CHI - HRL

$146 Find Cheap Flights from Chicago to Harlingen - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Harlingen departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$290
Overall average: $288
American Airlines
Wed 9/9Wed 9/16
ORD - HRL • 1 stop
Cheapest one-way
$146
American Airlines
Thu 9/10
ORD - HRL • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Harlingen. You'll need at least 1 connection.
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Top layover airports
Austin (AUS)
Cheapest • Avg $299 (round-trip)
Dallas (DAL)
Shortest trip • 5h 10m (one-way)
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Top routes
ORD
-
HRL
Cheapest
ORD
-
HRL
Most popular
Insights
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When to travel
August
Cheapest • 21% price drop
April
Most popular
Good to know
Good to know
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Good to know
Good to know
+1
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We hope you love your trip to Harlingen!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Harlingen (CHI-HRL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Harlingen that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Harlingen

Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
8:15 am - 3:05 pm
ORD
-
HRL
6h 50m
1 stop
American Airlines Logo
3:35 pm - 11:30 pm
HRL
-
ORD
7h 55m
1 stop
$290American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
8:15 am - 3:05 pm
ORD
-
HRL
6h 50m
1 stop
American Airlines Logo
3:35 pm - 11:30 pm
HRL
-
ORD
7h 55m
1 stop
$291American Airlines
Tue, Nov 3 - Sat, Nov 14
Delta Logo
6:30 am - 1:23 pm
ORD
-
HRL
6h 53m
1 stop
Delta Logo
2:00 pm - 9:34 pm
HRL
-
ORD
7h 34m
1 stop
$291Delta
Tue, Sep 29 - Wed, Oct 7
American Airlines Logo
3:00 pm - 10:48 pm
ORD
-
HRL
7h 48m
1 stop
American Airlines Logo
2:47 pm - 10:00 pm
HRL
-
ORD
7h 13m
1 stop
$291American Airlines
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
3:00 pm - 10:48 pm
ORD
-
HRL
7h 48m
1 stop
American Airlines Logo
10:45 am - 6:25 pm
HRL
-
ORD
7h 40m
1 stop
$291American Airlines
Tue, Nov 3 - Sat, Nov 14
Delta Logo
6:30 am - 1:23 pm
ORD
-
HRL
6h 53m
1 stop
Delta Logo
2:00 pm - 11:50 pm
HRL
-
ORD
9h 50m
2 stops
$296Delta
Tue, Jan 5 - Mon, Jan 11
United Airlines Logo
4:57 pm - 9:44 pm
ORD
-
HRL
4h 47m
1 stop
United Airlines Logo
5:16 pm - 12:15 am
HRL
-
ORD
6h 59m
1 stop
$315United Airlines
Mon, Nov 2 - Sat, Nov 7
United Airlines Logo
5:15 pm - 10:48 pm
ORD
-
HRL
5h 33m
1 stop
United Airlines Logo
5:05 am - 11:17 am
HRL
-
ORD
6h 12m
1 stop
$315United Airlines
Mon, Nov 2 - Sat, Nov 7
Delta Logo
6:20 am - 1:23 pm
ORD
-
HRL
7h 03m
1 stop
Delta Logo
2:13 pm - 11:52 pm
HRL
-
ORD
9h 39m
2 stops
$320Delta
Tue, Oct 6 - Sun, Oct 11
United Airlines Logo
8:45 am - 3:59 pm
ORD
-
HRL
7h 14m
1 stop
United Airlines Logo
5:05 am - 11:16 am
HRL
-
ORD
6h 11m
1 stop
$385United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Harlingen flights

Get data-powered insights and trends into flights from Chicago to Harlingen to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Harlingen?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Harlingen departing in September.

Flight prices are typical for this route right now.

Flights to Harlingen from Chicago usually cost between $265 and $446 in September.
The lowest price found in the past 5 days was $290 on American Airlines (Sep 9-Sep 16).

What is the cheapest Chicago to Harlingen flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Harlingen costs $496 on the route between Chicago O'Hare Intl Airport (ORD) and Harlingen (HRL). It is also the most popular route.

What is the cheapest month to fly from Chicago to Harlingen?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Harlingen, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Harlingen is August, where tickets cost $272 (return) on average. On the other hand, the most expensive months are April and July, where the average cost of round-trip tickets is $410 and $404 respectively.

Find deals

Good to know

Low season

August

Cheapest flight

$146
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago O'Hare Airport to Harlingen

When to book flights from Chicago to Harlingen

Are your dates flexible? Find out the best times to travel from Chicago to Harlingen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Harlingen

  • What is the cheapest flight from Chicago to Harlingen?

    In the last 5 days, the lowest price for a flight from Chicago to Harlingen was $146 for a one-way ticket and $290 for a round-trip.

  • Do I need a passport to fly between Chicago and Harlingen?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Harlingen?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Harlingen Valley Intl.

  • Which aircraft models fly most regularly from Chicago to Harlingen?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Harlingen flight route.

  • Which airline alliances offer flights from Chicago to Harlingen?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Harlingen, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Harlingen, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Harlingen are Southwest and United Airlines. With an average price for the route of $357 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $331 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Harlingen?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Harlingen.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Harlingen?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Harlingen from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Harlingen?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Harlingen with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Harlingen?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Harlingen from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Harlingen

Information on your arrival and departure airports

Harlingen (HRL)