$104+ Cheap flights from Chicago (CHI) to Harlingen (HRL)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HRL
Sep 14 — Sep 211
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Harlingen with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Harlingen
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Best
Last-minute
One-way
Cheapest flights from Chicago to HarlingenExplore the most affordable flight options available from Chicago to Harlingen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
Explore the most affordable flight options available from Chicago to Harlingen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop8h 16m
Tue 10/276:42 pm -
1 stop5h 17m
Deal found 8/12![American Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:09 am -
1 stop7h 56m
Sat 9/265:28 pm -
1 stop6h 02m
Deal found 8/13![American Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:22 pm -
1 stop5h 25m
Mon 11/25:25 pm -
1 stop6h 01m
Deal found 8/10![United Airlines logo]()
$220
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:15 am -
1 stop6h 50m
Sat 10/33:35 pm -
1 stop7h 55m
Deal found 8/12![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:50 pm -
1 stop7h 00m
Mon 10/126:42 pm -
1 stop5h 17m
Deal found 8/13![American Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:50 pm -
1 stop5h 58m
Wed 10/76:42 pm -
1 stop5h 17m
Deal found 8/12![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:15 am -
1 stop6h 46m
Sun 11/15:05 am -
1 stop6h 12m
Deal found 8/10![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:20 am -
1 stop7h 03m
Mon 11/22:13 pm -
2 stops9h 39m
Deal found 8/10![Delta logo]()
$285
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:50 pm -
1 stop5h 58m
Fri 10/23:35 pm -
1 stop7h 55m
Deal found 8/11![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:45 am -
1 stop7h 14m
Sat 10/35:05 am -
1 stop6h 11m
Deal found 8/13![United Airlines logo]()
$307
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:16 pm -
1 stop7h 36m
Tue 9/155:18 pm -
1 stop6h 09m
Deal found 8/11![United Airlines logo]()
$308
Best flights from Chicago to HarlingenDiscover carefully curated flight deals from Chicago to Harlingen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
Discover carefully curated flight deals from Chicago to Harlingen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:59 am -
1 stop7h 21m
Wed 12/26:41 pm -
1 stop5h 18m
Deal found 8/13![American Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:30 pm -
1 stop5h 18m
Thu 12/35:16 pm -
1 stop6h 59m
Deal found 8/14![United Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am -
2 stops12h 39m
Sat 9/265:05 am -
1 stop5h 11m
Deal found 8/11![United Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:32 am -
1 stop5h 27m
Sat 10/37:15 am -
2 stops13h 11m
Deal found 8/11![United Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:07 pm -
1 stop6h 41m
Fri 11/275:25 pm -
1 stop7h 20m
Deal found 8/10![United Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop6h 58m
Wed 10/75:05 am -
2 stops13h 30m
Deal found 8/13![United Airlines logo]()
$464
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:40 am -
2 stops14h 08m
Wed 12/25:16 pm -
1 stop6h 59m
Deal found 8/14![United Airlines logo]()
$496
Last-minute flights from Chicago to HarlingenDiscover last-minute flight deals from Chicago to Harlingen. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Harlingen. Data last updated August 15, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:16 pm -
1 stop7h 36m
Tue 9/155:18 pm -
1 stop6h 09m
Deal found 8/11![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:09 am -
1 stop7h 56m
Sat 9/265:28 pm -
1 stop6h 02m
Deal found 8/13![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:00 am -
1 stop4h 58m
Sun 9/274:53 pm -
1 stop7h 21m
Deal found 8/13![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:50 pm -
1 stop5h 58m
Fri 10/23:35 pm -
1 stop7h 55m
Deal found 8/11![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:15 am -
1 stop6h 50m
Sat 10/33:35 pm -
1 stop7h 55m
Deal found 8/12![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:00 am -
1 stop4h 58m
Mon 10/510:40 am -
1 stop7h 55m
Deal found 8/14![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:50 pm -
1 stop5h 58m
Wed 10/76:42 pm -
1 stop5h 17m
Deal found 8/12![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:45 am -
1 stop7h 14m
Sat 10/35:05 am -
1 stop6h 11m
Deal found 8/11![United Airlines logo]()
$307
One-way flights from Chicago to HarlingenSearch for one-way flight options from Chicago to Harlingen. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
Search for one-way flight options from Chicago to Harlingen. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:00 am -
1 stop4h 58m
Deal found 8/11![American Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
1 stop7h 02m
Deal found 8/12![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 am -
1 stop7h 02m
Deal found 8/12![Delta logo]()
$112
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/106:00 am -
1 stop7h 31m
Deal found 8/12![Delta logo]()
$121
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:11 pm -
1 stop5h 41m
Deal found 8/12![United Airlines logo]()
$130
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:10 pm -
1 stop7h 42m
Deal found 8/10![United Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:50 pm -
1 stop5h 58m
Deal found 8/12![American Airlines logo]()
$149
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:16 pm -
1 stop7h 36m
Deal found 8/13![United Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:30 am -
1 stop7h 02m
Deal found 8/14![Delta logo]()
$156
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:30 pm -
1 stop5h 18m
Deal found 8/12![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:30 am -
1 stop7h 02m
Deal found 8/12![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:20 am -
1 stop7h 03m
Deal found 8/12![Delta logo]()
$170
Find flight deals from Chicago to Harlingen
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Harlingen (HRL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (American Airlines) |
One-way from | $104 (American Airlines) |
Popular in | March |
Cheapest in | August |
Average price | $272 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Harlingen 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, Cheapflights users made 2,558,603 searches. Data last updated August 15, 2026.
Use the filters below to find and compare flights from Chicago to Harlingen that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 11/24
6:59 am-2:20 pm
1 stop7h 21m
Harlingen Valley Intl
Wed 12/2
6:41 pm-11:59 pm
1 stop5h 18m
$317
Quickest round-trip
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 11/17
5:30 pm-10:48 pm
1 stop5h 18m
Harlingen Valley Intl
Thu 12/3
5:16 pm-12:15 am
1 stop6h 59m
$325
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 9/22
7:00 am-7:39 pm
2 stops12h 39m
Harlingen Valley Intl
Sat 9/26
5:05 am-10:16 am
1 stop5h 11m
$384
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 9/29
10:32 am-3:59 pm
1 stop5h 27m
Harlingen Valley Intl
Sat 10/3
7:15 am-8:26 pm
2 stops13h 11m
$384
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Sat 11/21
4:07 pm-10:48 pm
1 stop6h 41m
Harlingen Valley Intl
Fri 11/27
5:25 pm-12:45 am
1 stop7h 20m
$428
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 9/29
6:25 am-1:23 pm
1 stop6h 58m
Harlingen Valley Intl
Wed 10/7
5:05 am-6:35 pm
2 stops13h 30m
$464
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 11/24
8:40 am-10:48 pm
2 stops14h 08m
Harlingen Valley Intl
Wed 12/2
5:16 pm-12:15 am
1 stop6h 59m
$496
Cheapest one-way
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Sat 11/14
6:30 am-1:32 pm
1 stop7h 02m
$109
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Tue 11/10
6:30 am-1:32 pm
1 stop7h 02m
$109
ChicagoHarlingen
ORD Chicago O'Hare Intl - HRL Harlingen Valley Intl
ORDHRL
Chicago O'Hare Intl
Thu 9/10
12:47 pm-7:39 pm
1 stop6h 52m
$112
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Chicago to Harlingen
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Harlingen in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Harlingen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Harlingen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Harlingen flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Harlingen flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Harlingen flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Harlingen
Have a flexible travel schedule? Discover the best time to fly to Harlingen from Chicago with our price prediction graph.
CHI-HRL
ORD-HRL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Harlingen
CHI-HRL
ORD-HRL
What is the cheapest month to book a flight from Chicago to Harlingen?
Currently, August is the cheapest month in which you can book a flight from Chicago to Harlingen (average of $268). Flying from Chicago to Harlingen in September is currently the most expensive (average of $488). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Harlingen?
Airfare is below average for this route at the moment.
Chicago to Harlingen flights typically cost between $265 and $332 in October.The cheapest round-trip price found within the last 5 days was $207 on American Airlines (Oct 20-Oct 27).
What’s the top layover airport for flights from Chicago to Harlingen?
Share of 1-stop round-trip flights from Chicago to Harlingen chosen by Cheapflights users in the past 12 months, using the same layover each way.
Houston (IAH) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Harlingen on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Harlingen?
Average round-trip fare for 1-stop flights from Chicago to Harlingen, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Austin (AUS) is the most affordable 1-stop option, with an average round-trip price of $310.
What’s the fastest layover option from Chicago to Harlingen?
Shortest average travel time for 1-stop one-way flights from Chicago to Harlingen, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Austin (AUS) have the shortest average one-way travel time for 1-stop routes: 4h 30m.
Which airport typically offers the quickest layover for flights from Chicago to Harlingen?
Average layover duration for 1-stop one-way flights from Chicago to Harlingen, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Austin (AUS) offer the fastest connection on this route, with an average layover time of 1h 03m.
Reviews of airlines servicing Harlingen
Get insights into the airlines that provide service to Harlingen. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Harlingen. Reviews last updated August 15, 2026.
Peruse reviews from past customers who have flown with Southwest and United Airlines from Chicago to Harlingen to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Harlingen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Harlingen
Explore flights to Harlingen departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
Chicago and Harlingen flights
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Top 3 airlines flying from Chicago to Harlingen
Discover the top 3 airlines that operate flights from Chicago to Harlingen. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$216 | Average$340 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$233 | Average$358 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$255 | Average$359 | FlexibilityNo cancel fee | On-time69% |