$101+ Cheap flights from Pensacola to Boston (PNS - BOS)
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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — BOS
Feb 20 — Feb 271
1 adult, Economy
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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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pensacola to Boston
Cheapest flights from Pensacola to BostonExplore the most affordable flight options available from Pensacola to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.
Explore the most affordable flight options available from Pensacola to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 2/1411:18 am
PNS
- BOS
1 stop23h 17m
Multiple Airlines
Wed 2/184:22 pm
BOS
- PNS
1 stop26h 20m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$209
This CheapOair deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:24 pm
PNS
- BOS
1 stop8h 35m
Spirit Airlines
Mon 3/235:40 am
BOS
- PNS
1 stop8h 44m
Spirit Airlines
Deal found 1/18![Spirit Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:37 pm
PNS
- BOS
1 stop26h 24m
Spirit Airlines
Sat 2/218:32 pm
BOS
- PNS
1 stop20h 22m
Spirit Airlines
Deal found 1/20![Spirit Airlines logo]()
$224
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:47 pm
PNS
- BOS
1 stop9h 12m
Spirit Airlines
Mon 6/15:40 am
BOS
- PNS
1 stop8h 12m
Spirit Airlines
Deal found 1/21![Spirit Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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.
Sat 3/142:24 pm
PNS
- BOS
1 stop8h 35m
Spirit Airlines
Wed 3/185:40 am
BOS
- PNS
1 stop8h 44m
Spirit Airlines
Deal found 1/19![Spirit Airlines logo]()
$245
This CheapOair deal was found by Cheapflights users on 1/19. 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 4/132:24 pm
PNS
- BOS
1 stop8h 35m
Spirit Airlines
Mon 4/205:40 am
BOS
- PNS
1 stop8h 12m
Spirit Airlines
Deal found 1/19![Spirit Airlines logo]()
$247
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:00 am
PNS
- BOS
1 stop13h 33m
Spirit Airlines
Wed 3/185:40 am
BOS
- PNS
1 stop8h 44m
Spirit Airlines
Deal found 1/20![Spirit Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2811:18 am
PNS
- BOS
2 stops36h 55m
Multiple Airlines
Wed 2/43:43 pm
BOS
- PNS
1 stop25h 54m
Multiple Airlines
Deal found 1/20![Multiple Airlines logo]()
$258
Find flight deals from Pensacola to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Boston (BOS). 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 January 21, 2026.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $209 (Kiwi.com) |
One-way from | $101 (Kiwi.com) |
Popular in | November |
Cheapest in | April |
Average price | $406 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pensacola to Boston 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 January 21, 2026.
Use the filters below to find and compare flights from Pensacola to Boston that are best for you.
Fly from
Pensacola
Fly to
Boston
Route
Depart
Return
Price
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Thu 4/16
1:47 pm-11:59 pm
1 stop9h 12m
Boston Logan Intl
Wed 4/22
5:40 am-12:52 pm
1 stop8h 12m
$246
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Mon 2/16
6:37 pm-11:37 am
1 stop16h 00m
Boston Logan Intl
Sat 2/21
4:51 pm-3:54 pm
2 stops24h 03m
$251
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Fri 3/6
5:20 pm-11:52 am
2 stops17h 32m
Boston Logan Intl
Sun 3/8
5:27 am-3:54 pm
1 stop11h 27m
$284
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Thu 5/7
1:47 pm-11:59 pm
1 stop9h 12m
Boston Logan Intl
Mon 5/11
4:31 pm-12:52 pm
2 stops21h 21m
$310
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Thu 2/19
6:37 pm-10:50 am
2 stops39h 13m
Boston Logan Intl
Mon 2/23
4:22 pm-5:42 pm
1 stop26h 20m
$314
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Mon 2/9
4:03 pm-11:57 pm
1 stop6h 54m
Boston Logan Intl
Tue 2/10
6:00 am-10:38 am
2 stops29h 38m
$316
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Sat 2/14
11:10 am-10:46 pm
2 stops10h 36m
Boston Logan Intl
Wed 2/18
5:35 am-1:07 pm
2 stops8h 32m
$348
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Thu 2/12
6:37 pm-1:28 pm
1 stop17h 51m
Boston Logan Intl
Sun 2/15
6:10 pm-3:54 pm
1 stop22h 44m
$360
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Thu 5/7
1:15 pm-9:50 pm
2 stops7h 35m
Boston Logan Intl
Mon 5/11
5:30 am-1:25 pm
2 stops8h 55m
$378
PensacolaBoston
PNS - BOS
PNSBOS
Pensacola
Mon 2/16
6:37 pm-10:01 pm
1 stop26h 24m
$103
Showing 1-10 of 19 results
Compare providers for flights from Pensacola to Boston
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 Pensacola to Boston in January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Pensacola-Boston flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Pensacola-Boston flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Pensacola-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Pensacola-Boston flights, Cheapflights users trust CheapOair the most. CheapOair 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 Pensacola-Boston 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 Pensacola to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pensacola to Boston
Prices
More
How far ahead should I book a flight from Pensacola to Boston?
Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Boston. Price data was last updated on January 16, 2026.
Booking 28 days in advance of your planned departure date is, on average, the best time to get cheap flights from Pensacola to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Pensacola to Boston?
Currently, March is the cheapest month in which you can book a flight from Pensacola to Boston (average of $82). Flying from Pensacola to Boston in December is currently the most expensive (average of $266). 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’s the top layover airport for flights from Pensacola to Boston?
Share of 1-stop round-trip flights from Pensacola to Boston chosen by Cheapflights users in the past 12 months, using the same layover each way.
Washington, D.C. (DCA) – chosen by Cheapflights users on 67% of 1-stop itineraries from Pensacola to Boston on Cheapflights.
What’s the cheapest layover airport for flights from Pensacola to Boston?
Average round-trip fare for 1-stop flights from Pensacola to Boston, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $216.
What’s the fastest layover option from Pensacola to Boston?
Shortest average travel time for 1-stop one-way flights from Pensacola to Boston, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Washington, D.C. (DCA) have the shortest average one-way travel time for 1-stop routes: 5h 31m.
Which airport typically offers the quickest layover for flights from Pensacola to Boston?
Average layover duration for 1-stop one-way flights from Pensacola to Boston, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Washington, D.C. (DCA) offer the fastest connection on this route, with an average layover time of 1h 22m.
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated January 21, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Pensacola to Boston to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Pensacola to Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsCambridge
Medford
Hampton Beach
Watertown
Seekonk
Brockton
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Seabrook
Cranston
Lincoln
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
Chelsea
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Alternative routes for Pensacola to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Pensacola to Boston
Discover the top 4 airlines that operate flights from Pensacola to Boston. 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 January 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$235 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$284 | Average$462 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$284 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$284 | Average$399 | FlexibilityNo cancel fee | On-timeN/A |