Kissimmee

$147+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Jun 8 — Jun 151
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Cheap flight deals from Harlingen to Kissimmee

Cheapest flights from Harlingen to Kissimmee
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 May 9, 2026.

This Southwest deal was found by Cheapflights users on 5/4. 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 6/86:30 pm
HRL
-
MCO
1 stop4h 35m
Southwest
Wed 8/57:15 am
MCO
-
HRL
1 stop6h 45m
Southwest
Deal found 5/4$274
This United Airlines deal was found by Cheapflights users on 5/7. 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 9/25:15 am
HRL
-
MCO
2 stops8h 43m
United Airlines
Sat 9/53:15 pm
MCO
-
HRL
1 stop5h 14m
United Airlines
Deal found 5/7$279
This Southwest deal was found by Cheapflights users on 5/9. 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.
Sun 6/146:40 pm
HRL
-
MCO
1 stop4h 25m
Southwest
Tue 6/236:40 am
MCO
-
HRL
1 stop4h 25m
Southwest
Deal found 5/9$287
This Delta deal was found by Cheapflights users on 5/6. 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 10/272:00 pm
HRL
-
MCO
1 stop8h 59m
Delta
Mon 11/26:40 am
MCO
-
HRL
1 stop7h 51m
Delta
Deal found 5/6$303
This Southwest deal was found by Cheapflights users on 5/5. 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 6/46:35 pm
HRL
-
MCO
1 stop4h 30m
Southwest
Thu 6/116:55 am
MCO
-
HRL
1 stop5h 05m
Southwest
Deal found 5/5$304
This American Airlines deal was found by Cheapflights users on 5/5. 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 10/274:58 pm
HRL
-
MCO
1 stop6h 03m
American Airlines
Mon 11/26:00 am
MCO
-
HRL
2 stops10h 31m
American Airlines
Deal found 5/5$309
This Southwest deal was found by Cheapflights users on 5/7. 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 8/245:30 am
HRL
-
MCO
1 stop4h 00m
Southwest
Sun 8/308:05 am
MCO
-
HRL
1 stop6h 35m
Southwest
Deal found 5/7$312
This Delta deal was found by Cheapflights users on 5/5. 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.
Mon 11/232:00 pm
HRL
-
MCO
1 stop8h 59m
Delta
Tue 12/16:40 am
MCO
-
HRL
1 stop7h 51m
Delta
Deal found 5/5$313
This Southwest deal was found by Cheapflights users on 5/9. 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.
Mon 6/226:30 pm
HRL
-
MCO
1 stop4h 35m
Southwest
Fri 6/266:40 am
MCO
-
HRL
1 stop4h 20m
Southwest
Deal found 5/9$317
This Delta deal was found by Cheapflights users on 5/5. 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 11/262:00 pm
HRL
-
MCO
2 stops9h 56m
Delta
Tue 12/16:40 am
MCO
-
HRL
1 stop7h 51m
Delta
Deal found 5/5$318
This Southwest deal was found by Cheapflights users on 5/8. 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.
Tue 6/24:40 pm
HRL
-
MCO
1 stop4h 40m
Southwest
Fri 6/56:40 am
MCO
-
HRL
1 stop4h 20m
Southwest
Deal found 5/8$319

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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$274
(United Airlines)

One-way from

$147
(American Airlines)

Popular in

May

Cheapest in

April

Average price

$522
Provider with most accurate pricing for Harlingen Valley Intl-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Harlingen Valley Intl-Orlando (ORL) flights.
From Harlingen Valley Intl to Kissimmee
One-way flight from Harlingen Valley Intl to Kissimmee
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 9, 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

Price

Cheapest round-trip

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 6/8

6:30 pm-12:05 am

1 stop4h 35m

Orlando

Wed 8/5

7:15 am-1:00 pm

1 stop6h 45m

$274

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sat 6/6

4:10 pm-11:35 pm

1 stop6h 25m

Orlando

Fri 6/12

6:40 am-10:00 am

1 stop4h 20m

$304
Quickest round-trip

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Fri 6/5

6:30 pm-12:05 am

1 stop4h 35m

Orlando

Mon 6/8

6:40 am-10:00 am

1 stop4h 20m

$304

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sat 8/22

7:00 am-1:20 pm

1 stop5h 20m

Orlando

Sun 8/30

8:50 am-2:35 pm

1 stop6h 45m

$317

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 8/10

5:55 pm-11:55 pm

1 stop5h 00m

Orlando

Fri 8/14

7:00 am-11:20 am

1 stop5h 20m

$317

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Fri 10/30

2:00 pm-12:56 am

2 stops9h 56m

Orlando

Mon 11/9

6:40 am-1:31 pm

1 stop7h 51m

$343

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Tue 6/2

10:45 am-6:50 pm

2 stops7h 05m

Orlando

Fri 6/5

6:40 am-10:00 am

1 stop4h 20m

$344

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Tue 9/1

1:59 pm-10:10 pm

1 stop7h 11m

Orlando

Wed 9/2

12:00 pm-3:59 pm

1 stop4h 59m

$347

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Tue 5/19

9:20 am-3:48 pm

1 stop5h 28m

Orlando

Sat 5/23

11:35 am-9:54 pm

2 stops11h 19m

$354

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 8/24

6:20 am-3:10 pm

2 stops7h 50m

Orlando

Sun 8/30

6:05 am-9:40 am

1 stop4h 35m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.
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

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 May 9, 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

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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.
  • What airport do you fly from for flights from Harlingen to Kissimmee?

    For a flight from Harlingen to Kissimmee, you will be flying from Valley Intl. Harlingen Valley Intl (HRL) is just 3.7 mi from the center of the city. Valley Intl is the only Harlingen airport and it handles 0 outbound flights to Kissimmee per day. 3 airlines have flights to Kissimmee from Harlingen Valley Intl on a regular basis.

  • How long is the flight from Harlingen to Kissimmee?

    A quick flight from Harlingen to Kissimmee can take about 4h 35m. Southwest provides one of the quickest options available for as low as $274. The distance from Harlingen to Kissimmee is about 1013 mi.

  • Can I find deals for flights from Harlingen to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Harlingen to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Harlingen to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Harlingen to Kissimmee.

  • Can I find deals for business class flights from Harlingen to Kissimmee?

    Yes. Cheapflights offers flight deals from Harlingen to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Harlingen to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$143Average$369FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$162Average$316FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$380FlexibilityNo cancel feeOn-time71%

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