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Kissimmee

$190+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Harlingen to Kissimmee

Keep the following information in mind while searching for Harlingen to Kissimmee flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(Delta)

One-way from

$234
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$388
Provider with most accurate pricing for Harlingen Valley Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Harlingen Valley Intl-Orlando (ORL) flights.
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From Harlingen Valley Intl to Kissimmee
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One-way flight from Harlingen Valley Intl to Kissimmee
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 12/84:02 pmHRL - MCO
1 stop5h 22mAmerican Airlines
Sun 12/145:13 amMCO - HRL
1 stop5h 25mAmerican Airlines
Deal found 10/27$259
This Southwest deal was found by Cheapflights users on 10/26. 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 12/411:30 amHRL - MCO
1 stop7h 50mSouthwest
Mon 12/157:05 amMCO - HRL
1 stop4h 45mSouthwest
Deal found 10/26$290
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/1010:21 amHRL - MCO
1 stop5h 35mAmerican Airlines
Fri 11/145:15 amMCO - HRL
1 stop5h 36mAmerican Airlines
Deal found 10/26$329
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/212:11 pmHRL - MCO
1 stop6h 56mAmerican Airlines
Sun 12/145:13 amMCO - HRL
1 stop5h 25mAmerican Airlines
Deal found 10/28$344
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/114:02 pmHRL - MCO
1 stop5h 31mAmerican Airlines
Sat 11/158:35 amMCO - HRL
1 stop7h 57mAmerican Airlines
Deal found 10/27$369
This Southwest deal was found by Cheapflights users on 10/26. 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 11/47:30 amHRL - MCO
1 stop4h 30mSouthwest
Fri 11/71:50 pmMCO - HRL
1 stop5h 00mSouthwest
Deal found 10/26$374
This Southwest deal was found by Cheapflights users on 10/26. 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 11/410:30 amHRL - MCO
1 stop5h 00mSouthwest
Sat 11/84:30 pmMCO - HRL
1 stop5h 50mSouthwest
Deal found 10/26$379

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 October 28, 2025.
Use the filters below to find and compare flights from Harlingen to Kissimmee that are best for you.

Fly from

Harlingen

Fly to

Kissimmee

Route

Depart

Return

Price

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Tue 4/7

3:00 pm-11:09 pm

1 stop7h 09m

Orlando

Wed 4/8

6:40 am-2:29 pm

1 stop8h 49m

$259

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 12/8

4:02 pm-10:24 pm

1 stop5h 22m

Orlando

Sun 12/14

5:13 am-9:38 am

1 stop5h 25m

$259

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 2/9

6:35 am-2:35 pm

1 stop7h 00m

Orlando

Sat 2/14

6:20 am-11:40 am

1 stop6h 20m

$273

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Tue 2/17

2:46 pm-10:14 pm

1 stop6h 28m

Orlando

Sat 2/21

8:12 am-2:15 pm

1 stop7h 03m

$277

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sat 1/3

5:00 am-11:54 am

1 stop5h 54m

Orlando

Wed 1/7

3:30 pm-9:59 pm

1 stop7h 29m

$285

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Thu 12/4

11:30 am-8:20 pm

1 stop7h 50m

Orlando

Mon 12/15

7:05 am-10:50 am

1 stop4h 45m

$290

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sat 11/8

3:39 pm-11:56 pm

1 stop7h 17m

$190

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sun 11/9

3:39 pm-11:59 pm

1 stop7h 20m

$190

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 12/1

12:10 pm-8:15 pm

1 stop7h 05m

$234

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Mon 12/1

11:58 am-11:23 am

1 stop22h 25m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 16 results
1
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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

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 April is currently the most expensive (average of $218). 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.

What is the cheapest time of day to fly from HRL to K1S?

Find hourly flight availability from Harlingen to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s optimal to fly from Harlingen, Texas to Kissimmee in the afternoon. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the evening.

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 October 28, 2025.
Read through reviews of airlines operating flights from Harlingen to Kissimmee, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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, Texas to Kissimmee?

    Delta, American Airlines, and Southwest can get you from Harlingen, Texas to Kissimmee in just under 5h 22m. Your travel time can differ by up to 1h 47m. The distance from Harlingen, Texas to Kissimmee is about 1013 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Harlingen, Texas to Kissimmee one-way?

    The cheapest airlines for a one-way flight from Harlingen, Texas to Kissimmee are Delta ($190), United Airlines ($234), and Sun Country Air ($258).

  • 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.

  • 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 April is currently the most expensive (average of $218). 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.

See more FAQs

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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$143Average$369FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$162Average$305FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$403FlexibilityNo cancel feeOn-time71%

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