$48+ Cheap flights from Pensacola (PNS) to Kissimmee, FL
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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MCO
Oct 9 — Oct 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pensacola to Kissimmee 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 Pensacola to Kissimmee are usually found in February or April, booked 57 days in advance, depart on a Tuesday or Saturday and return on a Tuesday
Cheap flight deals from Pensacola to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Pensacola to KissimmeeExplore 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 9, 2026.
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 9, 2026.
This Frontier deal was found by Cheapflights users on 9/8. 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.
Mon 10/198:15 pm -
Nonstop1h 37m
Mon 10/265:55 am -
1 stop9h 36m
Deal found 9/8![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:48 am -
Nonstop1h 30m
Tue 9/2912:03 pm -
Nonstop1h 37m
Deal found 9/6![Breeze Airways logo]()
$107
This Super.com deal was found by Cheapflights users on 9/7. 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.
Tue 9/298:48 am -
Nonstop1h 30m
Wed 9/3012:08 pm -
Nonstop1h 37m
Deal found 9/7![Breeze Airways logo]()
$108
This Frontier deal was found by Cheapflights users on 9/9. 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.
Mon 10/52:11 pm -
Nonstop1h 38m
Fri 10/96:35 pm -
Nonstop1h 45m
Deal found 9/9![Frontier logo]()
$110
This Priceline deal was found by Cheapflights users on 9/9. 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.
Tue 10/68:48 am -
Nonstop1h 30m
Thu 10/86:35 pm -
Nonstop1h 45m
Deal found 9/9![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:58 am -
Nonstop1h 30m
Tue 9/2212:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:58 am -
Nonstop1h 30m
Tue 9/2912:03 pm -
Nonstop1h 37m
Deal found 9/6![Breeze Airways logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:48 am -
Nonstop1h 30m
Tue 12/1512:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$118
This Super.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/98:15 pm -
Nonstop1h 37m
Fri 10/166:35 pm -
Nonstop1h 45m
Deal found 9/9![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 9/8. 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 11/205:35 pm -
Nonstop1h 37m
Fri 11/274:00 pm -
Nonstop1h 36m
Deal found 9/8![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 9/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:26 pm -
1 stop8h 17m
Mon 10/196:35 pm -
Nonstop1h 45m
Deal found 9/5![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:58 am -
Nonstop1h 30m
Tue 9/2212:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$122
Best flights from Pensacola to KissimmeeDiscover carefully curated flight deals from Pensacola to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
Discover carefully curated flight deals from Pensacola to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/8. 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.
Sat 1/911:48 am -
Nonstop1h 30m
Fri 1/152:03 pm -
Nonstop1h 37m
Deal found 9/8![Breeze Airways logo]()
$128
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 11/65:55 pm -
1 stop5h 50m
Sat 11/76:50 am -
2 stops7h 00m
Deal found 9/8![Southwest logo]()
$204
This CheapOair deal was found by Cheapflights users on 9/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:15 pm -
Nonstop1h 37m
Sun 10/111:34 pm -
1 stop25h 57m
Deal found 9/4![Frontier logo]()
$257
This Breeze Airways deal was found by Cheapflights users on 9/7. 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 9/298:48 am -
Nonstop1h 30m
Sat 10/312:08 pm -
Nonstop1h 37m
Deal found 9/7![Breeze Airways logo]()
$153
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/53:20 pm -
Nonstop1h 30m
Sun 2/712:17 pm -
Nonstop1h 37m
Deal found 9/4![Breeze Airways logo]()
$198
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 10/3010:30 am -
2 stops8h 00m
Sun 11/16:10 am -
1 stop4h 40m
Deal found 9/8![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 9/7. 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 10/156:05 pm -
1 stop4h 50m
Mon 10/198:25 am -
2 stops9h 10m
Deal found 9/7![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:05 pm -
1 stop4h 50m
Sun 10/256:30 am -
1 stop6h 15m
Deal found 9/5![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:15 pm -
1 stop7h 40m
Sun 10/258:05 am -
2 stops8h 20m
Deal found 9/6![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 9/9. 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 10/110:30 am -
2 stops6h 25m
Sun 10/46:30 am -
1 stop6h 15m
Deal found 9/9![Southwest logo]()
$278
Last-minute flights from Pensacola to KissimmeeDiscover last-minute flight deals from Pensacola to Kissimmee. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Kissimmee. Data last updated September 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:58 am -
Nonstop1h 30m
Tue 9/2212:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$122
This Super.com deal was found by Cheapflights users on 9/5. 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.
Tue 9/158:48 am -
Nonstop1h 30m
Tue 9/2212:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:58 am -
Nonstop1h 30m
Tue 9/2212:03 pm -
Nonstop1h 37m
Deal found 9/5![Breeze Airways logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:48 am -
Nonstop1h 30m
Wed 9/3012:08 pm -
Nonstop1h 37m
Deal found 9/6![Breeze Airways logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:58 am -
Nonstop1h 30m
Tue 9/2912:03 pm -
Nonstop1h 37m
Deal found 9/6![Breeze Airways logo]()
$117
This Super.com deal was found by Cheapflights users on 9/7. 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.
Tue 9/298:48 am -
Nonstop1h 30m
Wed 9/3012:08 pm -
Nonstop1h 37m
Deal found 9/7![Breeze Airways logo]()
$108
This Frontier deal was found by Cheapflights users on 9/8. 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 10/12:11 pm -
Nonstop1h 38m
Sat 10/35:55 am -
1 stop9h 36m
Deal found 9/8![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 9/9. 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.
Mon 10/52:11 pm -
Nonstop1h 38m
Fri 10/96:35 pm -
Nonstop1h 45m
Deal found 9/9![Frontier logo]()
$110
This Priceline deal was found by Cheapflights users on 9/9. 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.
Tue 10/68:48 am -
Nonstop1h 30m
Thu 10/86:35 pm -
Nonstop1h 45m
Deal found 9/9![Multiple Airlines logo]()
$111
This Super.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/98:15 pm -
Nonstop1h 37m
Fri 10/166:35 pm -
Nonstop1h 45m
Deal found 9/9![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 9/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:26 pm -
1 stop8h 17m
Mon 10/196:35 pm -
Nonstop1h 45m
Deal found 9/5![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 9/8. 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.
Mon 10/198:15 pm -
Nonstop1h 37m
Mon 10/265:55 am -
1 stop9h 36m
Deal found 9/8![Frontier logo]()
$104
One-way flights from Pensacola to KissimmeeSearch for one-way flight options from Pensacola to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
Search for one-way flight options from Pensacola to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:48 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$48
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:48 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$49
This Frontier deal was found by Cheapflights users on 9/8. 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 10/12:11 pm -
Nonstop1h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$50
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 9/228:48 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$51
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:58 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:18 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Breeze Airways logo]()
$58
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/298:48 am -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Breeze Airways logo]()
$60
This Super.com deal was found by Cheapflights users on 9/5. 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 10/128:15 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$66
This Frontier deal was found by Cheapflights users on 9/4. 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 11/58:06 pm -
Nonstop1h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$67
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 September 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $104 (Frontier) |
One-way from | $48 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $150 |
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 7,457,451 searches. Data last updated September 9, 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
Cheapest round-trip
Quickest round-trip
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Fri 10/9
8:15 pm-10:52 pm
Nonstop1h 37m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$67
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Tue 12/8
4:10 pm-9:25 pm
1 stop4h 15m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$95
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Mon 10/19
6:05 pm-11:55 pm
1 stop4h 50m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Tue 10/27
6:20 am-5:10 pm
2 stops9h 50m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$117
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Wed 9/30
7:55 am-3:00 pm
2 stops6h 05m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$117
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Sat 11/7
7:40 am-5:35 pm
2 stops8h 55m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$117
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Sat 12/5
5:50 pm-12:40 am
1 stop5h 50m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$121
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Mon 3/8
9:50 am-7:30 pm
2 stops8h 40m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Fri 11/20
5:55 pm-12:45 am
1 stop5h 50m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
PensacolaOrlando
PNS Pensacola - MCO Orlando
PNSMCO
Pensacola
Sat 1/9
11:48 am-2:18 pm
Nonstop1h 30m
Orlando
Fri 1/15
2:03 pm-2:40 pm
Nonstop1h 37m
$128
Showing 1-10 of 20 resultsSorted by cheapest first
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.
PNS-MCO
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
PNS-K1S
PNS-MCO
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 9, 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 15% versus a flight in the evening.
How much does it cost to fly round-trip from Pensacola to Kissimmee?
Airfare is below average for this route at the moment.
Pensacola to Kissimmee flights typically cost between $118 and $258 in October.The cheapest round-trip price found within the last 5 days was $104 on Frontier (Oct 19-Oct 26).
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 5, 2026.
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. Monday afternoons 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 9, 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.
Crew
8.8
Food
6.8
Boarding
8.4
Comfort
8.2
Entertainment
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Food
6.8
Boarding
8.4
Comfort
8.2
Entertainment
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Food
6.8
Boarding
8.4
Comfort
8.2
Entertainment
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Food
6.8
Boarding
8.4
Comfort
8.2
Entertainment
6.8
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Food
6.8
Boarding
8.4
Comfort
8.2
Entertainment
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 Pensacola to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Pensacola
Popular flights
Top destinations
Alternative routes for Pensacola to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pensacola to Kissimmee by cabin class
Find flights from Pensacola to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pensacola and Kissimmee flights
Browse other Pensacola and Kissimmee flight options. Last updated on September 9, 2026.
Other flights from Pensacola
Browse through other flights departing from Pensacola. Flights are based on user searches made on Cheapflights and were last updated on September 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pensacola to Kissimmee flights
Consider these flights traveling from Pensacola to Kissimmee.
Top 4 airlines flying from Pensacola to Kissimmee
Discover the top 4 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 7,457,451 searches. Data last updated September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$148 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$171 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$397 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$339 | FlexibilityNo cancel fee | On-time71% |