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Cheap flights from Harlingen to Chicago 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 Harlingen to Chicago departing on 9/5. 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 Harlingen to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:18 pm - 11:26 pm
HRL
-
ORD
6h 08m
1 stop
United Airlines Logo
7:30 am - 1:24 pm
ORD
-
HRL
5h 54m
1 stop
$281United Airlines
Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
3:17 pm - 11:30 pm
HRL
-
ORD
8h 13m
1 stop
American Airlines Logo
12:10 pm - 6:13 pm
ORD
-
HRL
6h 03m
1 stop
$282American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
5:18 pm - 11:26 pm
HRL
-
ORD
6h 08m
1 stop
United Airlines Logo
5:30 am - 1:24 pm
ORD
-
HRL
7h 54m
1 stop
$294United Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
3:17 pm - 11:30 pm
HRL
-
ORD
8h 13m
1 stop
American Airlines Logo
12:10 pm - 6:13 pm
ORD
-
HRL
6h 03m
1 stop
$302American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
1:59 pm - 9:32 pm
HRL
-
ORD
7h 33m
1 stop
United Airlines Logo
8:50 am - 3:59 pm
ORD
-
HRL
7h 09m
1 stop
$305United Airlines
Tue, Aug 11 - Tue, Aug 18
United Airlines Logo
7:20 am - 12:29 pm
HRL
-
ORD
5h 09m
1 stop
United Airlines Logo
5:30 am - 1:24 pm
ORD
-
HRL
7h 54m
1 stop
$310United Airlines
Wed, Aug 5 - Wed, Aug 19
United Airlines Logo
5:18 pm - 12:59 am
HRL
-
ORD
7h 41m
1 stop
United Airlines Logo
6:30 am - 1:24 pm
ORD
-
HRL
6h 54m
1 stop
$327United Airlines
Sat, Aug 15 - Mon, Aug 17
United Airlines Logo
5:18 pm - 12:59 am
HRL
-
ORD
7h 41m
1 stop
United Airlines Logo
8:50 am - 3:59 pm
ORD
-
HRL
7h 09m
1 stop
$328United Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
6:43 pm - 12:18 am
HRL
-
ORD
5h 35m
1 stop
American Airlines Logo
5:50 pm - 10:54 pm
ORD
-
HRL
5h 04m
1 stop
$329American Airlines
Tue, Aug 11 - Fri, Aug 14
American Airlines Logo
3:22 pm - 10:00 pm
HRL
-
ORD
6h 38m
1 stop
American Airlines Logo
8:15 am - 2:46 pm
ORD
-
HRL
6h 31m
1 stop
$349American Airlines
Wed, Jan 6 - Sun, Jan 10

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United Airlines flights from Harlingen to Chicago O'Hare Intl Airport

Our best United Airlines deals on Harlingen to Chicago O'Hare Intl Airport flight tickets
United Airlines
Aug 26
HRL5:18 pmHarlingen Valley Intl
6h 08m
1 stop
ORD11:26 pmChicago O'Hare Intl
Aug 29
ORD7:30 amChicago O'Hare Intl
5h 54m
1 stop
HRL1:24 pmHarlingen Valley Intl
$281
United Airlines
Sep 2
HRL5:18 pmHarlingen Valley Intl
6h 08m
1 stop
ORD11:26 pmChicago O'Hare Intl
Sep 6
ORD5:30 amChicago O'Hare Intl
7h 54m
1 stop
HRL1:24 pmHarlingen Valley Intl
$294
United Airlines
Aug 11
HRL1:59 pmHarlingen Valley Intl
7h 33m
1 stop
ORD9:32 pmChicago O'Hare Intl
Aug 18
ORD8:50 amChicago O'Hare Intl
7h 09m
1 stop
HRL3:59 pmHarlingen Valley Intl
$305

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

Our best American Airlines deals on Harlingen to Chicago O'Hare Intl Airport flight tickets
American Airlines
Aug 29
HRL3:17 pmHarlingen Valley Intl
8h 13m
1 stop
ORD11:30 pmChicago O'Hare Intl
Sep 5
ORD12:10 pmChicago O'Hare Intl
6h 03m
1 stop
HRL6:13 pmHarlingen Valley Intl
$282
American Airlines
Aug 29
HRL3:17 pmHarlingen Valley Intl
8h 13m
1 stop
ORD11:30 pmChicago O'Hare Intl
Sep 5
ORD12:10 pmChicago O'Hare Intl
6h 03m
1 stop
HRL6:13 pmHarlingen Valley Intl
$302
American Airlines
Aug 11
HRL6:43 pmHarlingen Valley Intl
5h 35m
1 stop
ORD12:18 amChicago O'Hare Intl
Aug 14
ORD5:50 pmChicago O'Hare Intl
5h 04m
1 stop
HRL10:54 pmHarlingen Valley Intl
$329

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen to Chicago O'Hare Intl Airport 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 July 17, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 8/26

5:18 pm-11:26 pm

1 stop6h 08m

Chicago O'Hare Intl

Sat 8/29

7:30 am-1:24 pm

1 stop5h 54m

$281

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Sat 8/29

3:17 pm-11:30 pm

1 stop8h 13m

Chicago O'Hare Intl

Sat 9/5

12:10 pm-6:13 pm

1 stop6h 03m

$282

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 9/2

5:18 pm-11:26 pm

1 stop6h 08m

Chicago O'Hare Intl

Sun 9/6

5:30 am-1:24 pm

1 stop7h 54m

$294

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Sat 8/29

3:17 pm-11:30 pm

1 stop8h 13m

Chicago O'Hare Intl

Sat 9/5

12:10 pm-6:13 pm

1 stop6h 03m

$302

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Tue 8/11

1:59 pm-9:32 pm

1 stop7h 33m

Chicago O'Hare Intl

Tue 8/18

8:50 am-3:59 pm

1 stop7h 09m

$305

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 8/5

7:20 am-12:29 pm

1 stop5h 09m

Chicago O'Hare Intl

Wed 8/19

5:30 am-1:24 pm

1 stop7h 54m

$310

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Sat 8/15

5:18 pm-12:59 am

1 stop7h 41m

Chicago O'Hare Intl

Mon 8/17

6:30 am-1:24 pm

1 stop6h 54m

$327

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 9/3

5:18 pm-12:59 am

1 stop7h 41m

Chicago O'Hare Intl

Sun 9/6

8:50 am-3:59 pm

1 stop7h 09m

$328
Quickest round-trip

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Tue 8/11

6:43 pm-12:18 am

1 stop5h 35m

Chicago O'Hare Intl

Fri 8/14

5:50 pm-10:54 pm

1 stop5h 04m

$329

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 1/6

3:22 pm-10:00 pm

1 stop6h 38m

Chicago O'Hare Intl

Sun 1/10

8:15 am-2:46 pm

1 stop6h 31m

$349

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Chicago from

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

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 Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Harlingen averaging around $294.

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

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

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

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

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

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

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

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

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

Fastest flight time

5h 09m

Direct flights

None
The fastest flight from Harlingen to Chicago O'Hare Intl Airport takes 5h 09m
There are no direct flights from Harlingen to Chicago O'Hare Intl Airport. There are no popular flight routes from Harlingen to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Harlingen to Chicago O'Hare Intl Airport

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

    A flight from Harlingen Valley Intl to Chicago O'Hare Intl will travel around 1223.5 mi. Typically, this will take 5h 09m by plane in normal conditions.

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

    Prices for flights from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Compare and see reviews for airlines that fly from Harlingen to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $250Free CancellationRating
7.4
9,997 reviews
Search United Airlines flights
American AirlinesPriceFrom $288Free CancellationRating
7.1
11,818 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
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Rockford
Gurnee
Rosemont
Orland Park
Naperville
Oak Brook
Joliet
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

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

Finding the right flight to Chicago from Harlingen is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Chicago from Harlingen which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Harlingen to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Harlingen to Chicago 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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