h 10m

Harlingen Valley Intl

Fri 4/3

6:00 am-2:20 pm

2 stops8h 20m

$469

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Harlingen from

How to get the cheapest flight ticket from Chicago 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 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 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 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 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 Valley Intl flights?

There is only 1 cabin class available to choose from on Chicago 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.

When to book flights from Chicago to Harlingen, Texas

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

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

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

Fastest flight time

3h 52m

Direct flights

Sun

Airports in Harlingen, Texas

1 airport
The fastest flight from Chicago to Harlingen, Texas takes 3h 52m
Direct flights go from Chicago 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 to Harlingen Valley Intl by plane?

    The straight-line distance from Chicago to Harlingen Valley Intl is 1224.6 mi. Typically, this will take 3h 52m 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, Texas?

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

Best airlines flying from Chicago to Harlingen, Texas

Compare and see reviews for airlines that fly from Chicago to Harlingen, Texas with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $208Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
American AirlinesPriceFrom $267Free CancellationRating
7.2
11,035 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?

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.

An easier way to manage your Harlingen, Texas trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/29
Sat 12/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States