PNS - SXM

Find cheap flights from Pensacola to Simpson Bay

1 adult
1 adult, Economy

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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Flights 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
Find Deal
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 Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $660.

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 Charlotte (CLT) 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, Charlotte (CLT) often has the shortest layovers from Pensacola to Simpson Bay, with an average of 0h 58m.

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.

  • 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 10000 reviews
7.2Comfort
8.0Crew
6.5Food
7.5Boarding
6.9Entertainment
Airline reviews

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

8.0 ExcellentKimber, Jul 2025JAX - DFW
Read more American Airlines reviews

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

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

Information on your arrival and departure airports

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