$119+ Cheap flights from Harlingen, TX (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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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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 March 23, 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 March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/20. 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 5/134:40 pm
HRL
- MCO
1 stop4h 40m
Southwest
Fri 5/156:15 am
MCO
- HRL
1 stop4h 50m
Southwest
Deal found 3/20![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 3/18. 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 4/182:47 pm
HRL
- MCO
1 stop6h 37m
American Airlines
Wed 4/222:09 pm
MCO
- HRL
1 stop6h 24m
American Airlines
Deal found 3/18![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 3/21. 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 5/1610:47 am
HRL
- MCO
1 stop8h 24m
American Airlines
Mon 5/255:30 am
MCO
- HRL
1 stop5h 43m
American Airlines
Deal found 3/21![American Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 3/18. 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 6/55:40 pm
HRL
- MCO
1 stop5h 30m
Southwest
Sat 6/137:50 am
MCO
- HRL
1 stop7h 15m
Southwest
Deal found 3/18![Southwest logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/20. 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 8/212:00 pm
HRL
- MCO
1 stop7h 00m
United Airlines
Sun 8/239:10 am
MCO
- HRL
1 stop5h 04m
United Airlines
Deal found 3/20![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 3/22. 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 4/136:55 am
HRL
- MCO
1 stop6h 40m
Southwest
Sat 4/186:30 am
MCO
- HRL
1 stop9h 30m
Southwest
Deal found 3/22![Southwest logo]()
$324
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 March 23, 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 March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/22. 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 4/1310:40 am
HRL
- MCO
2 stops7h 35m
Southwest
Sat 4/186:30 am
MCO
- HRL
1 stop9h 30m
Southwest
Deal found 3/22![Southwest logo]()
$330
This United Airlines deal was found by Cheapflights users on 3/18. 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 5/235:10 am
HRL
- MCO
2 stops8h 33m
United Airlines
Thu 5/285:19 pm
MCO
- HRL
1 stop5h 35m
United Airlines
Deal found 3/18![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 3/22. 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 5/712:30 pm
HRL
- MCO
2 stops8h 00m
Southwest
Thu 5/146:15 am
MCO
- HRL
1 stop4h 50m
Southwest
Deal found 3/22![Southwest logo]()
$344
This United Airlines deal was found by Cheapflights users on 3/20. 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 4/1812:05 pm
HRL
- MCO
1 stop6h 59m
United Airlines
Wed 4/228:00 am
MCO
- HRL
2 stops12h 40m
United Airlines
Deal found 3/20![United Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sat 4/46:10 am
HRL
- MCO
1 stop6h 15m
Southwest
Wed 4/812:05 pm
MCO
- HRL
1 stop6h 15m
Southwest
Deal found 3/19![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 3/22. 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 4/710:45 am
HRL
- MCO
2 stops7h 05m
Southwest
Wed 4/82:15 pm
MCO
- HRL
2 stops7h 40m
Southwest
Deal found 3/22![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 3/20. 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 6/35:20 pm
HRL
- MCO
1 stop5h 07m
United Airlines
Sat 6/69:00 am
MCO
- HRL
2 stops11h 49m
United Airlines
Deal found 3/20![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 3/18. 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 6/510:40 am
HRL
- MCO
2 stops9h 50m
Southwest
Sat 6/137:50 am
MCO
- HRL
1 stop7h 15m
Southwest
Deal found 3/18![Southwest logo]()
$383
Last-minute flights from Harlingen to KissimmeeDiscover last-minute flight deals from Harlingen to Kissimmee. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Harlingen to Kissimmee. Data last updated March 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/18. 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 4/26:25 pm
HRL
- MCO
1 stop4h 45m
Southwest
Mon 4/66:20 am
MCO
- HRL
1 stop4h 55m
Southwest
Deal found 3/18![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sat 4/46:10 am
HRL
- MCO
1 stop6h 15m
Southwest
Wed 4/812:05 pm
MCO
- HRL
1 stop6h 15m
Southwest
Deal found 3/19![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 3/22. 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 4/136:55 am
HRL
- MCO
1 stop6h 40m
Southwest
Sat 4/186:30 am
MCO
- HRL
1 stop9h 30m
Southwest
Deal found 3/22![Southwest logo]()
$324
This American Airlines deal was found by Cheapflights users on 3/18. 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 4/182:47 pm
HRL
- MCO
1 stop6h 37m
American Airlines
Wed 4/222:09 pm
MCO
- HRL
1 stop6h 24m
American Airlines
Deal found 3/18![American Airlines logo]()
$294
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 March 23, 2026.
Search for one-way flight options from Harlingen to Kissimmee. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/19. 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 5/194:40 pm
HRL
- MCO
1 stop4h 40m
Southwest
Deal found 3/19![Southwest logo]()
$119
This American Airlines deal was found by Cheapflights users on 3/20. 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 5/202:51 pm
HRL
- MCO
1 stop7h 45m
American Airlines
Deal found 3/20![American Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sat 5/163:35 pm
HRL
- MCO
1 stop4h 55m
Southwest
Deal found 3/19![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 3/19. 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 5/186:00 pm
HRL
- MCO
1 stop5h 55m
Southwest
Deal found 3/19![Southwest logo]()
$146
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 5/285:10 am
HRL
- MCO
2 stops8h 33m
United Airlines
Deal found 3/18![United Airlines logo]()
$151
This Southwest deal was found by Cheapflights users on 3/19. 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 5/176:35 pm
HRL
- MCO
1 stop4h 20m
Southwest
Deal found 3/19![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 3/20. 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 5/2010:45 am
HRL
- MCO
2 stops7h 05m
Southwest
Deal found 3/20![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 3/20. 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 5/235:10 am
HRL
- MCO
2 stops8h 33m
United Airlines
Deal found 3/20![United Airlines logo]()
$165
This Southwest deal was found by Cheapflights users on 3/18. 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 5/285:00 pm
HRL
- MCO
1 stop5h 05m
Southwest
Deal found 3/18![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 3/18. 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.
Sat 5/212:10 pm
HRL
- MCO
2 stops8h 20m
Southwest
Deal found 3/18![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 3/20. 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 5/155:00 pm
HRL
- MCO
1 stop5h 05m
Southwest
Deal found 3/20![Southwest logo]()
$199
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (Southwest) |
One-way from | $119 (Southwest) |
Popular in | November |
Cheapest in | October |
Average price | $406 |
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 March 23, 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 - MCO
HRLMCO
Harlingen Valley Intl
Mon 4/13
10:40 am-7:15 pm
2 stops7h 35m
Orlando
Sat 4/18
6:30 am-3:00 pm
1 stop9h 30m
$330
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Thu 5/7
12:30 pm-9:30 pm
2 stops8h 00m
Orlando
Thu 5/14
6:15 am-10:05 am
1 stop4h 50m
$344
Quickest round-trip
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sat 4/4
6:10 am-1:25 pm
1 stop6h 15m
Orlando
Wed 4/8
12:05 pm-5:20 pm
1 stop6h 15m
$349
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sat 5/23
5:10 am-2:43 pm
2 stops8h 33m
Orlando
Thu 5/28
5:19 pm-9:54 pm
1 stop5h 35m
$350
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sat 4/18
12:05 pm-8:04 pm
1 stop6h 59m
Orlando
Wed 4/22
8:00 am-7:40 pm
2 stops12h 40m
$366
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Tue 4/7
10:45 am-6:50 pm
2 stops7h 05m
Orlando
Wed 4/8
2:15 pm-8:55 pm
2 stops7h 40m
$369
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Fri 6/5
10:40 am-9:30 pm
2 stops9h 50m
Orlando
Sat 6/13
7:50 am-2:05 pm
1 stop7h 15m
$383
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Wed 6/3
5:20 pm-11:27 pm
1 stop5h 07m
Orlando
Sat 6/6
9:00 am-7:49 pm
2 stops11h 49m
$412
Cheapest one-way
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Wed 5/20
7:10 am-3:10 pm
1 stop7h 00m
$119
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Tue 5/19
4:40 pm-10:20 pm
1 stop4h 40m
$119
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
What is the cheapest month to book a flight from Harlingen, Texas to Kissimmee?
Currently, May is the cheapest month in which you can book a flight from Harlingen, Texas to Kissimmee (average of $81). Flying from Harlingen, Texas to Kissimmee in November is currently the most expensive (average of $169). 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.
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 March 23, 2026.
Read through reviews of airlines operating flights from Harlingen to Kissimmee, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
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.
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Harlingen and Kissimmee flights
Browse other Harlingen and Kissimmee flight options. Last updated on March 23, 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 March 23, 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 3 airlines flying from Harlingen to Kissimmee
Discover the top 3 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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$355 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$162 | Average$302 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$403 | FlexibilityNo cancel fee | On-time71% |