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Cheap flights from Chicago to Harlingen from $93

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 4/15. 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

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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
11:55 am - 5:20 pm
ORD
-
HRL
5h 25m
1 stop
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
$269Southwest
Wed, Apr 8 - Mon, Apr 13
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
$277United Airlines
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
4:15 pm - 11:00 pm
ORD
-
HRL
6h 45m
2 stops
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
$282Southwest
Fri, Apr 17 - Mon, Apr 20
Southwest Logo
11:55 am - 10:00 pm
ORD
-
HRL
10h 05m
2 stops
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
$294Southwest
Wed, Apr 8 - Mon, Apr 13
American Airlines Logo
5:00 am - 10:17 am
ORD
-
HRL
5h 17m
1 stop
American Airlines Logo
2:47 pm - 10:45 pm
HRL
-
ORD
7h 58m
1 stop
$297American Airlines
Fri, Apr 10 - Fri, Apr 17
Southwest Logo
3:50 pm - 10:10 pm
ORD
-
HRL
6h 20m
1 stop
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
$299Southwest
Fri, Apr 3 - Mon, Apr 13
American Airlines Logo
5:00 am - 10:17 am
ORD
-
HRL
5h 17m
1 stop
American Airlines Logo
2:47 pm - 10:45 pm
HRL
-
ORD
7h 58m
1 stop
$307American Airlines
Fri, Apr 17 - Mon, Apr 20
Southwest Logo
4:15 pm - 11:00 pm
ORD
-
HRL
6h 45m
2 stops
Southwest Logo
7:10 am - 1:15 pm
HRL
-
ORD
6h 05m
1 stop
$309Southwest
Fri, Apr 10 - Tue, Apr 14
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
$316Delta
Fri, Apr 17 - Mon, Apr 20
American Airlines Logo
5:00 am - 10:17 am
ORD
-
HRL
5h 17m
1 stop
American Airlines Logo
2:47 pm - 10:45 pm
HRL
-
ORD
7h 58m
1 stop
$317American Airlines
Fri, Apr 17 - Mon, Apr 20

Southwest flights from Chicago to Harlingen, Texas

Our best Southwest deals on Chicago to Harlingen, Texas flight tickets
Southwest
Apr 8
ORD11:55 amChicago O'Hare Intl
5h 25m
1 stop
HRL5:20 pmHarlingen Valley Intl
Apr 13
HRL6:55 amHarlingen Valley Intl
6h 20m
1 stop
ORD1:15 pmChicago O'Hare Intl
$269
Southwest
Apr 17
ORD4:15 pmChicago O'Hare Intl
6h 45m
2 stops
HRL11:00 pmHarlingen Valley Intl
Apr 20
HRL6:55 amHarlingen Valley Intl
6h 20m
1 stop
ORD1:15 pmChicago O'Hare Intl
$282
Southwest
Apr 8
ORD11:55 amChicago O'Hare Intl
10h 05m
2 stops
HRL10:00 pmHarlingen Valley Intl
Apr 13
HRL6:55 amHarlingen Valley Intl
6h 20m
1 stop
ORD1:15 pmChicago O'Hare Intl
$294

American Airlines flights from Chicago to Harlingen, Texas

Our best American Airlines deals on Chicago to Harlingen, Texas flight tickets
American Airlines
Apr 10
ORD5:00 amChicago O'Hare Intl
5h 17m
1 stop
HRL10:17 amHarlingen Valley Intl
Apr 17
HRL2:47 pmHarlingen Valley Intl
7h 58m
1 stop
ORD10:45 pmChicago O'Hare Intl
$297
American Airlines
Aug 8
ORD5:00 amChicago O'Hare Intl
5h 16m
1 stop
HRL10:16 amHarlingen Valley Intl
Aug 12
HRL4:58 pmHarlingen Valley Intl
6h 14m
1 stop
ORD11:12 pmChicago O'Hare Intl
$303
American Airlines
Apr 17
ORD5:00 amChicago O'Hare Intl
5h 17m
1 stop
HRL10:17 amHarlingen Valley Intl
Apr 20
HRL2:47 pmHarlingen Valley Intl
7h 58m
1 stop
ORD10:45 pmChicago O'Hare Intl
$307

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 March 26, 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

Cheapest round-trip
Quickest round-trip

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 4/8

11:55 am-5:20 pm

1 stop5h 25m

Harlingen Valley Intl

Mon 4/13

6:55 am-1:15 pm

1 stop6h 20m

$269

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Tue 4/7

4:03 pm-9:59 pm

1 stop5h 56m

Harlingen Valley Intl

Sat 4/11

5:18 pm-12:45 am

1 stop7h 27m

$277

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/17

4:15 pm-11:00 pm

2 stops6h 45m

Harlingen Valley Intl

Mon 4/20

6:55 am-1:15 pm

1 stop6h 20m

$282

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Wed 4/8

11:55 am-10:00 pm

2 stops10h 05m

Harlingen Valley Intl

Mon 4/13

6:55 am-1:15 pm

1 stop6h 20m

$294

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/10

5:00 am-10:17 am

1 stop5h 17m

Harlingen Valley Intl

Fri 4/17

2:47 pm-10:45 pm

1 stop7h 58m

$297

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/3

3:50 pm-10:10 pm

1 stop6h 20m

Harlingen Valley Intl

Mon 4/13

6:55 am-1:15 pm

1 stop6h 20m

$299

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/17

5:00 am-10:17 am

1 stop5h 17m

Harlingen Valley Intl

Mon 4/20

2:47 pm-10:45 pm

1 stop7h 58m

$307

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/10

4:15 pm-11:00 pm

2 stops6h 45m

Harlingen Valley Intl

Tue 4/14

7:10 am-1:15 pm

1 stop6h 05m

$309

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

$316

ChicagoHarlingen

ORD - HRL

ORDHRL

Chicago O'Hare Intl

Fri 4/17

5:00 am-10:17 am

1 stop5h 17m

Harlingen Valley Intl

Mon 4/20

2:47 pm-10:45 pm

1 stop7h 58m

$317

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 7% 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 25m

Direct flights

None
The fastest flight from Chicago to Harlingen, Texas takes 5h 25m
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 25m 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 $216Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
9,491 reviews
Search United Airlines flights
American AirlinesPriceFrom $267Free CancellationRating
7.1
11,507 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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