$29+ Cheap flights from Kissimmee, FL to Pensacola (PNS)
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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — PNS
May 11 — May 181
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 February or May, booked 77 days in advance, depart on a Saturday or Thursday and return on a Tuesday
Cheap flight deals from Kissimmee to Pensacola
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Best
Last-minute
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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 April 11, 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 April 11, 2026.
This Super.com deal was found by Cheapflights users on 4/6. 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.
Thu 5/712:23 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Sun 5/101:42 pm
PNS
- MCO
Nonstop1h 35m
Frontier
Deal found 4/6![Frontier logo]()
$58
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/193:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Thu 4/236:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$60
This Trip.com deal was found by Cheapflights users on 4/10. 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 5/1412:07 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Sun 5/171:42 pm
PNS
- MCO
Nonstop1h 35m
Frontier
Deal found 4/10![Frontier logo]()
$61
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/203:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Thu 4/234:31 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$63
This Cheapflightsfares deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Sun 5/104:48 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$64
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:40 am
MCO
- PNS
Nonstop1h 37m
Multiple Airlines
Thu 4/234:31 pm
PNS
- MCO
Nonstop1h 28m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$68
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Wed 4/296:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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.
Mon 5/43:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Tue 5/54:48 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$71
This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:20 am
MCO
- PNS
Nonstop1h 35m
Breeze Airways
Sun 4/269:40 am
PNS
- MCO
Nonstop1h 30m
Breeze Airways
Deal found 4/10![Breeze Airways logo]()
$72
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Tue 4/286:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$73
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 April 11, 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 April 11, 2026.
This Breeze Airways deal was found by Cheapflights users on 4/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:20 am
MCO
- PNS
Nonstop1h 35m
Breeze Airways
Sun 4/199:40 am
PNS
- MCO
Nonstop1h 30m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$98
This Southwest deal was found by Cheapflights users on 4/6. 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.
Wed 5/62:30 pm
MCO
- PNS
2 stops5h 30m
Southwest
Wed 5/137:40 am
PNS
- MCO
2 stops9h 15m
Southwest
Deal found 4/6![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 4/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:05 pm
MCO
- PNS
1 stop5h 54m
United Airlines
Wed 5/139:00 am
PNS
- MCO
1 stop7h 48m
United Airlines
Deal found 4/7![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:45 pm
MCO
- PNS
1 stop5h 47m
Delta
Sat 6/206:25 pm
PNS
- MCO
1 stop4h 49m
Delta
Deal found 4/8![Delta logo]()
$415
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sun 5/176:25 am
MCO
- PNS
2 stops9h 05m
Southwest
Wed 5/2010:10 am
PNS
- MCO
2 stops8h 30m
Southwest
Deal found 4/6![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 4/10. 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 5/258:25 am
MCO
- PNS
2 stops8h 15m
Southwest
Mon 6/12:05 pm
PNS
- MCO
1 stop9h 50m
Southwest
Deal found 4/10![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/145:30 am
MCO
- PNS
1 stop3h 48m
Delta
Thu 6/187:34 pm
PNS
- MCO
1 stop4h 25m
Delta
Deal found 4/8![Delta logo]()
$415
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 6/26:30 am
MCO
- PNS
2 stops8h 35m
Southwest
Fri 6/511:00 am
PNS
- MCO
2 stops8h 15m
Southwest
Deal found 4/6![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/135:30 am
MCO
- PNS
1 stop3h 48m
Delta
Sat 6/206:25 pm
PNS
- MCO
1 stop4h 49m
Delta
Deal found 4/8![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 4/10. 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 6/1811:10 am
MCO
- PNS
1 stop6h 30m
Southwest
Sun 6/216:05 am
PNS
- MCO
2 stops7h 00m
Southwest
Deal found 4/10![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 4/7. 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.
Fri 5/298:25 am
MCO
- PNS
2 stops8h 15m
Southwest
Sun 5/311:35 pm
PNS
- MCO
1 stop6h 00m
Southwest
Deal found 4/7![Southwest logo]()
$397
Last-minute flights from Kissimmee to PensacolaDiscover last-minute flight deals from Kissimmee to Pensacola. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Pensacola. Data last updated April 11, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/193:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Thu 4/236:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$60
This Mytrip deal was found by Cheapflights users on 4/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:20 am
MCO
- PNS
Nonstop1h 35m
Breeze Airways
Sun 4/269:40 am
PNS
- MCO
Nonstop1h 30m
Breeze Airways
Deal found 4/10![Breeze Airways logo]()
$72
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/203:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Thu 4/234:31 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$63
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:40 am
MCO
- PNS
Nonstop1h 37m
Multiple Airlines
Thu 4/234:31 pm
PNS
- MCO
Nonstop1h 28m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$68
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Wed 4/296:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Tue 4/286:36 am
PNS
- MCO
Nonstop1h 31m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$73
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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.
Mon 5/43:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Tue 5/54:48 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$71
This Cheapflightsfares deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Sun 5/104:48 pm
PNS
- MCO
Nonstop1h 28m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$64
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:23 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Thu 5/141:26 pm
PNS
- MCO
Nonstop1h 35m
Frontier
Deal found 4/6![Frontier logo]()
$58
This Trip.com deal was found by Cheapflights users on 4/10. 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 5/1412:07 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Sun 5/171:42 pm
PNS
- MCO
Nonstop1h 35m
Frontier
Deal found 4/10![Frontier logo]()
$61
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 April 11, 2026.
Search for one-way flight options from Kissimmee to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This Priceline deal was found by Cheapflights users on 4/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:23 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Deal found 4/7![Frontier logo]()
$29
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Thu 6/41:29 pm
MCO
- PNS
Nonstop1h 30m
Breeze Airways
Deal found 4/6![Breeze Airways logo]()
$30
This Kiwi.com deal was found by Cheapflights users on 4/10. 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 5/29:07 pm
MCO
- PNS
Nonstop1h 31m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$31
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:40 am
MCO
- PNS
Nonstop1h 37m
Frontier
Deal found 4/8![Frontier logo]()
$33
This Frontier deal was found by Cheapflights users on 4/9. 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.
Sun 5/1012:23 pm
MCO
- PNS
Nonstop1h 34m
Frontier
Deal found 4/9![Frontier logo]()
$34
This Trip.com deal was found by Cheapflights users on 4/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:07 pm
MCO
- PNS
Nonstop1h 31m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$36
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Deal found 4/9![Spirit Airlines logo]()
$37
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Fri 5/13:07 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$38
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$39
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:07 pm
MCO
- PNS
Nonstop1h 31m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$40
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Fri 5/83:24 pm
MCO
- PNS
Nonstop1h 29m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$44
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 April 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $58 (Super.com) |
One-way from | $29 (Priceline) |
Popular in | December |
Cheapest in | February |
Average price | $131 |
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 2,558,603 searches. Data last updated April 11, 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
Quickest round-trip
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Thu 4/16
8:20 am-8:55 am
Nonstop1h 35m
Pensacola
Sun 4/19
9:40 am-12:10 pm
Nonstop1h 30m
$98
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Wed 5/6
2:30 pm-7:00 pm
2 stops5h 30m
Pensacola
Wed 5/13
7:40 am-5:55 pm
2 stops9h 15m
$297
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Sun 5/17
6:25 am-2:30 pm
2 stops9h 05m
Pensacola
Wed 5/20
10:10 am-7:40 pm
2 stops8h 30m
$337
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Mon 5/25
8:25 am-3:40 pm
2 stops8h 15m
Pensacola
Mon 6/1
2:05 pm-12:55 am
1 stop9h 50m
$338
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Tue 5/12
5:05 pm-9:59 pm
1 stop5h 54m
Pensacola
Wed 5/13
9:00 am-5:48 pm
1 stop7h 48m
$357
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Tue 6/2
6:30 am-2:05 pm
2 stops8h 35m
Pensacola
Fri 6/5
11:00 am-8:15 pm
2 stops8h 15m
$357
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Thu 6/18
11:10 am-4:40 pm
1 stop6h 30m
Pensacola
Sun 6/21
6:05 am-2:05 pm
2 stops7h 00m
$372
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Fri 5/29
8:25 am-3:40 pm
2 stops8h 15m
Pensacola
Sun 5/31
1:35 pm-8:35 pm
1 stop6h 00m
$397
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Mon 6/15
6:45 pm-11:32 pm
1 stop5h 47m
Pensacola
Sat 6/20
6:25 pm-12:14 am
1 stop4h 49m
$415
OrlandoPensacola
MCO - PNS
MCOPNS
Orlando
Sun 6/14
5:30 am-8:18 am
1 stop3h 48m
Pensacola
Thu 6/18
7:34 pm-12:59 am
1 stop4h 25m
$415
Showing 1-10 of 18 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
How far ahead should I book a flight from Kissimmee to Pensacola?
Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Pensacola. Price data was last updated on April 10, 2026.
The price you pay for your flight from Kissimmee to Pensacola may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Kissimmee to Pensacola?
Currently, March is the cheapest month in which you can book a flight from Kissimmee to Pensacola (average of $52). Flying from Kissimmee to Pensacola in December is currently the most expensive (average of $159). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from 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 April 11, 2026.
A simple way to save on the total cost of your ticket is to fly from Kissimmee to Pensacola in the morning. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight in the evening.
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 April 4, 2026.
Travelers seeking maximum savings on their Kissimmee to Pensacola flight should consider departing on Saturday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from Kissimmee to Pensacola?
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 April 11, 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.
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Boarding
8.3
Overall
8.1
Comfort
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.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
Perdido Key
Warrington
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Kissimmee to Pensacola
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Complete your trip
Complete your trip to Pensacola by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kissimmee to Pensacola by cabin class
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Kissimmee and Pensacola flights
Browse other Kissimmee and Pensacola flight options. Last updated on April 11, 2026.
Other flights to Pensacola
Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 11, 2026.
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Kissimmee to Pensacola flights
Consider these flights traveling from Kissimmee to Pensacola.
Top 7 airlines flying from Kissimmee to Pensacola
Discover the top 7 airlines that operate flights from Kissimmee to Pensacola. 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$126 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$58 | Average$58 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$80 | Average$161 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$86 | Average$142 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$94 | Average$154 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$109 | Average$322 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$316 | FlexibilityNo cancel fee | On-time71% |