$114+ Cheap flights from Harlingen (HRL) to Kissimmee, FL
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Sep 16 — Sep 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Harlingen to Kissimmee 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 Harlingen to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Harlingen to KissimmeeExplore the most affordable flight options available from Harlingen to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
Explore the most affordable flight options available from Harlingen to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
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.
Sat 12/52:30 pm -
1 stop8h 29m
Wed 12/96:30 am -
1 stop8h 02m
Deal found 8/12![Delta logo]()
$217
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 12/510:44 am -
2 stops9h 21m
Wed 12/98:00 am -
1 stop6h 56m
Deal found 8/12![American Airlines logo]()
$222
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.
Sat 12/510:44 am -
2 stops9h 21m
Sat 12/125:31 pm -
1 stop7h 00m
Deal found 8/14![American Airlines logo]()
$242
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 pm -
1 stop5h 55m
Tue 10/67:10 am -
1 stop5h 20m
Deal found 8/13![Southwest logo]()
$245
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.
Sat 12/52:30 pm -
1 stop8h 29m
Sat 12/126:30 am -
1 stop8h 02m
Deal found 8/12![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 pm -
1 stop5h 55m
Fri 10/306:30 am -
1 stop6h 45m
Deal found 8/15![Southwest logo]()
$256
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.
Wed 9/165:05 am -
1 stop4h 49m
Wed 9/233:18 pm -
1 stop5h 21m
Deal found 8/14![United Airlines logo]()
$263
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:30 pm -
1 stop4h 20m
Fri 9/117:00 am -
1 stop11h 15m
Deal found 8/13![Southwest logo]()
$269
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:00 pm -
2 stops7h 20m
Fri 11/135:50 pm -
2 stops6h 40m
Deal found 8/12![Southwest logo]()
$271
Best flights from Harlingen to KissimmeeDiscover carefully curated flight deals from Harlingen to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from Harlingen to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
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.
Sat 12/52:30 pm -
1 stop8h 29m
Wed 12/96:30 am -
1 stop8h 02m
Deal found 8/12![Delta logo]()
$217
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:30 pm -
1 stop4h 20m
Fri 9/117:00 am -
1 stop11h 15m
Deal found 8/13![Southwest logo]()
$269
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.
Sat 12/52:30 pm -
1 stop8h 29m
Sat 12/126:30 am -
1 stop8h 02m
Deal found 8/12![Delta logo]()
$253
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:00 pm -
2 stops7h 20m
Fri 11/135:50 pm -
2 stops6h 40m
Deal found 8/12![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 8/15. 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 12/22:30 pm -
1 stop8h 29m
Mon 12/76:30 am -
1 stop8h 02m
Deal found 8/15![Delta logo]()
$283
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:05 pm -
1 stop5h 25m
Sat 10/247:10 am -
1 stop5h 50m
Deal found 8/15![Southwest logo]()
$308
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:20 am -
1 stop4h 45m
Tue 9/17:15 am -
1 stop6h 45m
Deal found 8/13![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:40 pm -
1 stop4h 15m
Sat 9/268:10 am -
1 stop4h 50m
Deal found 8/16![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:50 pm -
1 stop6h 05m
Mon 11/95:50 pm -
2 stops6h 40m
Deal found 8/16![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:20 am -
2 stops7h 45m
Mon 12/78:40 am -
2 stops8h 10m
Deal found 8/17![Southwest logo]()
$343
Last-minute flights from Harlingen to KissimmeeDiscover last-minute flight deals from Harlingen to Kissimmee. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Harlingen to Kissimmee. Data last updated August 17, 2026 and is based on user searches.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:20 am -
1 stop4h 45m
Tue 9/17:15 am -
1 stop6h 45m
Deal found 8/13![Southwest logo]()
$313
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.
Fri 8/283:17 pm -
1 stop6h 27m
Tue 9/19:10 am -
2 stops10h 03m
Deal found 8/13![American Airlines logo]()
$318
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:30 pm -
1 stop4h 20m
Fri 9/117:00 am -
1 stop11h 15m
Deal found 8/13![Southwest logo]()
$269
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/133:10 pm -
1 stop5h 10m
Fri 9/187:00 am -
1 stop11h 15m
Deal found 8/13![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:25 pm -
1 stop4h 20m
Mon 9/217:05 am -
1 stop5h 15m
Deal found 8/15![Southwest logo]()
$327
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.
Wed 9/165:05 am -
1 stop4h 49m
Wed 9/233:18 pm -
1 stop5h 21m
Deal found 8/14![United Airlines logo]()
$263
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.
Wed 9/165:51 am -
1 stop6h 24m
Wed 9/237:30 am -
2 stops10h 28m
Deal found 8/14![American Airlines logo]()
$319
One-way flights from Harlingen to KissimmeeSearch for one-way flight options from Harlingen to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Harlingen to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:15 am -
2 stops6h 30m
Deal found 8/12![Southwest logo]()
$114
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 pm -
1 stop5h 35m
Deal found 8/14![Southwest logo]()
$119
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:15 am -
2 stops6h 30m
Deal found 8/16![Southwest logo]()
$124
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:10 am -
1 stop4h 45m
Deal found 8/16![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sun 9/135:05 am -
1 stop4h 49m
Deal found 8/15![United Airlines logo]()
$165
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:53 am -
2 stops30h 35m
Deal found 8/14![Multiple Airlines logo]()
$185
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:05 pm -
1 stop4h 20m
Deal found 8/15![Southwest logo]()
$190
This American Airlines deal was found by Cheapflights users on 8/16. 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 11/265:40 am -
2 stops9h 59m
Deal found 8/16![American Airlines logo]()
$195
Find flight deals from Harlingen to Kissimmee
Keep the following information in mind while searching for Harlingen to Kissimmee flight deals. Data was last updated August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Delta) |
One-way from | $114 (Southwest) |
Popular in | May |
Cheapest in | October |
Average price | $278 |
Cheapflights Fare Finder
Customize your flight search to find flights from Harlingen to Kissimmee 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 17, 2026.
Use the filters below to find and compare flights from Harlingen to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Sat 12/5
2:30 pm-11:59 pm
1 stop8h 29m
Orlando
Wed 12/9
6:30 am-1:32 pm
1 stop8h 02m
$217
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Sat 12/5
2:30 pm-11:59 pm
1 stop8h 29m
Orlando
Sat 12/12
6:30 am-1:32 pm
1 stop8h 02m
$253
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Sun 9/6
5:30 pm-10:50 pm
1 stop4h 20m
Orlando
Fri 9/11
7:00 am-5:15 pm
1 stop11h 15m
$269
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Mon 11/9
1:00 pm-9:20 pm
2 stops7h 20m
Orlando
Fri 11/13
5:50 pm-11:30 pm
2 stops6h 40m
$271
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Wed 12/2
2:30 pm-11:59 pm
1 stop8h 29m
Orlando
Mon 12/7
6:30 am-1:32 pm
1 stop8h 02m
$283
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Tue 10/13
12:05 pm-6:30 pm
1 stop5h 25m
Orlando
Sat 10/24
7:10 am-12:00 pm
1 stop5h 50m
$308
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Fri 8/28
6:20 am-12:05 pm
1 stop4h 45m
Orlando
Tue 9/1
7:15 am-1:00 pm
1 stop6h 45m
$313
Quickest round-trip
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Mon 9/21
4:40 pm-9:55 pm
1 stop4h 15m
Orlando
Sat 9/26
8:10 am-12:00 pm
1 stop4h 50m
$318
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Thu 11/5
5:50 pm-12:55 am
1 stop6h 05m
Orlando
Mon 11/9
5:50 pm-11:30 pm
2 stops6h 40m
$323
HarlingenOrlando
HRL Harlingen Valley Intl - MCO Orlando
HRLMCO
Harlingen Valley Intl
Wed 12/2
6:20 am-3:05 pm
2 stops7h 45m
Orlando
Mon 12/7
8:40 am-3:50 pm
2 stops8h 10m
$343
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Harlingen to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Harlingen with our price prediction graph.
HRL-MCO
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 Harlingen to Kissimmee
HRL-K1S
HRL-MCO
How much does it cost to fly round-trip from Harlingen to Kissimmee?
Airfare is below average for this route at the moment.
Harlingen to Kissimmee flights typically cost between $276 and $286 in December.The cheapest round-trip price found within the last 5 days was $217 on Delta (Dec 5-Dec 9).
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated August 17, 2026.
Read through reviews of airlines operating flights from Harlingen to Kissimmee, such as Southwest and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Harlingen to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Harlingen
Popular flights
Top destinations
Alternative routes for Harlingen to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Harlingen to Kissimmee by cabin class
Find flights from Harlingen to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Harlingen and Kissimmee flights
Browse other Harlingen and Kissimmee flight options. Last updated on August 17, 2026.
Other flights from Harlingen
Browse through other flights departing from Harlingen. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Harlingen to Kissimmee flights
Consider these flights traveling from Harlingen to Kissimmee.
Top 2 airlines flying from Harlingen to Kissimmee
Discover the top 2 airlines that operate flights from Harlingen to Kissimmee. 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$385 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$162 | Average$350 | FlexibilityNo cancel fee | On-time69% |