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Simpson Bay

$115+ Cheap flights from Hartford (BDL) to Simpson Bay (SXM)

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SXM
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Hartford Bradley Intl to Simpson Bay Princess Juliana are usually found in October or September, booked 9 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Find flight deals from Hartford to Simpson Bay

Cheapest flights from Hartford to Simpson Bay
Explore the most affordable flight options available from Hartford to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 28, 2025.

This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/86:00 amBDL - SXM
1 stop8h 05mJetBlue
mié. 12/104:10 pmSXM - BDL
1 stop8h 49mJetBlue
Deal found 10/26$311
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/97:42 pmBDL - SXM
2 stops17h 38mAmerican Airlines
mar. 12/165:25 pmSXM - BDL
2 stops19h 12mAmerican Airlines
Deal found 10/26$316
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/185:37 amBDL - SXM
1 stop9h 45mAmerican Airlines
mié. 4/83:55 pmSXM - BDL
1 stop8h 04mAmerican Airlines
Deal found 10/28$357
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/57:02 amBDL - SXM
1 stop8h 41mJetBlue
mié. 12/104:10 pmSXM - BDL
1 stop8h 49mJetBlue
Deal found 10/26$359
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/245:00 amBDL - SXM
1 stop7h 50mAmerican Airlines
jue. 12/42:51 pmSXM - BDL
1 stop8h 31mAmerican Airlines
Deal found 10/28$361
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
dom. 12/142:03 pmBDL - SXM
2 stops23h 12mMultiple Airlines
dom. 12/211:45 pmSXM - BDL
1 stop20h 23mMultiple Airlines
Deal found 10/28$388
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/57:02 amBDL - SXM
1 stop8h 41mJetBlue
jue. 12/113:25 pmSXM - BDL
1 stop8h 36mJetBlue
Deal found 10/26$393
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/57:02 amBDL - SXM
1 stop8h 41mJetBlue
lun. 12/84:10 pmSXM - BDL
1 stop8h 49mJetBlue
Deal found 10/26$395
This JetBlue deal was found by Cheapflights users on 10/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/77:02 amBDL - SXM
1 stop8h 36mJetBlue
sáb. 12/134:10 pmSXM - BDL
1 stop8h 49mJetBlue
Deal found 10/26$396
This JetBlue deal was found by Cheapflights users on 10/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/157:02 amBDL - SXM
1 stop8h 41mJetBlue
vie. 12/193:45 pmSXM - BDL
1 stop9h 14mJetBlue
Deal found 10/28$402

Cheap flight deals from Hartford to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Hartford (BDL) to Simpson Bay (SXM). 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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$311
(JetBlue)

One-way from

$115
(Delta)

Popular in

February

Cheapest in

October

Average price

$537
Provider with most accurate pricing for Hartford Bradley Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Hartford Bradley Intl-Simpson Bay Princess Juliana flights.
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From Hartford Bradley Intl to Simpson Bay Princess Juliana
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One-way flight from Hartford Bradley Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hartford to Simpson Bay 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 octubre 28, 2025.
Use the filters below to find and compare flights from Hartford to Simpson Bay that are best for you.

Fly from

Hartford

Fly to

Simpson Bay

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

dom. 12/14

7:00 pm-2:28 pm

1 stop18h 28m

Simpson Bay Princess Juliana

jue. 12/18

1:45 pm-11:47 pm

1 stop11h 02m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

lun. 12/8

6:00 am-3:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

mié. 12/10

4:10 pm-11:59 pm

1 stop8h 49m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

lun. 12/15

6:00 am-2:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

jue. 12/18

1:45 pm-11:47 pm

1 stop11h 02m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

lun. 12/8

6:00 am-3:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

vie. 12/12

4:10 pm-11:59 pm

1 stop8h 49m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

dom. 12/7

7:00 pm-2:28 pm

1 stop18h 28m

Simpson Bay Princess Juliana

jue. 12/11

3:53 pm-11:47 pm

1 stop8h 54m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

lun. 12/8

6:00 am-2:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

jue. 12/11

3:53 pm-11:47 pm

1 stop8h 54m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

vie. 12/12

6:00 am-2:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

jue. 12/18

1:45 pm-11:47 pm

1 stop11h 02m

$311

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

mar. 1/13

7:40 pm-4:28 pm

2 stops19h 48m

Simpson Bay Princess Juliana

vie. 1/16

2:03 pm-11:47 pm

2 stops10h 44m

$316

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

jue. 1/15

7:40 pm-1:45 pm

2 stops17h 05m

Simpson Bay Princess Juliana

sáb. 1/24

3:23 pm-11:04 am

2 stops20h 41m

$341

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

sáb. 1/17

4:52 pm-1:45 pm

2 stops19h 53m

Simpson Bay Princess Juliana

sáb. 1/24

5:33 pm-11:04 am

2 stops18h 31m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 18 results
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Compare providers for flights from Hartford to Simpson Bay

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 Hartford to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Hartford-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Hartford-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Hartford-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hartford-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams 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 Hartford-Simpson Bay 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 Hartford to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Hartford 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 Hartford to Simpson Bay

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

Use this chart to determine the optimal time to book a round-trip flight from Hartford to Simpson Bay. Price data was last updated on October 24, 2025.

The best time to book flights from Hartford to Simpson Bay is 9 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Hartford to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $339). Flying from Hartford to Simpson Bay in August is currently the most expensive (average of $795). 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.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated octubre 28, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Hartford to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,908 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Hartford to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $311, Delta can have you in Simpson Bay from Hartford in 8h 05m. Hartford and Simpson Bay are separated by a distance of 1744 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Hartford to Simpson Bay round-trip?

    Flying on JetBlue is currently your cheapest option to Simpson Bay, with prices starting at $425. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $484 and $529, respectively. These flights start at 36% lower than the current average price 3 months from now.

  • Can I find deals for flights from Hartford to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Hartford to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hartford to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hartford to Simpson Bay.

  • Can I find deals for business class flights from Hartford to Simpson Bay?

    Yes. Cheapflights offers flight deals from Hartford to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $339). Flying from Hartford to Simpson Bay in August is currently the most expensive (average of $795). 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.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Alternative routes for Hartford to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Simpson Bay flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Simpson Bay flights
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New Haven to Simpson Bay flights

Top 4 airlines flying from Hartford to Simpson Bay

Discover the top 4 airlines that operate flights from Hartford to Simpson Bay. 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$425Average$571FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$484Average$708FlexibilityNo cancel feeOn-time71%
DeltaCheapest$529Average$657FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$626Average$785FlexibilityNo cancel feeOn-time69%

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