$105+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Jul 13 — Jul 201
Round-trip
1 adult, Economy
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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
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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 June 13, 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 June 13, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. 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 11/1012:10 pm
HRL
- MCO
1 stop6h 59m
United Airlines
Tue 11/173:40 pm
MCO
- HRL
1 stop7h 04m
United Airlines
Deal found 6/11![United Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 am
HRL
- MCO
1 stop4h 00m
Southwest
Fri 8/214:40 pm
MCO
- HRL
1 stop6h 20m
Southwest
Deal found 6/10![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/111:25 am
HRL
- MCO
1 stop6h 45m
Southwest
Thu 8/63:55 pm
MCO
- HRL
2 stops7h 05m
Southwest
Deal found 6/11![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 6/9. 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 7/215:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Wed 7/298:10 am
MCO
- HRL
1 stop6h 20m
Southwest
Deal found 6/9![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/12. 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.
Thu 8/2710:55 am
HRL
- MCO
2 stops8h 10m
Southwest
Wed 9/29:00 am
MCO
- HRL
2 stops8h 45m
Southwest
Deal found 6/12![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:30 am
HRL
- MCO
1 stop4h 00m
Southwest
Sun 9/276:25 am
MCO
- HRL
1 stop5h 40m
Southwest
Deal found 6/11![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 6/9. 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 7/155:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Fri 7/176:40 am
MCO
- HRL
1 stop4h 20m
Southwest
Deal found 6/9![Southwest logo]()
$318
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 June 13, 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 June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 am
HRL
- MCO
1 stop4h 00m
Southwest
Fri 8/214:40 pm
MCO
- HRL
1 stop6h 20m
Southwest
Deal found 6/10![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/111:25 am
HRL
- MCO
1 stop6h 45m
Southwest
Thu 8/63:55 pm
MCO
- HRL
2 stops7h 05m
Southwest
Deal found 6/11![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 6/9. 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 7/215:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Wed 7/296:40 am
MCO
- HRL
1 stop4h 25m
Southwest
Deal found 6/9![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/9. 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 7/155:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Fri 7/176:40 am
MCO
- HRL
1 stop4h 20m
Southwest
Deal found 6/9![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:50 am
HRL
- MCO
1 stop4h 40m
Southwest
Fri 9/42:50 pm
MCO
- HRL
1 stop6h 40m
Southwest
Deal found 6/10![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 6/13. 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 7/265:40 am
HRL
- MCO
1 stop10h 40m
Southwest
Thu 7/305:20 pm
MCO
- HRL
2 stops7h 25m
Southwest
Deal found 6/13![Southwest logo]()
$383
Last-minute flights from Harlingen to KissimmeeDiscover last-minute flight deals from Harlingen to Kissimmee. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Harlingen to Kissimmee. Data last updated June 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/9. 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 6/266:30 pm
HRL
- MCO
1 stop4h 35m
Southwest
Sat 7/411:40 am
MCO
- HRL
2 stops8h 55m
Southwest
Deal found 6/9![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:30 pm
HRL
- MCO
1 stop4h 40m
Southwest
Thu 7/166:40 am
MCO
- HRL
1 stop4h 20m
Southwest
Deal found 6/10![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 6/9. 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 7/155:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Fri 7/176:40 am
MCO
- HRL
1 stop4h 20m
Southwest
Deal found 6/9![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 6/9. 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 7/215:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Wed 7/296:40 am
MCO
- HRL
1 stop4h 25m
Southwest
Deal found 6/9![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/13. 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 7/265:40 am
HRL
- MCO
1 stop10h 40m
Southwest
Thu 7/307:35 pm
MCO
- HRL
1 stop5h 10m
Southwest
Deal found 6/13![Southwest logo]()
$377
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 June 13, 2026.
Search for one-way flight options from Harlingen to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:25 pm
HRL
- MCO
1 stop6h 15m
Southwest
Deal found 6/10![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 6/9. 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 7/96:30 pm
HRL
- MCO
1 stop4h 40m
Southwest
Deal found 6/9![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 6/8. 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 8/216:20 am
HRL
- MCO
1 stop4h 45m
Southwest
Deal found 6/8![Southwest logo]()
$145
This Southwest deal was found by Cheapflights users on 6/9. 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 7/85:00 pm
HRL
- MCO
1 stop5h 15m
Southwest
Deal found 6/9![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 6/9. 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 6/232:10 pm
HRL
- MCO
1 stop5h 35m
Southwest
Deal found 6/9![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:10 pm
HRL
- MCO
1 stop5h 00m
Southwest
Deal found 6/11![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 6/9. 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 6/166:15 am
HRL
- MCO
2 stops7h 10m
Southwest
Deal found 6/9![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:30 pm
HRL
- MCO
1 stop4h 35m
Southwest
Deal found 6/11![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/9. 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 6/196:30 pm
HRL
- MCO
1 stop4h 35m
Southwest
Deal found 6/9![Southwest logo]()
$235
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $265 (Southwest) |
One-way from | $105 (Southwest) |
Popular in | May |
Cheapest in | October |
Average price | $442 |
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 June 13, 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 8/17
5:30 am-10:30 am
1 stop4h 00m
Orlando
Fri 8/21
4:40 pm-10:00 pm
1 stop6h 20m
$265
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sat 8/1
11:25 am-7:10 pm
1 stop6h 45m
Orlando
Thu 8/6
3:55 pm-10:00 pm
2 stops7h 05m
$268
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Tue 7/21
5:00 pm-11:15 pm
1 stop5h 15m
Orlando
Wed 7/29
6:40 am-10:05 am
1 stop4h 25m
$277
Quickest round-trip
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Wed 7/15
5:00 pm-11:15 pm
1 stop5h 15m
Orlando
Fri 7/17
6:40 am-10:00 am
1 stop4h 20m
$318
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sun 8/30
6:50 am-12:30 pm
1 stop4h 40m
Orlando
Fri 9/4
2:50 pm-8:30 pm
1 stop6h 40m
$343
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Sun 7/26
5:40 am-5:20 pm
1 stop10h 40m
Orlando
Thu 7/30
5:20 pm-11:45 pm
2 stops7h 25m
$383
Cheapest one-way
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Fri 8/21
6:20 am-12:05 pm
1 stop4h 45m
$145
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Wed 7/8
5:00 pm-11:15 pm
1 stop5h 15m
$165
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Tue 6/23
2:10 pm-8:45 pm
1 stop5h 35m
$185
HarlingenOrlando
HRL - MCO
HRLMCO
Harlingen Valley Intl
Tue 8/4
7:25 am-4:35 pm
2 stops8h 10m
$190
Showing 1-10 of 14 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?
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 June 13, 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
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
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 June 13, 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 June 13, 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 June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$343 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$162 | Average$328 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$380 | FlexibilityNo cancel fee | On-time71% |