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Kissimmee

$155+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — MCO
Mar 1 — Mar 81
Sun 3/1
Sun 3/8
1 adult, Economy
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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 January 30, 2026.

This Southwest deal was found by Cheapflights users on 1/29. 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 3/166:25 pm
HRL
-
MCO
1 stop4h 45m
Southwest
Thu 3/196:20 am
MCO
-
HRL
1 stop4h 55m
Southwest
Deal found 1/29$259
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 4/182:47 pm
HRL
-
MCO
1 stop7h 49m
American Airlines
Wed 4/227:10 am
MCO
-
HRL
1 stop8h 07m
American Airlines
Deal found 1/28$278
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 7/294:56 pm
HRL
-
MCO
1 stop6h 20m
American Airlines
Sat 8/87:30 am
MCO
-
HRL
1 stop7h 45m
American Airlines
Deal found 1/27$296
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 pm
HRL
-
MCO
1 stop5h 55m
Southwest
Tue 4/216:30 am
MCO
-
HRL
1 stop6h 45m
Southwest
Deal found 1/28$309
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 9/1210:11 am
HRL
-
MCO
2 stops9h 48m
American Airlines
Sat 9/197:18 am
MCO
-
HRL
1 stop7h 57m
American Airlines
Deal found 1/28$315
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:15 am
HRL
-
MCO
1 stop4h 40m
United Airlines
Sat 8/17:05 am
MCO
-
HRL
1 stop7h 09m
United Airlines
Deal found 1/27$318
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 2/811:06 am
HRL
-
MCO
1 stop4h 57m
American Airlines
Thu 2/265:20 am
MCO
-
HRL
1 stop5h 52m
American Airlines
Deal found 1/28$329
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 4/152:47 pm
HRL
-
MCO
1 stop7h 49m
American Airlines
Fri 4/177:10 am
MCO
-
HRL
1 stop8h 07m
American Airlines
Deal found 1/28$342

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 January 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Southwest)

One-way from

$155
(United Airlines)

Popular in

November

Cheapest in

January

Average price

$311
Provider with most accurate pricing for Harlingen Valley Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Harlingen Valley Intl-Orlando (ORL) flights.
Search Deals
From Harlingen Valley Intl to Kissimmee
Search Deals
One-way flight from Harlingen Valley Intl to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 30, 2026.
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

Mon 3/16

6:25 pm-12:10 am

1 stop4h 45m

Orlando

Thu 3/19

6:20 am-10:15 am

1 stop4h 55m

$259

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sat 4/18

2:47 pm-11:36 pm

1 stop7h 49m

Orlando

Wed 4/22

6:00 am-2:17 pm

2 stops9h 17m

$291

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sun 7/26

5:15 am-10:55 am

1 stop4h 40m

Orlando

Sat 8/1

7:05 am-1:14 pm

1 stop7h 09m

$318

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Thu 4/16

6:00 pm-12:55 am

1 stop5h 55m

Orlando

Tue 4/21

9:05 am-4:00 pm

2 stops7h 55m

$327

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Sun 2/8

11:06 am-5:03 pm

1 stop4h 57m

Orlando

Thu 2/26

5:20 am-10:12 am

1 stop5h 52m

$329

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Wed 4/15

2:47 pm-11:36 pm

1 stop7h 49m

Orlando

Fri 4/17

7:10 am-2:17 pm

1 stop8h 07m

$344

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Fri 2/13

3:30 pm-12:15 am

2 stops7h 45m

Orlando

Tue 2/17

6:35 am-10:35 am

1 stop5h 00m

$379

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Thu 4/9

9:20 am-5:47 pm

1 stop7h 27m

$155

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Thu 2/12

12:10 pm-12:43 am

2 stops11h 33m

$343

HarlingenOrlando

HRL - MCO

HRLMCO

Harlingen Valley Intl

Thu 2/12

11:21 am-9:19 pm

1 stop8h 58m

$481

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

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 $214). 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 January 30, 2026.
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
4,267 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

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
11,207 reviews
Southwest
8.0
Very good
4,267 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

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?

    Southwest, American Airlines, and United Airlines can get you from Harlingen, Texas to Kissimmee in just under 4h 40m. Your travel time can differ by up to 3h 09m. 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.

  • 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 $214). 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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Alternative routes for Harlingen to Kissimmee

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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 January 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$143Average$353FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$162Average$302FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$403FlexibilityNo cancel feeOn-time71%

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