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Cheap flight deals from Chicago to Harlingen Starting at €107

For as little as €107, you can take your next adventure to Harlingen without breaking the bank. Choose between one-way and return tickets from Chicago below.

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD08:50
        3h 52m
        Nonstop
        HRL12:42
        Sat, Mar 15|Chicago - Harlingen|United Airlines
        €136€162
        16% OFF
        16% OFF
        €162€136

        Choose United Airlines flights from Chicago to Harlingen. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sat, Mar 15, arriving at Valley International Airport. One-way Prices start from €136 including taxes and charges.

      • ORD08:50
        3h 52m
        Nonstop
        HRL12:42
        Sat, Mar 8|Chicago - Harlingen|United Airlines
        €136€162
        16% OFF
        16% OFF
        €162€136

        Choose United Airlines flights from Chicago to Harlingen. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sat, Mar 8, arriving at Valley International Airport. One-way Prices start from €136 including taxes and charges.

      • MDW09:25
        13h 10m
        1 stop
        HRL22:35
        Wed, Mar 12|Chicago - Harlingen|Frontier Airlines
        €107€162
        34% OFF
        34% OFF
        €162€107

        Choose Frontier Airlines flights from Chicago to Harlingen. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Wed, Mar 12, arriving at Valley International Airport. One-way Prices start from €107 including taxes and charges.

      • ORD16:40
        7h 23m
        1 stop
        HRL00:03
        Wed, Mar 12|Chicago - Harlingen|American Airlines
        €108
        €108

        Choose American Airlines flights from Chicago to Harlingen. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Wed, Mar 12, arriving at Valley International Airport. One-way Prices start from €108 including taxes and charges.

      • ORD06:15
        7h 24m
        1 stop
        HRL13:39
        Wed, Mar 12|Chicago - Harlingen|Delta Air Lines
        €111
        €111

        Choose Delta Air Lines flights from Chicago to Harlingen. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Wed, Mar 12, arriving at Valley International Airport. One-way Prices start from €111 including taxes and charges.

      • ORD06:15
        8h 33m
        1 stop
        HRL14:48
        Mon, Mar 3|Chicago - Harlingen|Delta Air Lines
        €112
        €112

        Choose Delta Air Lines flights from Chicago to Harlingen. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Mon, Mar 3, arriving at Valley International Airport. One-way Prices start from €112 including taxes and charges.

      • ORD06:15
        8h 33m
        1 stop
        HRL14:48
        Wed, Mar 5|Chicago - Harlingen|Delta Air Lines
        €112
        €112

        Choose Delta Air Lines flights from Chicago to Harlingen. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Wed, Mar 5, arriving at Valley International Airport. One-way Prices start from €112 including taxes and charges.

      • ORD13:50
        8h
        1 stop
        HRL21:50
        Sat, Mar 8|Chicago - Harlingen|Southwest Airlines
        €117
        €117

        Choose Southwest Airlines flights from Chicago to Harlingen. The one-way connecting flight with Southwest Airlines departs from O'Hare International Airport on Sat, Mar 8, arriving at Valley International Airport. One-way Prices start from €117 including taxes and charges.

      • ORD16:20
        5h
        1 stop
        HRL21:20
        Tue, Mar 11|Chicago - Harlingen|Southwest Airlines
        €117
        €117

        Choose Southwest Airlines flights from Chicago to Harlingen. The one-way connecting flight with Southwest Airlines departs from O'Hare International Airport on Tue, Mar 11, arriving at Valley International Airport. One-way Prices start from €117 including taxes and charges.

      • ORD06:15
        8h 33m
        1 stop
        HRL14:48
        Sun, Mar 2|Chicago - Harlingen|Delta Air Lines
        €128
        €128

        Choose Delta Air Lines flights from Chicago to Harlingen. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sun, Mar 2, arriving at Valley International Airport. One-way Prices start from €128 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        HRL02:00 pm
        Fri, Feb 21|Chicago - Harlingen|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Harlingen flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA370

    American Airlines

    05:00

    ORD

    2.5h

    07:28

    DFW

    SMTWTFS
    Search

  2. AA3861

    American Airlines

    10:00

    DFW

    1.7h

    11:41

    HRL

    SMTWTFS

  3. DL1717

    Delta Air Lines

    06:00

    ORD

    1.6h

    07:33

    MSP

    SMTWTFS
    Search

  4. DL1701

    Delta Air Lines

    11:10

    MSP

    3.5h

    14:40

    HRL

    S-TWT-S

  5. UA1851

    United Airlines

    09:20

    ORD

    3.0h

    12:23

    IAH

    SMTWTFS
    Search

  6. UA4344

    United Airlines

    14:40

    IAH

    1.4h

    16:04

    HRL

    SMTWT-S

  7. UA2483

    United Airlines

    10:35

    ORD

    4.8h

    15:24

    IAH

    SMTWTFS
    Search

  8. UA4344

    United Airlines

    14:40

    IAH

    1.4h

    16:04

    HRL

    SMTWT-S

  9. F93243

    Frontier Airlines

    10:55

    ORD

    2.9h

    13:46

    DFW

    ------S
    Search

  10. UA2682

    United Airlines

    16:00

    DFW

    1.3h

    17:18

    IAH

    SMTWTFS

  11. UA4278

    United Airlines

    18:07

    IAH

    1.4h

    19:29

    HRL

    SMT-TFS

  12. UA2417

    United Airlines

    12:45

    ORD

    3.0h

    15:45

    IAH

    SMTWTFS
    Search

  13. UA6236

    United Airlines

    18:05

    IAH

    1.4h

    19:28

    HRL

    SMTWTFS

  14. F93135

    Frontier Airlines

    12:57

    ORD

    3.0h

    15:54

    IAH

    -M-W-FS
    Search

  15. UA4344

    United Airlines

    14:40

    IAH

    1.4h

    16:04

    HRL

    SMTWT-S

  16. UA1373

    United Airlines

    14:00

    ORD

    3.0h

    17:03

    IAH

    SMTWTFS
    Search

  17. UA6236

    United Airlines

    18:05

    IAH

    1.4h

    19:28

    HRL

    SMTWTFS

  18. UA725

    United Airlines

    15:59

    ORD

    3.0h

    19:02

    IAH

    SMTWTFS
    Search

  19. UA4259

    United Airlines

    20:15

    IAH

    1.3h

    21:35

    HRL

    SMTWTFS

  20. AA1559

    American Airlines

    18:48

    ORD

    2.8h

    21:38

    DFW

    SMTWTFS
    Search

  21. AA3344

    American Airlines

    22:35

    DFW

    1.5h

    00:05

    HRL

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Chicago to Harlingen?

Explore the best time to buy affordable tickets to Harlingen with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Harlingen (HRL) the cheapest?

    Airlines adjust prices for flights from Chicago to Harlingen based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Harlingen (HRL) cost?

    According to Trip.com's data, the lowest price is around €306.

  • How long does it take to fly from Chicago (CHI) to Harlingen (HRL)?

    It takes about 5 hours 37 minutes to fly from Chicago (CHI) to Harlingen (HRL).

  • What is the transportation method from the main airport to downtown in Harlingen?

    • The distance from Valley International Airport to downtown is about 4 km, by taxi about 20 minutes.

  • What are the most popular airlines that fly from Chicago (CHI) to Harlingen (HRL)?

    Airlines with flights from Chicago (CHI) to Harlingen (HRL): Southwest Airlines.

  • What's the most popular airline for non-stop flights from Chicago (CHI) to Harlingen (HRL)?

    American Airlines operates 1 non-stop flights from Chicago (CHI) to Harlingen (HRL).

  • How many airports are there in Harlingen (HRL)?

    There are 1 airport(s) near Harlingen (HRL): Valley International Airport.

How to find a cheap flight from Chicago to Harlingen

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Harlingen

Cheapest direct flight price€107
Cheapest return ticket price€277
Off-season for travelJanuary
Peak season for travelNovember
Flight distance1,965.89 km
Average flight time5 hours 37 minutes
Popular airlineAmerican Airlines

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