Which layover airport offers the lowest fares from Chicago to Harlingen, Texas?

Flights via Austin (AUS) offer the lowest average round-trip price of $253.

Which airport is the most popular layover for flights between Chicago and Harlingen, Texas?

Dallas (DFW) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Harlingen, Texas?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Harlingen, Texas from Chicago according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Harlingen, Texas. Keep in mind that there are 3 different airlines that fly to Harlingen, Texas on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Chicago to Harlingen, Texas?

Dallas (DFW) has the shortest average layover time for this route: 2h 07m.

Which layover airport has the shortest travel time from Chicago to Harlingen, Texas?

Flights connecting via Austin (AUS) have the shortest average one-way travel time: 5h 30m.

What is the cheapest airline that flies from Chicago to Harlingen Valley Intl?

United Airlines and Delta are the most popular carriers operating from Chicago to Harlingen Valley Intl

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?

The number of operators available for flights from Chicago to Harlingen Valley Intl Airport is 3 as of December 2025.

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.

$195 Cheap Flights from Chicago to Harlingen in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Harlingen, Texas?

Prices are currently low for flights on this route. Typical prices usually range from $344 to $465. The lowest price recently found on this route was $234.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Harlingen

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:50 am - 2:39 pm

ORD

HRL

5h 49m1 stop

3:39 pm - 9:43 pm

HRL

ORD

6h 04m1 stop

$234Delta

Sat, Jan 10 - Sat, Jan 17

11:56 am - 6:14 pm

ORD

HRL

6h 18m1 stop

6:44 pm - 11:44 pm

HRL

ORD

5h 00m1 stop

$255American Airlines

Wed, Jan 14 - Wed, Jan 21

8:54 am - 4:06 pm

ORD

HRL

7h 12m1 stop

5:25 pm - 12:28 am

HRL

ORD

7h 03m1 stop

$260United Airlines

Wed, Jan 7 - Mon, Jan 12

6:54 am - 2:46 pm

ORD

HRL

7h 52m1 stop

6:44 pm - 11:44 pm

HRL

ORD

5h 00m1 stop

$269American Airlines

Thu, Jan 22 - Mon, Jan 26

7:13 pm - 11:30 am

ORD

HRL

16h 17m1 stop

12:13 pm - 7:06 pm

HRL

ORD

6h 53m1 stop

$279Sun Country Air

Thu, Apr 23 - Mon, May 4

5:49 am - 1:26 pm

ORD

HRL

7h 37m1 stop

5:25 pm - 10:58 pm

HRL

ORD

5h 33m1 stop

$289United Airlines

Sun, Jan 4 - Sun, Jan 11

2:15 pm - 9:50 pm

ORD

HRL

7h 35m2 stops

5:05 am - 11:05 am

HRL

ORD

6h 00m1 stop

$294Southwest

Wed, Mar 4 - Sat, Mar 7

12:45 pm - 8:01 pm

ORD

HRL

7h 16m1 stop

12:10 pm - 7:50 pm

HRL

ORD

7h 40m1 stop

$314United Airlines

Tue, Jan 13 - Sat, Jan 17

6:35 am - 2:20 pm

ORD

HRL

7h 45m1 stop

3:39 pm - 9:43 pm

HRL

ORD

6h 04m1 stop

$315Delta

Fri, Jan 2 - Sat, Jan 10

5:40 am - 11:26 am

ORD

HRL

5h 46m1 stop

5:25 pm - 10:58 pm

HRL

ORD

5h 33m1 stop

$323United Airlines

Fri, Jan 16 - Tue, Jan 20

United Airlines flights from Chicago to Harlingen, Texas

Our best United Airlines deals on Chicago to Harlingen, Texas flight tickets

United Airlines

Jan 14

ORD3:53 pmChicago O'Hare Intl

6h 06m

1 stop

HRL9:59 pmHarlingen Valley Intl

Jan 20

HRL5:25 pmHarlingen Valley Intl

5h 33m

1 stop

ORD10:58 pmChicago O'Hare Intl

$234

Find similar

United Airlines

Jan 11

ORD10:35 amChicago O'Hare Intl

5h 31m

1 stop

HRL4:06 pmHarlingen Valley Intl

Jan 28

HRL5:25 pmHarlingen Valley Intl

5h 33m

1 stop

ORD10:58 pmChicago O'Hare Intl

$260

Find similar

United Airlines

Jan 4

ORD5:49 amChicago O'Hare Intl

7h 37m

1 stop

HRL1:26 pmHarlingen Valley Intl

Jan 11

HRL5:25 pmHarlingen Valley Intl

5h 33m

1 stop

ORD10:58 pmChicago O'Hare Intl

$289

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

ORD6:54 amChicago O'Hare Intl

7h 52m

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

Feb 18

ORD3:15 pmChicago O'Hare Intl

7h 37m

1 stop

HRL10:52 pmHarlingen Valley Intl

Feb 23

HRL6:46 pmHarlingen Valley Intl

4h 51m

1 stop

ORD11:37 pmChicago O'Hare Intl

$344

Find similar

American Airlines

Dec 29

ORD11:53 amChicago O'Hare Intl

7h 23m

1 stop

HRL7:16 pmHarlingen Valley Intl

Dec 31

HRL2:48 pmHarlingen Valley Intl

4h 49m

1 stop

ORD7:37 pmChicago O'Hare Intl

$619

Find similar

momondo Fare Finder

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

Sat 1/10

8:50 am-2:39 pm

1 stop5h 49m

Harlingen Valley Intl

Sat 1/17

3:39 pm-9:43 pm

1 stop6h 04m

$234

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 1/14

11:56 am-6:14 pm

1 stop6h 18m

Harlingen Valley Intl

Wed 1/21

6:44 pm-11:44 pm

1 stop5h 00m

$255

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 1/7

8:54 am-4:06 pm

1 stop7h 12m

Harlingen Valley Intl

Mon 1/12

5:25 pm-12:28 am

1 stop7h 03m

$260

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 1/22

6:54 am-2:46 pm

1 stop7h 52m

Harlingen Valley Intl

Mon 1/26

6:44 pm-11:44 pm

1 stop5h 00m

$269

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Thu 4/23

7:13 pm-11:30 am

1 stop16h 17m

Harlingen Valley Intl

Mon 5/4

12:13 pm-7:06 pm

1 stop6h 53m

$279

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sun 1/4

5:49 am-1:26 pm

1 stop7h 37m

Harlingen Valley Intl

Sun 1/11

5:25 pm-10:58 pm

1 stop5h 33m

$289

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 3/4

2:15 pm-9:50 pm

2 stops7h 35m

Harlingen Valley Intl

Sat 3/7

5:05 am-11:05 am

1 stop6h 00m

$294

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 1/13

12:45 pm-8:01 pm

1 stop7h 16m

Harlingen Valley Intl

Sat 1/17

12:10 pm-7:50 pm

1 stop7h 40m

$314

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 1/2

6:35 am-2:20 pm

1 stop7h 45m

Harlingen Valley Intl

Sat 1/10

3:39 pm-9:43 pm

1 stop6h 04m

$315

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 1/16

5:40 am-11:26 am

1 stop5h 46m

Harlingen Valley Intl

Tue 1/20

5:25 pm-10:58 pm

1 stop5h 33m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Chicago and Harlingen, Texas?

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 Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Harlingen, Texas for around $496.

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 $496.

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	5h 19m
Direct flights	None

The fastest flight from Chicago to Harlingen, Texas takes 5h 19m

There are no direct flights from Chicago to Harlingen, Texas. There are no popular flight routes from Chicago to Harlingen, Texas.

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 5h 19m 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?
The number of operators available for flights from Chicago to Harlingen Valley Intl Airport is 3 as of December 2025.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Harlingen, Texas is Embraer 175 (Enhanced Winglets) (100.00% of total bookings).
What is the most popular airline from Chicago to Harlingen, Texas?
Based on momondo bookings for flights between Chicago and Harlingen, Texas, the leading airline is Southwest, making up 52% of the total bookings. Other popular airlines include American Airlines with 28% and United Airlines with 20%.

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
Southwest	PriceFrom $208	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights
United Airlines	PriceFrom $226	Free Cancellation	Rating 7.4 9,091 reviews	Search United Airlines flights
American Airlines	PriceFrom $267	Free Cancellation	Rating 7.2 11,054 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 1/17

Sat 1/24

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Airports servicing Texas

Popular cities in the United States

Flights to New Yorkfrom $45

Flights to Los Angelesfrom $48

Flights to Miamifrom $49

Flights to Chicagofrom $58

Flights to Orlandofrom $40

Flights to San Franciscofrom $58

Flights to Las Vegasfrom $49

Flights to Washington, D.C.from $57

Flights to Bostonfrom $51

Flights to Atlantafrom $46

Flights to Dallasfrom $57

Flights to Seattlefrom $58

Cheap flights from Chicago to Harlingen from $195

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 12/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Harlingen

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

United Airlines flights from Chicago to Harlingen, Texas

Our best United Airlines deals on Chicago to Harlingen, Texas flight tickets

American Airlines flights from Chicago to Harlingen, Texas

Our best American Airlines deals on Chicago to Harlingen, Texas flight tickets

momondo Fare Finder

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

See travel insights to Harlingen from

How to get the cheapest flight ticket from Chicago to Harlingen, Texas

What is the typical price of a round-trip flight between Chicago and Harlingen, Texas?

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

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 $496.

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.

What is the cheapest airline that flies from Chicago to Harlingen Valley Intl?

United Airlines and Delta are the most popular carriers operating from Chicago to Harlingen Valley Intl

What airlines fly to Harlingen, Texas?

Which airport is the most popular layover for flights between Chicago and Harlingen, Texas?

Dallas (DFW) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Harlingen, Texas?

Flights via Austin (AUS) offer the lowest average round-trip price of $253.

Which layover airport has the shortest travel time from Chicago to Harlingen, Texas?

Flights connecting via Austin (AUS) have the shortest average one-way travel time: 5h 30m.

Which layover airport has the shortest connection time from Chicago to Harlingen, Texas?

Dallas (DFW) has the shortest average layover time for this route: 2h 07m.

When to book flights from Chicago to Harlingen, Texas

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

Direct flights

How far is Chicago to Harlingen Valley Intl by plane?

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

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?

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

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

Why use momondo?

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

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

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

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

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Texas