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Cheap flights from Chicago to Harlingen from $145

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 3/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Harlingen

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:50 pm - 10:10 pm
ORD
-
HRL
6h 20m
1 stop
Southwest Logo
7:10 am - 1:15 pm
HRL
-
ORD
6h 05m
1 stop
$211Southwest
Mon, Mar 30 - Tue, Apr 7
American Airlines Logo
4:40 pm - 10:51 pm
ORD
-
HRL
6h 11m
1 stop
American Airlines Logo
2:47 pm - 10:45 pm
HRL
-
ORD
7h 58m
1 stop
$273American Airlines
Wed, Apr 8 - Sat, Apr 11
Delta Logo
6:25 am - 3:05 pm
ORD
-
HRL
8h 40m
1 stop
Delta Logo
4:02 pm - 9:38 pm
HRL
-
ORD
5h 36m
1 stop
$279Delta
Fri, Apr 17 - Mon, Apr 20
United Airlines Logo
4:03 pm - 9:59 pm
ORD
-
HRL
5h 56m
1 stop
United Airlines Logo
5:18 pm - 12:45 am
HRL
-
ORD
7h 27m
1 stop
$291United Airlines
Sat, Apr 4 - Tue, Apr 7
Southwest Logo
2:40 pm - 12:05 am
ORD
-
HRL
9h 25m
2 stops
Southwest Logo
6:50 am - 2:20 pm
HRL
-
ORD
7h 30m
1 stop
$295Southwest
Mon, Mar 16 - Thu, Mar 19
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
American Airlines Logo
8:06 pm - 12:55 am
HRL
-
ORD
4h 49m
1 stop
$299American Airlines
Fri, Feb 20 - Fri, Feb 27
American Airlines Logo
10:49 am - 6:16 pm
ORD
-
HRL
7h 27m
1 stop
American Airlines Logo
8:06 pm - 12:55 am
HRL
-
ORD
4h 49m
1 stop
$309American Airlines
Mon, Feb 16 - Thu, Feb 19
United Airlines Logo
5:48 am - 11:23 am
ORD
-
HRL
5h 35m
1 stop
United Airlines Logo
5:18 pm - 11:15 pm
HRL
-
ORD
5h 57m
1 stop
$330United Airlines
Sun, Apr 12 - Wed, Apr 15
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
American Airlines Logo
8:06 pm - 12:55 am
HRL
-
ORD
4h 49m
1 stop
$334American Airlines
Mon, Feb 16 - Fri, Feb 20
United Airlines Logo
4:03 pm - 9:59 pm
ORD
-
HRL
5h 56m
1 stop
United Airlines Logo
7:00 am - 8:23 pm
HRL
-
ORD
13h 23m
2 stops
$340United Airlines
Wed, Apr 8 - Sat, Apr 11

American Airlines flights from Chicago to Harlingen, Texas

Our best American Airlines deals on Chicago to Harlingen, Texas flight tickets
American Airlines
Apr 8
ORD4:40 pmChicago O'Hare Intl
6h 11m
1 stop
HRL10:51 pmHarlingen Valley Intl
Apr 11
HRL2:47 pmHarlingen Valley Intl
7h 58m
1 stop
ORD10:45 pmChicago O'Hare Intl
$273
American Airlines
Feb 20
ORD5:00 amChicago O'Hare Intl
5h 12m
1 stop
HRL10:12 amHarlingen Valley Intl
Feb 27
HRL8:06 pmHarlingen Valley Intl
4h 49m
1 stop
ORD12:55 amChicago O'Hare Intl
$299
American Airlines
Feb 16
ORD10:49 amChicago O'Hare Intl
7h 27m
1 stop
HRL6:16 pmHarlingen Valley Intl
Feb 19
HRL8:06 pmHarlingen Valley Intl
4h 49m
1 stop
ORD12:55 amChicago O'Hare Intl
$309

Southwest flights from Chicago to Harlingen, Texas

Our best Southwest deals on Chicago to Harlingen, Texas flight tickets
Southwest
Mar 30
ORD3:50 pmChicago O'Hare Intl
6h 20m
1 stop
HRL10:10 pmHarlingen Valley Intl
Apr 7
HRL7:10 amHarlingen Valley Intl
6h 05m
1 stop
ORD1:15 pmChicago O'Hare Intl
$211
Southwest
Mar 16
ORD2:40 pmChicago O'Hare Intl
9h 25m
2 stops
HRL12:05 amHarlingen Valley Intl
Mar 19
HRL6:50 amHarlingen Valley Intl
7h 30m
1 stop
ORD2:20 pmChicago O'Hare Intl
$295
Southwest
Mar 16
ORD3:50 pmChicago O'Hare Intl
6h 20m
1 stop
HRL10:10 pmHarlingen Valley Intl
Mar 19
HRL6:50 amHarlingen Valley Intl
7h 30m
1 stop
ORD2:20 pmChicago O'Hare Intl
$345

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 February 3, 2026.
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

Mon 3/30

3:50 pm-10:10 pm

1 stop6h 20m

Harlingen Valley Intl

Tue 4/7

7:10 am-1:15 pm

1 stop6h 05m

$211

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 4/8

4:40 pm-10:51 pm

1 stop6h 11m

Harlingen Valley Intl

Sat 4/11

2:47 pm-10:45 pm

1 stop7h 58m

$273

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/17

6:25 am-3:05 pm

1 stop8h 40m

Harlingen Valley Intl

Mon 4/20

4:02 pm-9:38 pm

1 stop5h 36m

$279

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sat 4/4

4:03 pm-9:59 pm

1 stop5h 56m

Harlingen Valley Intl

Tue 4/7

5:18 pm-12:45 am

1 stop7h 27m

$291

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Mon 3/16

2:40 pm-12:05 am

2 stops9h 25m

Harlingen Valley Intl

Thu 3/19

6:50 am-2:20 pm

1 stop7h 30m

$295

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 2/20

5:00 am-10:12 am

1 stop5h 12m

Harlingen Valley Intl

Fri 2/27

8:06 pm-12:55 am

1 stop4h 49m

$299

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Mon 2/16

10:49 am-6:16 pm

1 stop7h 27m

Harlingen Valley Intl

Thu 2/19

8:06 pm-12:55 am

1 stop4h 49m

$309

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Sun 4/12

5:48 am-11:23 am

1 stop5h 35m

Harlingen Valley Intl

Wed 4/15

5:18 pm-11:15 pm

1 stop5h 57m

$330

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Mon 2/16

5:00 am-10:12 am

1 stop5h 12m

Harlingen Valley Intl

Fri 2/20

8:06 pm-12:55 am

1 stop4h 49m

$334

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 4/8

4:03 pm-9:59 pm

1 stop5h 56m

Harlingen Valley Intl

Sat 4/11

7:00 am-8:23 pm

2 stops13h 23m

$340

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

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.

Can stopping save me money on Chicago to Harlingen, Texas flights?

You could potentially save up to 1% on your flight if you consider stops on a Chicago to Harlingen, Texas flight.

How have Chicago to Harlingen, Texas flight prices changed over time?

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 39m

Direct flights

None
The fastest flight from Chicago to Harlingen, Texas takes 5h 39m
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 39m 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 $222Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
American AirlinesPriceFrom $278Free CancellationRating
7.2
11,217 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.

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