PNS - SXM

Find cheap flights from Pensacola to Simpson Bay

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
Multiple Airlines
Wed 1/28
PNS - SXM • multi-stop
Cheapest one-way
Multiple Airlines
Wed 1/28
PNS - SXM • multi-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Pensacola to Simpson Bay (PNS-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pensacola to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pensacola to Simpson Bay

Multiple Airlines Logo
PNS
-
SXM
1736 mimulti-stop
Multiple Airlines Logo
SXM
-
PNS
1736 mimulti-stop
Multiple Airlines
Booking Insights

KAYAK's insights & trends for Pensacola to Simpson Bay flights

Get data-powered insights and trends into flights from Pensacola to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Pensacola to Simpson Bay?

Percentage of 1-stop round-trip flights from Pensacola to Simpson Bay chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Miami (MIA) is the top choice – 73% of KAYAK users who clicked on 1-stop flights from Pensacola to Simpson Bay picked an itinerary connecting there.

What is the cheapest layover airport when flying from Pensacola to Simpson Bay?

Average round-trip price for 1-stop flights from Pensacola to Simpson Bay clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Miami (MIA) offer the most affordable fares, with an average round-trip price of $785.

Which layover airport offers the shortest total travel time from Pensacola to Simpson Bay?

Shortest average total travel time for 1-stop one-way flights from Pensacola to Simpson Bay via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Miami (MIA) for the shortest journey. The average one-way travel time for flights connecting there is 6h 15m.

Which layover airport has the quickest connection when flying from Pensacola to Simpson Bay?

Average layover duration at different layover airports for 1-stop one-way flights from Pensacola to Simpson Bay, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Atlanta (ATL) often has the shortest layovers from Pensacola to Simpson Bay, with an average of 1h 49m.

Find deals

Good to know

Low seasonOctober
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 7% increase in price.

When to book flights from Pensacola to Simpson Bay

Are your dates flexible? Find out the best times to travel from Pensacola to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Pensacola to Simpson Bay

  • Do I need a passport to fly between Pensacola and Simpson Bay?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Pensacola and on arrival in Simpson Bay.

  • Which aircraft models fly most regularly from Pensacola to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Pensacola to Simpson Bay?

    oneworld is the only airline alliance operating flights between Pensacola and Simpson Bay.

  • How does KAYAK find such low prices on flights from Pensacola to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pensacola to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pensacola to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Pensacola is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pensacola to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Pensacola with another airline. Booking your flights between Pensacola and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pensacola to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Pensacola up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Pensacola to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Pensacola to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pensacola to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11201 reviews
6.4Food
6.9Entertainment
8.0Crew
7.2Comfort
7.5Boarding
Airline reviews

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

10.0 ExcellentCindy, Jan 2026
MIA - BHM
Read more American Airlines reviews

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

Everything you need to know for your flight from Pensacola to Simpson Bay

Information on your arrival and departure airports

Pensacola (PNS)
Simpson Bay (SXM)