BDL - SXM

$107 Find Cheap Flights from Hartford to Simpson Bay - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$290
Typical prices: $434-$657
American Airlines
Wed 11/28Sun 12/2
BDL - SXM • 2 stops
Cheapest one-way
$107
Typical prices: $129-$275
American Airlines
Fri 2/2
BDL - SXM • 1 stop
Nonstop flights
There are currently no direct flights between Hartford and Simpson Bay. You'll need to take a connecting flight to reach the destination.
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Insights
When to book
in advance
Our data shows that travelers who book at least 8 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $449 (round-trip)
Shortest trip • 7h 40m (one-way)
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We hope you love your trip to Simpson Bay!
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Flight Deals

Cheap Flights from Hartford to Simpson Bay (BDL-SXM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hartford to Simpson Bay

Sat, Nov 28 - Wed, Dec 2
American Airlines Logo
7:07 pm - 2:25 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
18h 18m2 stops Philadelphia Miami
American Airlines Logo
5:33 pm - 12:56 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
20h 23m2 stops Miami Charlotte Douglas
$290American Airlines
Mon, Nov 23 - Thu, Dec 3
JetBlue Logo
6:00 am - 3:11 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
8h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
3:30 pm - 11:57 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
9h 27m1 stop New York John F Kennedy Intl
$292JetBlue
Sun, Jan 24 - Wed, Jan 27
American Airlines Logo
5:05 am - 4:26 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
10h 21m1 stop Miami
American Airlines Logo
1:34 pm - 11:49 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
11h 15m1 stop Miami
$293American Airlines
Wed, Jan 6 - Wed, Jan 13
JetBlue Logo
6:00 am - 1:00 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
6h 00m1 stop New York John F Kennedy Intl
JetBlue Logo
3:35 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
9h 24m1 stop New York John F Kennedy Intl
$297JetBlue
Fri, Feb 5 - Mon, Feb 8
Southwest Logo
5:45 am - 2:15 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 30m1 stop Baltimore/Washington
Southwest Logo
4:40 pm - 11:50 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
8h 10m1 stop Baltimore/Washington
$333Southwest
Mon, Jan 18 - Fri, Jan 22
Delta Logo
6:00 am - 2:57 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 57m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:50 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
11h 09m1 stop Atlanta Hartsfield-Jackson
$417Delta
Sun, Jan 17 - Thu, Jan 21
Delta Logo
6:01 am - 2:57 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:50 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
11h 09m1 stop Atlanta Hartsfield-Jackson
$417Delta
Fri, Feb 5 - Mon, Feb 8
Southwest Logo
5:45 am - 2:15 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 30m1 stop Baltimore/Washington
Southwest Logo
3:15 pm - 8:20 amSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
18h 05m2 stops Orlando Baltimore/Washington
$421Southwest
Sun, Feb 7 - Sat, Feb 13
United Airlines Logo
6:00 am - 1:50 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:00 pm - 9:41 amSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
17h 41m1 stop Washington, D.C. Dulles Intl
$422United Airlines
Sun, Jan 17 - Thu, Jan 21
United Airlines Logo
6:00 am - 1:50 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
2:52 pm - 9:37 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
31h 45m2 stops Newark Chicago O'Hare Intl
$445United Airlines
Booking Insights

Price, demand and travel trends for Hartford to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Hartford to Simpson Bay?

Round-trip flights from Hartford to Simpson Bay typically range from $434 to $657. The lowest price found in the past 5 days was $290, on American Airlines.

What's the cheapest day of the week to fly from Hartford to Simpson Bay?

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Hartford to Simpson Bay. It’s 11% cheaper than the average day, while Saturday is the most expensive, with prices 7% higher.

What’s the cheapest month to fly from Hartford to Simpson Bay?

•March is the cheapest month to fly from Hartford to Simpson Bay at $359 round-trip.
•December ($1,552) and October ($657) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 332% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Hartford to Simpson Bay the cheapest?

Flights from Hartford to Simpson Bay are cheapest 8 weeks before departure. Booking in this window typically costs about 31% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Hartford to Simpson Bay flights

Low season

August

Cheapest flight

$107
Beat the crowds with an average 49% drop in travelers.
The most popular month to fly with an average 50% increase in travelers.
One-way flight from Hartford to Simpson Bay

When to book flights from Hartford to Simpson Bay

Are your dates flexible? Find out the best times to travel from Hartford 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

Your Hartford to Simpson Bay flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Hartford to Simpson Bay?

    Only Economy Class is available on flights from Hartford to Simpson Bay.

  • How long is a flight from Hartford to Simpson Bay?

    A nonstop flight from Hartford to Simpson Bay takes 00m, covering 1,744 miles.

  • Do I need a passport to fly from Hartford to Simpson Bay?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Hartford to Simpson Bay flight?

    Round-trip flights from Hartford to Simpson Bay range from $434 to $657, with an average of $528 over the past 12 months. Anything below $434 counts as a good deal.

  • How expensive are last-minute Hartford to Simpson Bay flights?

    Last-minute fares on this route (booked within two weeks of departure) run 15% above the $528 route average. Book 8 weeks before departure for the lowest fares.

  • How are flight prices from Hartford to Simpson Bay looking right now?

    One-way fares from Hartford to Simpson Bay are currently higher than usual. Average one-way flight prices are about $210, which is 13% above the typical average for this route.

  • What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include:

    • Right Cars
    • Ace
    • Budget
    • Europcar
    • Alamo

  • Which airports can I use when flying from Hartford to Simpson Bay?

    Flights from Hartford to Simpson Bay usually depart from Hartford Bradley Intl (BDL) and arrive at Simpson Bay Princess Juliana (SXM).

  • Which airports do connecting flights from Hartford to Simpson Bay pass through?

    One-stop flights from Hartford to Simpson Bay most commonly connect through:

    • New York John F Kennedy Intl (JFK) - 40% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) - 17% of one-stop connections
    • Charlotte Douglas (CLT) - 10% of one-stop connections
    • Miami (MIA) - 8% of one-stop connections

  • Can I save money by using flexible dates for flights from Hartford to Simpson Bay?

    Yes. Flexible dates can save you up to 17% on flights from Hartford to Simpson Bay. Friday is the cheapest departure day at $474 round-trip on average, while Saturday is the most expensive at $569, a difference of $95.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Hartford to Simpson Bay?

    Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 40m, compared with 7h 54m via New York John F Kennedy Intl (JFK) and 7h 56m via Fort Lauderdale (FLL).

Your guide to booking Hartford to Simpson Bay flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure and avoid flying on Saturday. On this route, Friday flights average $474, about $95 less than Saturday fares (17% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 8 weeks before you fly. On this route, that window historically saves about 31% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Hartford to Simpson Bay trip for March. Fares historically average $359 round-trip in that month - typically $1,193 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.

    • Simpson Bay Resort Marina & Spa
    • Hilton Vacation Club Flamingo Beach St. Maarten
    • The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

More options for your flight from Hartford to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental