$134+ Cheap flights from Boston to Pensacola (BOS - PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Cheapest flights from Boston to PensacolaExplore the most affordable flight options available from Boston to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Boston to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:06 am -
1 stop6h 39m
Sat 11/216:35 pm -
1 stop14h 36m
Deal found 10/23![Frontier logo]()
$275
This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 11/198:00 am -
1 stop7h 55m
Thu 11/269:27 am -
1 stop4h 29m
Deal found 10/21![Delta logo]()
$293
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:20 am -
1 stop5h 30m
Tue 11/176:20 am -
2 stops9h 50m
Deal found 10/20![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 10/23. 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 12/185:15 am -
1 stop5h 50m
Wed 12/236:20 pm -
1 stop5h 20m
Deal found 10/23![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:10 am -
2 stops10h 00m
Fri 11/135:55 pm -
1 stop4h 50m
Deal found 10/23![Southwest logo]()
$312
This Trip.com deal was found by Cheapflights users on 10/21. 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.
Fri 12/1810:28 am -
1 stop7h 54m
Wed 12/306:17 pm -
1 stop14h 13m
Deal found 10/21![Frontier logo]()
$321
This Delta deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:00 pm -
1 stop5h 41m
Mon 11/1612:04 pm -
1 stop7h 21m
Deal found 10/21![Delta logo]()
$334
This Southwest deal was found by Cheapflights users on 10/22. 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 12/35:10 am -
2 stops11h 25m
Sun 12/65:55 pm -
1 stop4h 50m
Deal found 10/22![Southwest logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/268:36 am -
2 stops24h 42m
Wed 12/27:50 pm -
1 stop12h 49m
Deal found 10/22![Multiple Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 10/22. 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.
Fri 11/275:30 am -
1 stop8h 10m
Thu 12/37:00 am -
1 stop5h 44m
Deal found 10/22![Delta logo]()
$342
This United Airlines deal was found by Cheapflights users on 10/23. 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 11/101:29 pm -
2 stops9h 11m
Fri 11/132:22 pm -
2 stops8h 37m
Deal found 10/23![United Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/228:36 am -
2 stops24h 42m
Wed 12/27:50 pm -
1 stop12h 49m
Deal found 10/22![Multiple Airlines logo]()
$345
Best flights from Boston to PensacolaDiscover carefully curated flight deals from Boston to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Boston to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/245:15 am -
1 stop5h 40m
Wed 1/277:55 am -
1 stop5h 05m
Deal found 10/20![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:00 pm -
1 stop5h 41m
Mon 11/1612:04 pm -
1 stop7h 21m
Deal found 10/21![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/2412:26 pm -
2 stops10h 08m
Wed 1/279:00 am -
2 stops9h 50m
Deal found 10/20![United Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 10/23. 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 12/185:15 am -
1 stop5h 50m
Thu 12/2410:55 am -
2 stops10h 00m
Deal found 10/23![Southwest logo]()
$312
This United Airlines deal was found by Cheapflights users on 10/21. 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 12/89:30 am -
2 stops11h 33m
Tue 12/152:12 pm -
1 stop6h 41m
Deal found 10/21![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 10/21. 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 1/167:15 am -
2 stops10h 50m
Sat 1/301:00 pm -
2 stops8h 45m
Deal found 10/21![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 12/312:00 pm -
2 stops10h 59m
Sun 12/62:12 pm -
2 stops8h 47m
Deal found 10/22![United Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 10/23. 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.
Thu 11/261:45 pm -
1 stop5h 13m
Fri 11/276:00 am -
1 stop5h 32m
Deal found 10/23![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 10/22. 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 12/255:10 am -
1 stop6h 10m
Fri 12/254:10 pm -
1 stop5h 05m
Deal found 10/22![Southwest logo]()
$465
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/49:30 am -
2 stops13h 04m
Sun 2/76:46 am -
2 stops9h 41m
Deal found 10/20![United Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 3/110:25 am -
2 stops12h 15m
Sat 3/611:55 am -
2 stops9h 11m
Deal found 10/23![United Airlines logo]()
$525
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Thu 11/193:28 pm -
1 stop7h 12m
Thu 11/266:45 am -
3 stops32h 05m
Deal found 10/23![United Airlines logo]()
$528
Last-minute flights from Boston to PensacolaDiscover last-minute flight deals from Boston to Pensacola. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Pensacola. Data last updated October 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:10 am -
1 stop6h 10m
Fri 11/135:55 pm -
1 stop4h 50m
Deal found 10/23![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 10/23. 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 11/101:29 pm -
2 stops9h 11m
Fri 11/132:22 pm -
2 stops8h 37m
Deal found 10/23![United Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:20 am -
1 stop5h 30m
Tue 11/176:20 am -
2 stops9h 50m
Deal found 10/20![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:00 pm -
1 stop5h 41m
Mon 11/1612:04 pm -
1 stop7h 21m
Deal found 10/21![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 11/198:00 am -
1 stop7h 55m
Thu 11/269:27 am -
1 stop4h 29m
Deal found 10/21![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 10/23. 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.
Thu 11/197:00 am -
1 stop5h 24m
Sun 11/225:40 pm -
1 stop6h 28m
Deal found 10/23![Delta logo]()
$354
This Cheapflightsfares deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:06 am -
1 stop6h 39m
Sat 11/216:35 pm -
1 stop14h 36m
Deal found 10/23![Frontier logo]()
$275
This Delta deal was found by Cheapflights users on 10/25. 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 11/215:40 pm -
1 stop5h 33m
Mon 11/236:00 am -
1 stop5h 32m
Deal found 10/25![Delta logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/228:36 am -
2 stops24h 42m
Wed 12/27:50 pm -
1 stop12h 49m
Deal found 10/22![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/268:36 am -
2 stops24h 42m
Wed 12/27:50 pm -
1 stop12h 49m
Deal found 10/22![Multiple Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 10/22. 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.
Fri 11/275:30 am -
1 stop8h 10m
Wed 12/25:44 pm -
1 stop6h 31m
Deal found 10/22![Delta logo]()
$342
One-way flights from Boston to PensacolaSearch for one-way flight options from Boston to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Boston to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:06 am -
1 stop6h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$134
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:42 pm -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![American Airlines logo]()
$147
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Wed 1/610:35 am -
2 stops11h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$152
This Southwest deal was found by Cheapflights users on 10/23. 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 11/135:20 am -
1 stop5h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$161
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Thu 11/191:32 pm -
1 stop9h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![United Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 11/135:40 pm -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 10/21. 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.
Fri 11/205:30 am -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$196
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 2/203:20 pm -
1 stop7h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:25 am -
2 stops12h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:40 am -
1 stop6h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$208
Find flight deals from Boston to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (Cheapflightsfares) |
One-way from | $134 (Cheapflightsfares) |
Popular in | December |
Cheapest in | February |
Average price | $432 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Boston to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Thu 11/19
1:32 pm-9:40 pm
1 stop9h 08m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$178
Quickest round-trip
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Fri 11/13
5:40 pm-10:04 pm
1 stop5h 24m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$188
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Thu 11/12
9:00 am-9:40 pm
2 stops13h 40m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$207
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Fri 11/13
9:00 am-9:40 pm
2 stops13h 40m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$248
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Fri 4/16
4:20 pm-11:27 pm
1 stop8h 07m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$260
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Sat 2/20
10:30 am-9:33 pm
2 stops12h 03m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$277
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Thu 11/5
5:30 am-1:26 pm
2 stops8h 56m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Sat 2/13
4:20 pm-10:00 pm
1 stop6h 40m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$300
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Fri 11/6
9:05 am-3:08 pm
1 stop7h 03m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$300
BostonPensacola
BOS Boston Logan Intl - PNS Pensacola
BOSPNS
Boston Logan Intl
Sun 1/24
5:15 am-9:55 am
1 stop5h 40m
Pensacola
Wed 1/27
7:55 am-2:00 pm
1 stop5h 05m
$307
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Boston to Pensacola
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Pensacola in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Boston to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Boston with our price prediction graph.
BOS-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 Boston to Pensacola
How far ahead should I book a flight from Boston to Pensacola?
To ensure you get the cheapest price possible for a flight from Boston to Pensacola, you should look to book at least 62 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Boston to Pensacola?
Currently, February is the cheapest month in which you can book a flight from Boston to Pensacola (average of $387). Flying from Boston to Pensacola in December is currently the most expensive (average of $506). 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.
How much does it cost to fly round-trip from Boston to Pensacola?
Airfare is below average for this route at the moment.
Boston to Pensacola flights typically cost between $383 and $566 in November.The cheapest round-trip price found within the last 5 days was $275 on Frontier (Nov 20-Nov 21).
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 October 25, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andJetBlue from Boston to Pensacola by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Boston 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 locationsAtmore
Navarre
Gulf Breeze
Foley
Navarre Beach
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Boston and Pensacola flights
Browse other Boston and Pensacola flight options. Last updated on October 25, 2026.
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Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
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Top 4 airlines flying from Boston to Pensacola
Discover the top 4 airlines that operate flights from Boston 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$153 | Average$345 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$305 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$332 | Average$456 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$397 | Average$556 | FlexibilityNo cancel fee | On-time63% |