$154+ Cheap flights from Boston to Pensacola (BOS - 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PNS
Jul 7 — Jul 141
Round-trip
1 adult, Economy
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Find cheap flights from Boston 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
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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 June 7, 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 June 7, 2026.
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.
Sat 10/310:19 am
BOS
- PNS
1 stop9h 36m
Multiple Airlines
Sat 10/177:35 pm
PNS
- BOS
1 stop15h 09m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$276
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Tue 8/114:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/4![Frontier logo]()
$279
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/4![Frontier logo]()
$280
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Wed 7/224:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Deal found 6/5![Frontier logo]()
$282
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.
Wed 7/1510:04 am
BOS
- PNS
1 stop29h 50m
Multiple Airlines
Sun 7/194:11 pm
PNS
- BOS
1 stop15h 58m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$292
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/6![Frontier logo]()
$296
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/3![Frontier logo]()
$300
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Mon 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/3![Frontier logo]()
$301
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.
Fri 7/1010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Sat 7/117:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/3![Frontier logo]()
$304
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.
Wed 7/2210:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Sat 7/257:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/3![Frontier logo]()
$310
This Booking.com deal was found by Cheapflights users on 6/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Sun 8/94:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/7![Frontier logo]()
$320
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Mon 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/2![Frontier logo]()
$321
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 June 7, 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 June 7, 2026.
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 7/157:30 am
BOS
- PNS
1 stop8h 35m
Southwest
Wed 7/227:50 am
PNS
- BOS
2 stops8h 55m
Southwest
Deal found 6/5![Southwest logo]()
$376
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:10 pm
BOS
- PNS
1 stop7h 22m
Delta
Tue 10/65:45 pm
PNS
- BOS
1 stop5h 03m
Delta
Deal found 6/3![Delta logo]()
$392
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:20 pm
BOS
- PNS
1 stop8h 07m
Delta
Sun 11/15:45 pm
PNS
- BOS
1 stop6h 13m
Delta
Deal found 6/3![Delta logo]()
$399
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:30 am
BOS
- PNS
1 stop6h 00m
Southwest
Sat 7/114:20 pm
PNS
- BOS
1 stop6h 20m
Southwest
Deal found 6/6![Southwest logo]()
$399
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.
Sat 9/195:30 am
BOS
- PNS
1 stop5h 40m
Southwest
Mon 9/214:20 pm
PNS
- BOS
1 stop5h 00m
Southwest
Deal found 6/5![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:00 am
BOS
- PNS
1 stop6h 30m
Delta
Sun 8/98:06 am
PNS
- BOS
1 stop4h 46m
Delta
Deal found 6/7![Delta logo]()
$427
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:30 am
BOS
- PNS
1 stop7h 20m
Southwest
Tue 9/14:20 pm
PNS
- BOS
1 stop4h 50m
Southwest
Deal found 6/6![Southwest logo]()
$427
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 8/75:00 am
BOS
- PNS
2 stops9h 05m
Southwest
Mon 8/171:10 pm
PNS
- BOS
2 stops8h 00m
Southwest
Deal found 6/3![Southwest logo]()
$450
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:50 am
BOS
- PNS
2 stops8h 40m
Southwest
Sun 8/97:50 am
PNS
- BOS
1 stop5h 10m
Southwest
Deal found 6/7![Southwest logo]()
$452
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:15 am
BOS
- PNS
2 stops8h 00m
Southwest
Tue 7/142:00 pm
PNS
- BOS
2 stops8h 25m
Southwest
Deal found 6/6![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 6/7. 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.
Wed 10/285:35 am
BOS
- PNS
2 stops10h 20m
Southwest
Mon 11/27:45 am
PNS
- BOS
2 stops10h 05m
Southwest
Deal found 6/7![Southwest logo]()
$466
Last-minute flights from Boston to PensacolaDiscover last-minute flight deals from Boston to Pensacola. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Pensacola. Data last updated June 7, 2026 and is based on user searches.
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/4![Frontier logo]()
$280
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/3![Frontier logo]()
$300
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.
Fri 7/1010:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Sat 7/117:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/3![Frontier logo]()
$304
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- PNS
1 stop9h 37m
Frontier
Tue 7/144:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/6![Frontier logo]()
$296
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Wed 7/224:29 pm
PNS
- BOS
1 stop15h 40m
Frontier
Deal found 6/5![Frontier logo]()
$282
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.
Wed 7/1510:04 am
BOS
- PNS
1 stop29h 50m
Multiple Airlines
Sun 7/194:11 pm
PNS
- BOS
1 stop15h 58m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$292
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Mon 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/3![Frontier logo]()
$301
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Mon 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/2![Frontier logo]()
$321
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Mon 7/204:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/3![Frontier logo]()
$322
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Sun 7/194:11 pm
PNS
- BOS
1 stop15h 58m
Frontier
Deal found 6/2![Frontier logo]()
$323
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Tue 8/114:41 pm
PNS
- BOS
1 stop15h 28m
Frontier
Deal found 6/4![Frontier logo]()
$279
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.
Wed 7/2210:04 am
BOS
- PNS
1 stop6h 30m
Frontier
Sat 7/257:26 pm
PNS
- BOS
1 stop12h 43m
Frontier
Deal found 6/3![Frontier logo]()
$310
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 June 7, 2026.
Search for one-way flight options from Boston to Pensacola. Find affordable one-way fares based on user searches. Data last updated June 7, 2026.
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 7/910:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Deal found 6/3![Frontier logo]()
$154
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.
Fri 7/1010:04 am
BOS
- PNS
1 stop27h 05m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$173
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:04 am
BOS
- PNS
1 stop6h 42m
Frontier
Deal found 6/6![Frontier logo]()
$175
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 8/2311:05 am
BOS
- PNS
1 stop29h 25m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$184
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
BOS
- PNS
1 stop8h 02m
United Airlines
Deal found 6/3![United Airlines logo]()
$186
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:45 am
BOS
- PNS
2 stops8h 22m
United Airlines
Deal found 6/5![United Airlines logo]()
$196
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:52 am
BOS
- PNS
2 stops20h 54m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$197
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.
Mon 7/610:04 am
BOS
- PNS
1 stop6h 10m
Frontier
Deal found 6/3![Frontier logo]()
$204
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:30 am
BOS
- PNS
1 stop6h 13m
Delta
Deal found 6/3![Delta logo]()
$214
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 June 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $276 (Kiwi.com) |
One-way from | $154 (Frontier) |
Popular in | November |
Cheapest in | September |
Average price | $394 |
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 2,558,603 searches. Data last updated June 7, 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 - PNS
BOSPNS
Boston Logan Intl
Wed 7/15
7:30 am-3:05 pm
1 stop8h 35m
Pensacola
Wed 7/22
7:50 am-5:45 pm
2 stops8h 55m
$376
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Sat 10/3
3:10 pm-9:32 pm
1 stop7h 22m
Pensacola
Tue 10/6
5:45 pm-11:48 pm
1 stop5h 03m
$392
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Wed 10/28
4:20 pm-11:27 pm
1 stop8h 07m
Pensacola
Sun 11/1
5:45 pm-12:58 am
1 stop6h 13m
$399
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Sat 7/4
10:30 am-3:30 pm
1 stop6h 00m
Pensacola
Sat 7/11
4:20 pm-11:40 pm
1 stop6h 20m
$399
Quickest round-trip
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Sat 9/19
5:30 am-10:10 am
1 stop5h 40m
Pensacola
Mon 9/21
4:20 pm-10:20 pm
1 stop5h 00m
$413
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Thu 8/6
6:00 am-11:30 am
1 stop6h 30m
Pensacola
Sun 8/9
8:06 am-1:52 pm
1 stop4h 46m
$427
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Sun 8/23
5:30 am-11:50 am
1 stop7h 20m
Pensacola
Tue 9/1
4:20 pm-10:10 pm
1 stop4h 50m
$427
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Fri 8/7
5:00 am-1:05 pm
2 stops9h 05m
Pensacola
Mon 8/17
1:10 pm-10:10 pm
2 stops8h 00m
$450
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Thu 8/6
5:50 am-1:30 pm
2 stops8h 40m
Pensacola
Sun 8/9
7:50 am-2:00 pm
1 stop5h 10m
$452
BostonPensacola
BOS - PNS
BOSPNS
Boston Logan Intl
Sat 7/11
7:15 am-2:15 pm
2 stops8h 00m
Pensacola
Tue 7/14
2:00 pm-11:25 pm
2 stops8h 25m
$457
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 June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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 38 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, September is the cheapest month in which you can book a flight from Boston to Pensacola (average of $290). Flying from Boston to Pensacola in November is currently the most expensive (average of $538). 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?
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 June 7, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines 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.
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 locationsGulf Breeze
Foley
Navarre Beach
Navarre
Perdido Key
Warrington
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Boston and Pensacola flights
Browse other Boston and Pensacola flight options. Last updated on June 7, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on June 7, 2026.
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Top 3 airlines flying from Boston to Pensacola
Discover the top 3 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 2,558,603 searches. Data last updated June 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$221 | Average$539 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$276 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$512 | FlexibilityNo cancel fee | On-timeN/A |