Kissimmee

$53+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MCO
Jul 6 — Jul 131
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Cheapflights Tip: The best prices from Pensacola to Kissimmee are usually found in April or February, booked 52 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap 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 June 6, 2026.

This Priceline deal was found by Cheapflights users on 6/3. 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.
Sun 8/233:15 pm
PNS
-
MCO
Nonstop1h 39m
Multiple Airlines
Sat 8/2911:39 am
MCO
-
PNS
Nonstop1h 30m
Multiple Airlines
Deal found 6/3$95
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/224:29 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Wed 7/293:01 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/6$97
This Breeze Airways deal was found by Cheapflights users on 6/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:07 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Wed 9/3012:08 pm
MCO
-
PNS
Nonstop1h 37m
Breeze Airways
Deal found 6/1$98
This Priceline deal was found by Cheapflights users on 6/2. 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 8/215:30 pm
PNS
-
MCO
Nonstop1h 39m
Multiple Airlines
Sat 9/511:39 am
MCO
-
PNS
Nonstop1h 30m
Multiple Airlines
Deal found 6/2$100
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Tue 8/43:13 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/5$102
This Frontier deal was found by Cheapflights users on 6/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/304:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Mon 8/32:41 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/4$103
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/164:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Sun 7/192:41 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/5$107
This Frontier deal was found by Cheapflights users on 6/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/174:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Mon 7/202:41 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/4$108
This Priceline deal was found by Cheapflights users on 6/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:26 am
PNS
-
MCO
Nonstop1h 33m
Multiple Airlines
Wed 7/153:01 pm
MCO
-
PNS
Nonstop1h 33m
Multiple Airlines
Deal found 6/5$110
This Super.com deal was found by Cheapflights users on 6/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Tue 7/143:13 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/4$112
This Priceline deal was found by Cheapflights users on 6/3. 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.
Mon 8/174:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Fri 8/214:00 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Deal found 6/3$113
This Priceline deal was found by Cheapflights users on 6/3. 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.
Thu 7/168:26 pm
PNS
-
MCO
Nonstop1h 33m
Multiple Airlines
Sun 7/192:41 pm
MCO
-
PNS
Nonstop1h 33m
Multiple Airlines
Deal found 6/3$115

Find flight deals from Pensacola to Kissimmee

Keep the following information in mind while searching for Pensacola to Kissimmee flight deals. Data was last updated June 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Priceline)

One-way from

$53
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$175
Provider with most accurate pricing for Pensacola-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Pensacola-Orlando (ORL) flights.
From Pensacola to Kissimmee
One-way flight from Pensacola to Kissimmee
Highest demand for flights based on searches. 20% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 8% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 6, 2026.
Use the filters below to find and compare flights from Pensacola to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 9/1

2:07 pm-4:40 pm

Nonstop1h 33m

Orlando

Wed 9/30

12:08 pm-12:45 pm

Nonstop1h 37m

$98
Quickest round-trip

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 7/22

8:26 am-10:59 am

Nonstop1h 33m

Orlando

Sat 7/25

11:39 am-12:09 pm

Nonstop1h 30m

$168

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 7/30

7:50 am-1:10 pm

1 stop4h 20m

Orlando

Wed 8/5

9:00 am-2:05 pm

2 stops6h 05m

$342

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 7/15

2:00 pm-7:30 pm

1 stop4h 30m

Orlando

Mon 7/20

8:50 am-4:20 pm

2 stops8h 30m

$342

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 8/3

11:55 am-6:20 pm

1 stop5h 25m

Orlando

Tue 8/4

11:20 am-6:25 pm

2 stops8h 05m

$342

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 8/12

7:00 am-4:35 pm

2 stops8h 35m

Orlando

Sun 8/16

2:35 pm-8:15 pm

2 stops6h 40m

$347

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 7/29

7:50 am-2:25 pm

2 stops5h 35m

Orlando

Sat 8/1

2:10 pm-7:10 pm

2 stops6h 00m

$347

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 7/17

6:20 pm-11:35 pm

1 stop4h 15m

Orlando

Mon 7/20

8:50 am-4:20 pm

2 stops8h 30m

$352

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 7/24

11:55 am-8:10 pm

1 stop7h 15m

Orlando

Mon 7/27

8:40 am-4:20 pm

2 stops8h 40m

$352

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 8/7

2:40 pm-9:55 pm

1 stop6h 15m

Orlando

Sat 8/8

7:25 am-4:15 pm

2 stops9h 50m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/2

Showing 1-10 of 23 resultsSorted by cheapest first
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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

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 June 6, 2026.

When flying from Pensacola to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 17% versus a flight in the evening.

How much does it cost to fly round-trip from Pensacola to Kissimmee?

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 May 30, 2026.

Travelers seeking maximum savings on their Pensacola to Kissimmee flight should consider departing on Sunday at noon when fares are most often at their lowest. Wednesday 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 June 6, 2026.
See what other customers who have flown with Breeze Airways,Delta, andAmerican 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.

Boarding

8.3

Overall

8.2

Entertainment

6.7

Crew

8.7

Food

6.7

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Boarding

8.3

Overall

8.2

Entertainment

6.7

Crew

8.7

Food

6.7

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Boarding

8.3

Overall

8.2

Entertainment

6.7

Crew

8.7

Food

6.7

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Boarding

8.3

Overall

8.2

Entertainment

6.7

Crew

8.7

Food

6.7

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Boarding

8.3

Overall

8.2

Entertainment

6.7

Crew

8.7

Food

6.7

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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. 5 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 $98, Breeze Airways can have you in Kissimmee from Pensacola in 1h 33m. Pensacola and Kissimmee are separated by a distance of 380 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Pensacola to Kissimmee one-way?

    One-way options have recently been found by users for as low as $29 on Frontier. Other airlines that offer cheap prices include Breeze Airways from $30 and American Airlines from $98 one-way.

  • What are the most reliable airlines from Pensacola to Kissimmee?

    Consider Volaris (90%), Breeze Airways (79%) or Frontier (79%) when booking your flight. These represent the most reliable airlines when flying from Pensacola to Kissimmee.

  • What are the cheapest flights from Pensacola to Kissimmee?

    While on average a flight from Pensacola to Kissimmee is generally $172, our data shows the cheapest flight currently is $49. When looking at the most popular route, (Pensacola - Orlando), you can expect to pay $95 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.

See more FAQs

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Alternative routes for Pensacola to Kissimmee

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

Top 5 airlines flying from Pensacola to Kissimmee

Discover the top 5 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 June 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$56Average$90FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$60Average$164FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$80Average$161FlexibilityNo cancel feeOn-time69%
DeltaCheapest$109Average$359FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$293FlexibilityNo cancel feeOn-time71%

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