BDL - SXM

$147 Find Cheap Flights from Hartford to Simpson Bay - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to Simpson Bay departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$383
Typical prices: $373-$523
American Airlines
Mon 9/14Wed 9/16
BDL - SXM • 1 stop
Cheapest one-way
$147
Typical prices: $144-$316
American Airlines
Sun 9/27
BDL - SXM • 1 stop
Top airlines
Cheapest • from $383 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Hartford and Simpson Bay. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Cheapest • Avg $443 (round-trip)
Shortest trip • 6h 41m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hartford 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 Hartford to Simpson Bay

Mon, Sep 14 - Wed, Sep 16
American Airlines Logo
6:00 am - 1:23 pm
BDL
-
SXM
7h 23m
1 stop
American Airlines Logo
2:23 pm - 11:39 pm
SXM
-
BDL
9h 16m
1 stop
$383American Airlines
Tue, Aug 25 - Thu, Sep 3
American Airlines Logo
6:01 am - 1:22 pm
BDL
-
SXM
7h 21m
1 stop
American Airlines Logo
2:22 pm - 11:47 pm
SXM
-
BDL
9h 25m
1 stop
$383American Airlines
Mon, Aug 31 - Sat, Sep 5
Delta Logo
6:00 am - 1:53 pm
BDL
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 11:58 pm
SXM
-
BDL
8h 40m
1 stop
$395Delta
Sun, Aug 30 - Sat, Sep 5
Delta Logo
7:12 pm - 1:53 pm
BDL
-
SXM
18h 41m
1 stop
Delta Logo
3:18 pm - 11:58 pm
SXM
-
BDL
8h 40m
1 stop
$395Delta
Sat, Jan 9 - Sat, Jan 16
United Airlines Logo
6:30 pm - 1:50 pm
BDL
-
SXM
18h 20m
2 stops
United Airlines Logo
2:40 pm - 10:25 am
SXM
-
BDL
20h 45m
1 stop
$408United Airlines
Wed, Nov 11 - Wed, Nov 18
Southwest Logo
5:15 am - 2:20 pm
BDL
-
SXM
8h 05m
1 stop
Southwest Logo
3:20 pm - 7:55 am
SXM
-
BDL
17h 35m
2 stops
$415Southwest
Sun, Sep 27 - Sat, Oct 3
JetBlue Logo
7:00 am - 2:00 pm
BDL
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:14 pm
SXM
-
BDL
8h 09m
1 stop
$420JetBlue
Fri, Sep 11 - Fri, Sep 18
JetBlue Logo
7:00 am - 2:00 pm
BDL
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:14 pm
SXM
-
BDL
8h 09m
1 stop
$421JetBlue
Fri, Sep 11 - Sat, Sep 19
United Airlines Logo
7:57 pm - 12:33 pm
BDL
-
SXM
16h 36m
2 stops
United Airlines Logo
1:35 pm - 9:37 am
SXM
-
BDL
20h 02m
2 stops
$426United Airlines
Mon, Nov 23 - Thu, Dec 3
Southwest Logo
5:55 am - 2:20 pm
BDL
-
SXM
7h 25m
1 stop
Southwest Logo
3:20 pm - 8:00 am
SXM
-
BDL
17h 40m
2 stops
$485Southwest
Booking Insights

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

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

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Hartford to Simpson Bay departing in August.

Flight prices are typical for this route right now.

Flights to Simpson Bay from Hartford usually cost between $262 and $589 in August.
The lowest price found in the past 5 days was $383 on American Airlines (Aug 25-Sep 3).

What is the cheapest month to fly from Hartford to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hartford to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hartford to Simpson Bay is March, where tickets cost $359 (return) on average. On the other hand, the most expensive months are December and October, where the average cost of round-trip tickets is $932 and $616 respectively.

How far in advance should I book a flight from Hartford to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Hartford to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Hartford to Simpson Bay, you should book around 2 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low season

September

Cheapest flight

$147
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 18% lower on average.
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
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 Hartford to Simpson Bay

  • What is the cheapest flight from Hartford to Simpson Bay?

    In the last 5 days, the lowest price for a flight from Hartford to Simpson Bay was $211 for a one-way ticket and $383 for a round-trip.

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

    Yes, you’ll need a passport to travel to Simpson Bay from Hartford.

  • Which airports will I be using when flying from Hartford to Simpson Bay?

    On your way to Simpson Bay, you’ll fly out from Hartford Bradley Intl. You’ll be landing at Simpson Bay Princess Juliana.

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

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

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

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Hartford and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Hartford to Simpson Bay, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Hartford to Simpson Bay are Delta and United Airlines. With an average price for the route of $563 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $386 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Hartford 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 Hartford to Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Hartford 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 Hartford 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 Hartford with another airline. Booking your flights between Hartford 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 Hartford 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 Hartford up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Hartford to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Hartford 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 Hartford 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.
7.8
DeltaOverall score based on 8498 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

8.0 ExcellentMichael, Jul 2026
SEA - SMF
Read more Delta reviews

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

The flight was done by SkyWest only WIFI no entertainment center are available on the CRJ

Your survey needs a N/A option. I didn’t use the entertainment or eat food.

The flight was over 2 hours late.. once we finally got boarded things were fine

Poor communication, we sat on the plane for an hour before pushing back. They were oversold and with a full plane kept looking for someone to step off for someone else to board. So after an hour wait at the gate we missed our departure window and proceeded to spend an additional hour on the tarmac waiting for a refiled flight plan according to the pilots. Occasional updates, somewhat insensitive crew to passengers needing to use the lavatory (it was 2 hrs beyond what anyone expected). Overall just poor execution...especially when the flight was listed as "arriving early" up until about 30 minutes past our departure time.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

It's OK. Engine was noisy. The flight was super late. I mean 4 hours late. That is unheard of.

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Plane didn’t even make it off the ground. We all had to get off and walk to a different terminal (lots of confusion) to get on a different plane. Landed fairly late, connections missed.

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Everything was done like clockwork and I find no fault with the airline.

This flight 1810 on 7/30 from EWR to DFW got 4 hours delay. this round trip experience is bad, my AA flight 618 from DFW to EWR on 7/28 was redirected to PIT and totally delayed about 9 hours due to mixed of weather and AA IT outage and then on the way back delayed for 4 hours. Lucky, i changed my flight to UA on the way back. i don't like AA anymore. i will consider other airline options in the future.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

the first flight smelled like urine Ac didn’t work pathetic experience

The flight was delayed multiple times. I was autobooted and placed in the center seat in the last row of the plane.

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

Terrible experience with baggage claim at CLT. Posted as arriving at belt 4 and screen there showed the flight. Waited for over 1.2hrs before someone randomly came by and said the bags for that flight had been dropped at CD1 an unknown time ago. There was no notification in the app, on the screens or by any airport personnel prior to this time. Waiting 1.2 hrs after a 2 hr flight for a bag you paid $40 extra to check is infuriating and disappointing.

On the new 319 NEO? seatback entertainment system did not work even when the flight attendant rebooted it. At least I had my cell phone to connect with wifi.

Baggage claim took too long and priority bags were not delivered first.

Delay. Flight was delayed in Washington.knew that connection was impossible as not enough time to switch terminals. The steward would not let me stay the night. So forced to Dallas.late night, after 10pm.hotel checkin was one hour. Passengers lined up only one girl to checkin at comfort inn. No food availability at that time. Had to leave early at 6:30 am to catch a flight at 8:45. Stressfull.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

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

Information on your arrival and departure airports