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Kissimmee

$74+ Cheap flights from Pensacola (PNS) 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MCO
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
1 adult, Economy
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Cheapflights Tip: The best prices from Pensacola to Kissimmee are usually found in February or March, booked 46 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

Cheap flight deals from Pensacola to Kissimmee

Keep the following information in mind while searching for Pensacola to Kissimmee flight deals. Data was last updated September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$146
(Trip.com)

One-way from

$74
(Cheapflightsfares)

Popular in

July

Cheapest in

February

Average price

$137
Provider with most accurate pricing for Pensacola-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Orlando (ORL) flights.
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From Pensacola to Kissimmee
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One-way flight from Pensacola to Kissimmee
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Highest demand for flights based on searches. 13% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Pensacola to Kissimmee

Cheapest flights from Pensacola to Kissimmee
Explore the most affordable flight options available from Pensacola to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2025.

This Trip.com deal was found by Cheapflights users on 9/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/311:17 amPNS - MCO
Nonstop1h 32mSpirit Airlines
Fri 11/79:54 amMCO - PNS
Nonstop1h 28mSpirit Airlines
Deal found 9/27$146
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:49 pmPNS - MCO
Nonstop1h 35mSpirit Airlines
Mon 11/175:18 pmMCO - PNS
Nonstop1h 36mSpirit Airlines
Deal found 9/29$148
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:49 pmPNS - MCO
Nonstop1h 35mSpirit Airlines
Sun 12/145:18 pmMCO - PNS
Nonstop1h 36mSpirit Airlines
Deal found 9/27$149
This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:25 pmPNS - MCO
Nonstop1h 39mSpirit Airlines
Mon 10/275:05 pmMCO - PNS
Nonstop1h 25mSpirit Airlines
Deal found 9/27$150
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:17 amPNS - MCO
Nonstop1h 32mSpirit Airlines
Sun 11/169:54 amMCO - PNS
Nonstop1h 28mSpirit Airlines
Deal found 9/29$151
This Booking.com deal was found by Cheapflights users on 9/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:10 pmPNS - MCO
Nonstop1h 39mSpirit Airlines
Sun 11/29:54 amMCO - PNS
Nonstop1h 28mSpirit Airlines
Deal found 9/27$152
This Cheapflightsfares deal was found by Cheapflights users on 9/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:17 amPNS - MCO
Nonstop1h 32mSpirit Airlines
Sun 11/99:54 amMCO - PNS
Nonstop1h 28mSpirit Airlines
Deal found 9/28$160
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/155:56 pmPNS - MCO
Nonstop1h 39mSpirit Airlines
Wed 10/224:36 pmMCO - PNS
Nonstop1h 25mSpirit Airlines
Deal found 9/27$162
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:25 pmPNS - MCO
Nonstop1h 39mSpirit Airlines
Sun 10/198:49 amMCO - PNS
Nonstop1h 25mSpirit Airlines
Deal found 9/27$163
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:25 pmPNS - MCO
Nonstop1h 39mSpirit Airlines
Mon 10/205:05 pmMCO - PNS
Nonstop1h 25mSpirit Airlines
Deal found 9/29$164

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola 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 September 29, 2025.
Use the filters below to find and compare flights from Pensacola to Kissimmee that are best for you.

Fly from

Pensacola

Fly to

Kissimmee

Route

Depart

Return

Price

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 11/3

11:17 am-1:49 pm

Nonstop1h 32m

Orlando

Fri 11/7

9:54 am-10:22 am

Nonstop1h 28m

$146

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 12/4

6:49 pm-9:24 pm

Nonstop1h 35m

Orlando

Sun 12/14

5:18 pm-5:54 pm

Nonstop1h 36m

$149

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 11/7

6:49 pm-9:24 pm

Nonstop1h 35m

Orlando

Mon 11/10

6:55 am-3:36 pm

1 stop9h 41m

$183

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 10/28

7:40 am-2:10 pm

1 stop5h 30m

Orlando

Tue 11/4

6:25 am-12:45 pm

2 stops7h 20m

$220

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 10/28

2:30 pm-10:55 pm

1 stop7h 25m

Orlando

Thu 10/30

7:25 am-2:45 pm

2 stops8h 20m

$234

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 12/2

3:44 pm-8:45 pm

1 stop4h 01m

Orlando

Sat 12/6

5:30 am-10:40 am

1 stop6h 10m

$236

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 11/10

7:09 pm-11:48 pm

1 stop3h 39m

Orlando

Thu 11/13

6:35 pm-11:08 pm

1 stop5h 33m

$243

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 11/3

4:10 pm-9:51 pm

1 stop4h 41m

Orlando

Fri 11/7

5:30 am-8:26 am

1 stop3h 56m

$271

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 11/11

4:15 pm-9:45 pm

1 stop4h 30m

Orlando

Thu 11/13

8:40 am-3:50 pm

2 stops8h 10m

$276

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 12/10

7:20 am-5:10 pm

2 stops8h 50m

Orlando

Fri 12/12

8:40 am-3:50 pm

2 stops8h 10m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 20 results
1
2

Best time to book a flight from Pensacola to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Pensacola 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 Pensacola to Kissimmee

How far ahead should I book a flight from Pensacola to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Kissimmee. Price data was last updated on September 26, 2025.

To ensure you get the cheapest price possible for a flight from Pensacola to Kissimmee, you should look to book at least 46 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Pensacola to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $206). Flying from Pensacola to Kissimmee in November is currently the most expensive (average of $289). 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 PNS to K1S?

Find hourly flight availability from Pensacola 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 September 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Kissimmee as you normally would.

What is the cheapest day to fly from Pensacola to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Kissimmee. Price data was last updated on September 28, 2025.

Travelers seeking maximum savings on their Pensacola to Kissimmee flight should consider departing on Wednesday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 29, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Pensacola to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,055 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Silver Airways
5.8
Fair
241 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Pensacola 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 Pensacola to Kissimmee?

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Pensacola to Kissimmee. 7 airlines have flights from Pensacola to Kissimmee on a regular basis. Booking flights from Pensacola to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • How long is the flight from Pensacola to Kissimmee?

    For as low as $146, Spirit Airlines can have you in Kissimmee from Pensacola in 1h 32m. Pensacola and Kissimmee are separated by a distance of 380 mi. This flight may include one or multiple stops.

  • What are the cheapest flights from Pensacola to Kissimmee?

    While on average a flight from Pensacola to Kissimmee is generally $160, our data shows the cheapest flight currently is $67. When looking at the most popular route, (Pensacola - Orlando), you can expect to pay $147 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pensacola 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 Pensacola to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $206). Flying from Pensacola to Kissimmee in November is currently the most expensive (average of $289). 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 7 airlines flying from Pensacola to Kissimmee

Discover the top 7 airlines that operate flights from Pensacola 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 September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$54Average$135FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$56Average$130FlexibilityNo cancel feeOn-time65%
Silver AirwaysCheapest$60Average$143FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$69Average$157FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$104Average$208FlexibilityNo cancel feeOn-time62%
DeltaCheapest$122Average$357FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$272FlexibilityNo cancel feeOn-time71%

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