$58+ Cheap flights from Kissimmee, FL to Pensacola (PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — PNS
Oct 20 — Oct 271
Round-trip
1 adult, Economy
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Find cheap flights from Kissimmee to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Kissimmee to Pensacola are usually found in May or August, booked 77 days in advance, depart on a Tuesday or Sunday and return on a Tuesday
Cheap flight deals from Kissimmee to Pensacola
Cheapest
Best
Last-minute
One-way
Cheapest flights from Kissimmee to PensacolaExplore the most affordable flight options available from Kissimmee to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
Explore the most affordable flight options available from Kissimmee to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
This Super.com deal was found by Cheapflights users on 9/18. 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 10/156:35 pm -
Nonstop1h 45m
Mon 10/198:15 pm -
Nonstop1h 37m
Deal found 9/18![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:08 pm -
Nonstop1h 37m
Mon 11/168:58 am -
Nonstop1h 30m
Deal found 9/17![Breeze Airways logo]()
$117
This Priceline deal was found by Cheapflights users on 9/18. 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 10/2812:08 pm -
Nonstop1h 37m
Thu 10/298:06 pm -
Nonstop1h 37m
Deal found 9/18![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:08 pm -
Nonstop1h 37m
Tue 11/38:48 am -
Nonstop1h 30m
Deal found 9/15![Breeze Airways logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:28 am -
Nonstop1h 37m
Mon 11/28:58 am -
Nonstop1h 30m
Deal found 9/15![Breeze Airways logo]()
$123
This Priceline deal was found by Cheapflights users on 9/19. 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 10/196:35 pm -
Nonstop1h 45m
Sat 10/318:58 am -
Nonstop1h 30m
Deal found 9/19![Multiple Airlines logo]()
$124
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/296:35 pm -
Nonstop1h 36m
Mon 11/28:06 pm -
Nonstop1h 37m
Deal found 9/15![Frontier logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 10/166:35 pm -
Nonstop1h 45m
Sun 10/188:15 pm -
Nonstop1h 37m
Deal found 9/19![Frontier logo]()
$130
This Kissandfly.com deal was found by Cheapflights users on 9/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:35 pm -
Nonstop1h 45m
Mon 10/198:58 am -
Nonstop1h 30m
Deal found 9/19![Multiple Airlines logo]()
$137
This Priceline deal was found by Cheapflights users on 9/17. 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 10/112:40 pm -
Nonstop1h 34m
Mon 10/58:58 am -
Nonstop1h 30m
Deal found 9/17![Multiple Airlines logo]()
$140
Best flights from Kissimmee to PensacolaDiscover carefully curated flight deals from Kissimmee to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
Discover carefully curated flight deals from Kissimmee to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 10/206:10 am -
1 stop4h 30m
Tue 10/2012:35 pm -
2 stops8h 35m
Deal found 9/17![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 9/15. 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 11/109:25 am -
2 stops9h 45m
Thu 11/125:55 pm -
1 stop5h 55m
Deal found 9/15![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 9/18. 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.
Sat 10/248:50 am -
2 stops5h 45m
Mon 10/266:05 pm -
1 stop4h 50m
Deal found 9/18![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 9/15. 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 10/139:00 am -
2 stops7h 25m
Tue 10/204:10 pm -
1 stop5h 00m
Deal found 9/15![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/78:05 am -
1 stop4h 55m
Tue 10/2012:35 pm -
2 stops8h 35m
Deal found 9/15![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/18. 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 10/126:10 am -
1 stop4h 40m
Wed 10/1412:35 pm -
2 stops8h 35m
Deal found 9/18![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/17. 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 10/198:25 am -
2 stops9h 10m
Wed 10/216:20 am -
2 stops9h 15m
Deal found 9/17![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/19. 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 10/137:10 am -
2 stops6h 50m
Thu 10/1510:30 am -
2 stops8h 00m
Deal found 9/19![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/16. 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.
Wed 10/146:10 am -
2 stops7h 50m
Wed 10/2112:35 pm -
2 stops8h 35m
Deal found 9/16![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 9/16. 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 10/67:10 am -
2 stops6h 50m
Thu 10/810:30 am -
2 stops6h 25m
Deal found 9/16![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 9/15. 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 10/152:50 pm -
2 stops9h 05m
Sun 10/187:45 am -
2 stops5h 50m
Deal found 9/15![Southwest logo]()
$317
Last-minute flights from Kissimmee to PensacolaDiscover last-minute flight deals from Kissimmee to Pensacola. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Pensacola. Data last updated September 20, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:08 pm -
Nonstop1h 37m
Wed 9/308:58 am -
Nonstop1h 30m
Deal found 9/15![Breeze Airways logo]()
$142
This Priceline deal was found by Cheapflights users on 9/17. 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 10/112:40 pm -
Nonstop1h 34m
Mon 10/58:58 am -
Nonstop1h 30m
Deal found 9/17![Multiple Airlines logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 10/112:40 pm -
Nonstop1h 34m
Mon 10/52:11 pm -
Nonstop1h 38m
Deal found 9/17![Frontier logo]()
$146
This Super.com deal was found by Cheapflights users on 9/18. 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 10/156:35 pm -
Nonstop1h 45m
Mon 10/198:15 pm -
Nonstop1h 37m
Deal found 9/18![Frontier logo]()
$116
This Kissandfly.com deal was found by Cheapflights users on 9/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:35 pm -
Nonstop1h 45m
Mon 10/198:58 am -
Nonstop1h 30m
Deal found 9/19![Multiple Airlines logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 10/166:35 pm -
Nonstop1h 45m
Sun 10/188:15 pm -
Nonstop1h 37m
Deal found 9/19![Frontier logo]()
$130
This Priceline deal was found by Cheapflights users on 9/19. 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 10/196:35 pm -
Nonstop1h 45m
Sat 10/318:58 am -
Nonstop1h 30m
Deal found 9/19![Multiple Airlines logo]()
$124
This Priceline deal was found by Cheapflights users on 9/18. 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 10/2812:08 pm -
Nonstop1h 37m
Thu 10/298:06 pm -
Nonstop1h 37m
Deal found 9/18![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:28 am -
Nonstop1h 37m
Mon 11/28:58 am -
Nonstop1h 30m
Deal found 9/15![Breeze Airways logo]()
$123
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/296:35 pm -
Nonstop1h 36m
Mon 11/28:06 pm -
Nonstop1h 37m
Deal found 9/15![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:08 pm -
Nonstop1h 37m
Tue 11/38:48 am -
Nonstop1h 30m
Deal found 9/15![Breeze Airways logo]()
$122
One-way flights from Kissimmee to PensacolaSearch for one-way flight options from Kissimmee to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
Search for one-way flight options from Kissimmee to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:08 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$58
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:08 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:08 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$63
This FlightHub deal was found by Cheapflights users on 9/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:23 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Breeze Airways logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1711:28 am -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:03 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:08 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Breeze Airways logo]()
$73
This Super.com deal was found by Cheapflights users on 9/16. 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 10/112:40 pm -
Nonstop1h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:03 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$78
Find flight deals from Kissimmee to Pensacola
Keep the following information in mind while searching for Kissimmee to Pensacola flight deals. Data was last updated September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $116 (Super.com) |
One-way from | $58 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $178 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kissimmee to Pensacola 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 7,457,451 searches. Data last updated September 20, 2026.
Use the filters below to find and compare flights from Kissimmee to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Thu 11/12
5:30 am-8:22 am
1 stop3h 52m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$103
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Wed 12/16
2:45 pm-8:28 pm
1 stop6h 43m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$114
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Mon 10/19
3:40 pm-8:35 pm
1 stop5h 55m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$121
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Fri 10/23
9:00 am-4:35 pm
2 stops8h 35m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$126
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Sun 10/25
6:30 am-11:45 am
1 stop6h 15m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Wed 3/17
9:40 am-4:00 pm
1 stop7h 20m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Fri 10/16
8:25 am-4:35 pm
2 stops9h 10m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$134
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Tue 3/16
3:45 pm-7:42 pm
1 stop4h 57m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$137
Quickest round-trip
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Fri 3/12
8:45 pm-11:27 pm
1 stop3h 42m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$137
OrlandoPensacola
MCO Orlando - PNS Pensacola
MCOPNS
Orlando
Sat 11/14
8:45 am-12:40 pm
1 stop4h 55m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Kissimmee to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Kissimmee with our price prediction graph.
MCO-PNS
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 Kissimmee to Pensacola
K1S-PNS
MCO-PNS
What is the cheapest time of day to fly from K1S to PNS?
Find hourly flight availability from Kissimmee to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 20, 2026.
A simple way to save on the total cost of your ticket is to fly from Kissimmee to Pensacola in the afternoon. If you’re flexible enough to do this you can expect to save up to 58% on your trip compared to booking a flight in the evening.
How much does it cost to fly round-trip from Kissimmee to Pensacola?
Airfare is below average for this route at the moment.
Kissimmee to Pensacola flights typically cost between $142 and $234 in October.The cheapest round-trip price found within the last 5 days was $116 on Frontier (Oct 15-Oct 19).
What is the cheapest day to fly from Kissimmee to Pensacola?
Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Pensacola. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Kissimmee to Pensacola flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated September 20, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andAmerican Airlines from Kissimmee to Pensacola. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.2
Crew
8.8
Entertainment
6.8
Boarding
8.4
Food
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.8
Entertainment
6.8
Boarding
8.4
Food
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.8
Entertainment
6.8
Boarding
8.4
Food
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.8
Entertainment
6.8
Boarding
8.4
Food
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.8
Entertainment
6.8
Boarding
8.4
Food
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Kissimmee to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Book flights to Pensacola if you plan to visit one of these locationsNavarre
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Top 4 airlines flying from Kissimmee to Pensacola
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$138 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$59 | Average$186 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$348 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$214 | Average$363 | FlexibilityNo cancel fee | On-time71% |