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Cheap flights from Harlingen, Texas to Chicago from $126

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, Texas to Chicago departing on 4/1. 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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0 bags

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Find the cheapest flights from Harlingen, Texas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
3:45 pm - 11:00 pm
ORD
-
HRL
7h 15m
1 stop
$197Southwest
Fri, Apr 17 - Sun, Apr 19
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
3:45 pm - 8:55 pm
ORD
-
HRL
5h 10m
1 stop
$248Southwest
Mon, Jun 1 - Tue, Jun 2
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
11:55 am - 8:55 pm
ORD
-
HRL
9h 00m
2 stops
$271Southwest
Mon, Jun 1 - Tue, Jun 2
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
3:45 pm - 11:50 pm
ORD
-
HRL
8h 05m
2 stops
$288Southwest
Fri, Apr 17 - Sun, Apr 19
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
3:45 pm - 8:55 pm
ORD
-
HRL
5h 10m
1 stop
$289Southwest
Fri, May 8 - Tue, May 26
American Airlines Logo
8:06 pm - 12:55 am
HRL
-
ORD
4h 49m
1 stop
American Airlines Logo
7:00 am - 2:14 pm
ORD
-
HRL
7h 14m
1 stop
$299American Airlines
Fri, Mar 6 - Sun, Mar 8
American Airlines Logo
8:06 pm - 12:55 am
HRL
-
ORD
4h 49m
1 stop
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
$309American Airlines
Thu, Feb 26 - Mon, Mar 2
Southwest Logo
5:45 am - 9:50 pm
HRL
-
ORD
16h 05m
2 stops
Southwest Logo
2:15 pm - 9:50 pm
ORD
-
HRL
7h 35m
2 stops
$323Southwest
Fri, Feb 27 - Tue, Mar 3
American Airlines Logo
6:46 pm - 11:36 pm
HRL
-
ORD
4h 50m
1 stop
American Airlines Logo
6:10 am - 2:05 pm
ORD
-
HRL
7h 55m
1 stop
$325American Airlines
Wed, Mar 4 - Tue, Mar 17
United Airlines Logo
5:16 pm - 11:15 pm
HRL
-
ORD
5h 59m
1 stop
United Airlines Logo
6:30 am - 1:14 pm
ORD
-
HRL
6h 44m
1 stop
$329United Airlines
Fri, Jun 5 - Sun, Jun 7

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

Our best American Airlines deals on Harlingen, Texas to Chicago O'Hare Intl Airport flight tickets
American Airlines
Mar 6
HRL8:06 pmHarlingen Valley Intl
4h 49m
1 stop
ORD12:55 amChicago O'Hare Intl
Mar 8
ORD7:00 amChicago O'Hare Intl
7h 14m
1 stop
HRL2:14 pmHarlingen Valley Intl
$299
American Airlines
Feb 26
HRL8:06 pmHarlingen Valley Intl
4h 49m
1 stop
ORD12:55 amChicago O'Hare Intl
Mar 2
ORD5:00 amChicago O'Hare Intl
5h 12m
1 stop
HRL10:12 amHarlingen Valley Intl
$309
American Airlines
Mar 4
HRL6:46 pmHarlingen Valley Intl
4h 50m
1 stop
ORD11:36 pmChicago O'Hare Intl
Mar 17
ORD6:10 amChicago O'Hare Intl
7h 55m
1 stop
HRL2:05 pmHarlingen Valley Intl
$325

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

Our best United Airlines deals on Harlingen, Texas to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jun 5
HRL5:16 pmHarlingen Valley Intl
5h 59m
1 stop
ORD11:15 pmChicago O'Hare Intl
Jun 7
ORD6:30 amChicago O'Hare Intl
6h 44m
1 stop
HRL1:14 pmHarlingen Valley Intl
$329
United Airlines
Feb 21
HRL5:22 pmHarlingen Valley Intl
7h 04m
1 stop
ORD12:26 amChicago O'Hare Intl
Feb 23
ORD4:00 pmChicago O'Hare Intl
5h 59m
1 stop
HRL9:59 pmHarlingen Valley Intl
$338
United Airlines
Feb 20
HRL5:22 pmHarlingen Valley Intl
7h 04m
1 stop
ORD12:26 amChicago O'Hare Intl
Feb 23
ORD2:00 pmChicago O'Hare Intl
7h 59m
1 stop
HRL9:59 pmHarlingen Valley Intl
$409

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen, Texas 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 February 14, 2026.
Use the filters below to find and compare flights from Harlingen, Texas to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 4/17

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Sun 4/19

3:45 pm-11:00 pm

1 stop7h 15m

$197

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Mon 6/1

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 6/2

3:45 pm-8:55 pm

1 stop5h 10m

$248

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Mon 6/1

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 6/2

11:55 am-8:55 pm

2 stops9h 00m

$271

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 4/17

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Sun 4/19

3:45 pm-11:50 pm

2 stops8h 05m

$288

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 5/8

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 5/26

3:45 pm-8:55 pm

1 stop5h 10m

$289

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 3/6

8:06 pm-12:55 am

1 stop4h 49m

Chicago O'Hare Intl

Sun 3/8

7:00 am-2:14 pm

1 stop7h 14m

$299

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 2/26

8:06 pm-12:55 am

1 stop4h 49m

Chicago O'Hare Intl

Mon 3/2

5:00 am-10:12 am

1 stop5h 12m

$309

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 2/27

5:45 am-9:50 pm

2 stops16h 05m

Chicago O'Hare Intl

Tue 3/3

2:15 pm-9:50 pm

2 stops7h 35m

$323

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 3/4

6:46 pm-11:36 pm

1 stop4h 50m

Chicago O'Hare Intl

Tue 3/17

6:10 am-2:05 pm

1 stop7h 55m

$325

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 6/5

5:16 pm-11:15 pm

1 stop5h 59m

Chicago O'Hare Intl

Sun 6/7

6:30 am-1:14 pm

1 stop6h 44m

$329

Flights are sorted by cheapest round-trip flights first.

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

How to get the cheapest flight ticket from Harlingen, Texas 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, Texas averaging around $282.

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 Valley Intl to Chicago O'Hare Intl flights?

There is only 1 cabin class available to choose from on Harlingen Valley Intl to Chicago O'Hare 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 Harlingen, Texas to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Harlingen, Texas 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, Texas 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, Texas to Chicago O'Hare Intl Airport

Fastest flight time

5h 05m

Direct flights

None
The fastest flight from Harlingen, Texas to Chicago O'Hare Intl Airport takes 5h 05m
There are no direct flights from Harlingen, Texas to Chicago O'Hare Intl Airport. There are no popular flight routes from Harlingen, Texas to Chicago O'Hare Intl Airport.
Search flight deals

  • 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 05m 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, Texas to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Harlingen, Texas to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $236Free CancellationRating
7.2
11,296 reviews
Search American Airlines flights
SouthwestPriceFrom $252Free CancellationRating
8.0
4,285 reviews
Search Southwest flights
United AirlinesPriceFrom $268Free CancellationRating
7.4
9,295 reviews
Search United 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
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Oak Brook
Joliet
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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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