$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
Round-trip
1 adult, Economy
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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 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
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Best
Last-minute
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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 June 6, 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 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![Multiple Airlines logo]()
$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![Frontier logo]()
$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![Breeze Airways logo]()
$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![Multiple Airlines logo]()
$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![Frontier logo]()
$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![Frontier logo]()
$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![Frontier logo]()
$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![Frontier logo]()
$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![Multiple Airlines logo]()
$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![Frontier logo]()
$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![Frontier logo]()
$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![Multiple Airlines logo]()
$115
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 June 6, 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 June 6, 2026.
This Breeze Airways 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 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 6/3![Breeze Airways logo]()
$98
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.
Wed 7/228:26 am
PNS
- MCO
Nonstop1h 33m
Breeze Airways
Sat 7/2511:39 am
MCO
- PNS
Nonstop1h 30m
Breeze Airways
Deal found 6/1![Breeze Airways logo]()
$168
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:50 am
PNS
- MCO
1 stop4h 20m
Southwest
Wed 8/59:00 am
MCO
- PNS
2 stops6h 05m
Southwest
Deal found 6/2![Southwest logo]()
$342
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:00 pm
PNS
- MCO
1 stop4h 30m
Southwest
Mon 7/208:50 am
MCO
- PNS
2 stops8h 30m
Southwest
Deal found 6/1![Southwest logo]()
$342
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:55 am
PNS
- MCO
1 stop5h 25m
Southwest
Tue 8/411:20 am
MCO
- PNS
2 stops8h 05m
Southwest
Deal found 6/5![Southwest logo]()
$342
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:00 am
PNS
- MCO
2 stops8h 35m
Southwest
Sun 8/162:35 pm
MCO
- PNS
2 stops6h 40m
Southwest
Deal found 6/2![Southwest logo]()
$347
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:50 am
PNS
- MCO
2 stops5h 35m
Southwest
Sat 8/12:10 pm
MCO
- PNS
2 stops6h 00m
Southwest
Deal found 6/5![Southwest logo]()
$347
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:20 pm
PNS
- MCO
1 stop4h 15m
Southwest
Mon 7/208:50 am
MCO
- PNS
2 stops8h 30m
Southwest
Deal found 6/3![Southwest logo]()
$352
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2411:55 am
PNS
- MCO
1 stop7h 15m
Southwest
Mon 7/278:40 am
MCO
- PNS
2 stops8h 40m
Southwest
Deal found 6/5![Southwest logo]()
$352
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:40 pm
PNS
- MCO
1 stop6h 15m
Southwest
Sat 8/87:25 am
MCO
- PNS
2 stops9h 50m
Southwest
Deal found 6/4![Southwest logo]()
$352
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:25 am
PNS
- MCO
2 stops8h 35m
Southwest
Sun 11/16:10 am
MCO
- PNS
1 stop4h 40m
Southwest
Deal found 6/5![Southwest logo]()
$362
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:10 am
PNS
- MCO
2 stops9h 00m
Southwest
Thu 10/229:20 am
MCO
- PNS
1 stop5h 30m
Southwest
Deal found 6/5![Southwest logo]()
$362
Last-minute flights from Pensacola to KissimmeeDiscover last-minute flight deals from Pensacola to Kissimmee. Data last updated June 6, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Kissimmee. Data last updated June 6, 2026 and is based on user searches.
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![Multiple Airlines logo]()
$110
This Kiwi.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 Kiwi.com 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
Breeze Airways
Thu 7/162:24 pm
MCO
- PNS
Nonstop1h 30m
Breeze Airways
Deal found 6/5![Breeze Airways logo]()
$118
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 7/94:11 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Thu 7/302:41 pm
MCO
- PNS
Nonstop1h 33m
Frontier
Deal found 6/5![Frontier logo]()
$102
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![Frontier logo]()
$112
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![Frontier logo]()
$107
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![Multiple Airlines logo]()
$115
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![Frontier logo]()
$108
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![Frontier logo]()
$97
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:11 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Tue 7/283:13 pm
MCO
- PNS
Nonstop1h 33m
Frontier
Deal found 6/3![Frontier logo]()
$123
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.
Sat 7/257:26 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Fri 7/312:41 pm
MCO
- PNS
Nonstop1h 33m
Frontier
Deal found 6/5![Frontier logo]()
$98
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![Frontier logo]()
$103
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 June 6, 2026.
Search for one-way flight options from Pensacola to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 6, 2026.
This Kiwi.com 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 Kiwi.com 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
Breeze Airways
Deal found 6/2![Breeze Airways logo]()
$53
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/28:26 pm
PNS
- MCO
Nonstop1h 33m
Breeze Airways
Deal found 6/4![Breeze Airways logo]()
$58
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/124:11 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Deal found 6/2![Frontier logo]()
$59
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/198:26 pm
PNS
- MCO
Nonstop1h 33m
Breeze Airways
Deal found 6/1![Breeze Airways logo]()
$61
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:10 pm
PNS
- MCO
Nonstop1h 33m
Breeze Airways
Deal found 6/2![Breeze Airways logo]()
$63
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:15 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Deal found 6/3![Frontier logo]()
$64
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 7/234:11 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Deal found 6/4![Frontier logo]()
$67
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/314:10 pm
PNS
- MCO
Nonstop1h 33m
Breeze Airways
Deal found 6/3![Breeze Airways logo]()
$68
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.
Mon 8/315:30 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Deal found 6/4![Frontier logo]()
$69
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:58 am
PNS
- MCO
Nonstop1h 30m
Breeze Airways
Deal found 6/1![Breeze Airways logo]()
$71
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/194:11 pm
PNS
- MCO
Nonstop1h 39m
Frontier
Deal found 6/5![Frontier logo]()
$72
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 |
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
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
Showing 1-10 of 23 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 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
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Entertainment
6.7
Crew
8.7
Food
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Entertainment
6.7
Crew
8.7
Food
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Entertainment
6.7
Crew
8.7
Food
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Overall
8.2
Entertainment
6.7
Crew
8.7
Food
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Complete your trip
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Search flights from Pensacola to Kissimmee by cabin class
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Pensacola and Kissimmee flights
Browse other Pensacola and Kissimmee flight options. Last updated on June 6, 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 June 6, 2026.
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Pensacola to Kissimmee flights
Consider these flights traveling from Pensacola to Kissimmee.
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$56 | Average$90 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$60 | Average$164 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$80 | Average$161 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$109 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$293 | FlexibilityNo cancel fee | On-time71% |