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O'Hare Intl

$135+ Cheap flights from Harlingen, TX (HRL) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — ORD
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
1 adult, Economy
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Cheap flight deals from Harlingen to O'Hare Intl

Cheapest flights from Harlingen to O'Hare Intl
Explore the most affordable flight options available from Harlingen to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 25, 2026.

This Southwest deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:50 am
HRL
-
ORD
1 stop7h 30m
Southwest
Mon 3/303:50 pm
ORD
-
HRL
1 stop6h 20m
Southwest
Deal found 1/22$255
This United Airlines deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/15:25 pm
HRL
-
ORD
1 stop7h 03m
United Airlines
Sat 2/144:00 pm
ORD
-
HRL
1 stop5h 59m
United Airlines
Deal found 1/23$302
This United Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:25 pm
HRL
-
ORD
1 stop5h 34m
United Airlines
Fri 2/65:40 am
ORD
-
HRL
1 stop5h 46m
United Airlines
Deal found 1/24$353
This American Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:44 pm
HRL
-
ORD
1 stop5h 00m
American Airlines
Mon 2/96:00 pm
ORD
-
HRL
1 stop5h 21m
American Airlines
Deal found 1/24$359
This United Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:18 pm
HRL
-
ORD
1 stop7h 27m
United Airlines
Sun 5/247:45 am
ORD
-
HRL
1 stop7h 49m
United Airlines
Deal found 1/22$382
This Southwest deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:10 am
HRL
-
ORD
1 stop5h 40m
Southwest
Sat 6/207:20 pm
ORD
-
HRL
2 stops15h 40m
Southwest
Deal found 1/24$405
This Southwest deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
HRL
-
ORD
2 stops8h 20m
Southwest
Sun 5/103:45 pm
ORD
-
HRL
1 stop7h 15m
Southwest
Deal found 1/24$409
This United Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:10 pm
HRL
-
ORD
1 stop7h 43m
United Airlines
Sat 2/282:00 pm
ORD
-
HRL
1 stop7h 59m
United Airlines
Deal found 1/22$411
This Southwest deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/65:40 am
HRL
-
ORD
2 stops7h 20m
Southwest
Mon 2/91:45 pm
ORD
-
HRL
2 stops8h 30m
Southwest
Deal found 1/24$439

Find flight deals from Harlingen to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Harlingen (HRL) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$255
(Southwest)

One-way from

$135
(American Airlines)

Popular in

January

Cheapest in

September

Average price

$481
Provider with most accurate pricing for Harlingen Valley Intl-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Harlingen Valley Intl-Chicago O'Hare Intl flights.
Search Deals
From Harlingen Valley Intl to Chicago O'Hare Intl
Search Deals
One-way flight from Harlingen Valley Intl to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Harlingen to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated January 25, 2026.
Use the filters below to find and compare flights from Harlingen to Chicago O'Hare Intl Airport that are best for you.

Fly from

Harlingen

Fly to

O'Hare Intl

Route

Depart

Return

Price

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 3/27

6:50 am-2:20 pm

1 stop7h 30m

Chicago O'Hare Intl

Mon 3/30

3:50 pm-10:10 pm

1 stop6h 20m

$255

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 2/6

6:44 pm-11:44 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 2/9

6:00 pm-11:21 pm

1 stop5h 21m

$359

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 5/20

5:18 pm-12:45 am

1 stop7h 27m

Chicago O'Hare Intl

Sun 5/24

7:45 am-3:34 pm

1 stop7h 49m

$382

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 6/19

7:10 am-12:50 pm

1 stop5h 40m

Chicago O'Hare Intl

Sat 6/20

7:20 pm-11:00 am

2 stops15h 40m

$405

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 4/24

6:00 am-2:20 pm

2 stops8h 20m

Chicago O'Hare Intl

Sun 5/10

3:45 pm-11:00 pm

1 stop7h 15m

$409

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Tue 2/24

12:10 pm-7:53 pm

1 stop7h 43m

Chicago O'Hare Intl

Sat 2/28

2:00 pm-9:59 pm

1 stop7h 59m

$411

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 2/6

5:40 am-1:00 pm

2 stops7h 20m

Chicago O'Hare Intl

Mon 2/9

1:45 pm-10:15 pm

2 stops8h 30m

$439

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 3/12

5:25 pm-12:26 am

1 stop7h 01m

Chicago O'Hare Intl

Mon 3/16

4:00 pm-9:56 pm

1 stop5h 56m

$471

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Mon 2/23

6:46 pm-11:36 pm

1 stop4h 50m

$135

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 3/6

6:50 am-2:20 pm

1 stop7h 30m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 15 results
1
2

Compare providers for flights from Harlingen to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Harlingen to O'Hare Intl in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Harlingen, Texas-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Harlingen, Texas-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Harlingen, Texas-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Harlingen, Texas-Chicago O'Hare Intl Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Harlingen, Texas-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Harlingen to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Harlingen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Harlingen to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Harlingen, Texas to Chicago O'Hare Intl Airport?

Currently, December is the cheapest month in which you can book a flight from Harlingen, Texas to Chicago O'Hare Intl Airport (average of $136). Flying from Harlingen, Texas to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $328). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated January 25, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Harlingen to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,269 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,269 reviews
Southwest
8.0
Very good
4,269 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
9,198 reviews
Southwest
8.0
Very good
4,269 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,269 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Harlingen to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Harlingen to Chicago O'Hare Intl?

    For a flight from Harlingen to Chicago O'Hare Intl, you will be flying from Valley Intl. Harlingen Valley Intl (HRL) is just 3.7 mi from the center of the city. Valley Intl is the only Harlingen airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 3 airlines have flights to Chicago O'Hare Intl from Harlingen Valley Intl on a regular basis.

  • How long is the flight from Harlingen, Texas to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Harlingen, Texas to Chicago O'Hare Intl Airport in 5h. Fly via Southwest, American Airlines, or United Airlines to get the fastest option. The distance between Harlingen, Texas and Chicago O'Hare Intl Airport is about 1220 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Harlingen, Texas to Chicago O'Hare Intl Airport round-trip?

    American Airlines, at $236, was found to be the cheapest airline from Harlingen, Texas to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Southwest and United Airlines. Users have found that American Airlines is 36% cheaper than the other options available to this destination.

  • Can I find deals for flights from Harlingen to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Harlingen to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Harlingen to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Harlingen to O'Hare Intl.

  • Can I find deals for business class flights from Harlingen to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Harlingen to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Harlingen, Texas to Chicago O'Hare Intl Airport?

    Currently, December is the cheapest month in which you can book a flight from Harlingen, Texas to Chicago O'Hare Intl Airport (average of $136). Flying from Harlingen, Texas to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $328). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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Alternative routes for Harlingen to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Harlingen to O'Hare Intl

Discover the top 3 airlines that operate flights from Harlingen to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$418FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$252Average$319FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$268Average$408FlexibilityNo cancel feeOn-time69%

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