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Simpson Bay

$88+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SXM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This JetBlue deal was found by Cheapflights users on 1/25. 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.
Sun 3/156:00 am
BDL
-
SXM
1 stop9h 27m
JetBlue
Thu 3/193:07 pm
SXM
-
BDL
1 stop8h 39m
JetBlue
Deal found 1/25$257
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
BDL
-
SXM
1 stop8h 57m
United Airlines
Thu 3/193:55 pm
SXM
-
BDL
1 stop8h 04m
United Airlines
Deal found 1/26$265
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/225:24 pm
BDL
-
SXM
2 stops19h 55m
American Airlines
Fri 3/272:17 pm
SXM
-
BDL
2 stops18h 50m
American Airlines
Deal found 1/27$270
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 3/256:03 am
BDL
-
SXM
1 stop7h 13m
American Airlines
Tue 3/314:01 pm
SXM
-
BDL
1 stop27h 51m
American Airlines
Deal found 1/27$271
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 3/315:43 am
BDL
-
SXM
1 stop7h 38m
American Airlines
Tue 4/74:35 pm
SXM
-
BDL
1 stop21h 20m
American Airlines
Deal found 1/26$272
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 2/207:15 pm
BDL
-
SXM
2 stops19h 44m
American Airlines
Thu 2/265:01 pm
SXM
-
BDL
1 stop28h 12m
American Airlines
Deal found 1/27$275
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/225:24 pm
BDL
-
SXM
1 stop19h 52m
American Airlines
Tue 3/35:28 pm
SXM
-
BDL
2 stops19h 10m
American Airlines
Deal found 1/27$276
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 3/36:04 pm
BDL
-
SXM
2 stops19h 12m
American Airlines
Sun 3/84:01 pm
SXM
-
BDL
1 stop27h 51m
American Airlines
Deal found 1/26$280
This JetBlue deal was found by Cheapflights users on 1/27. 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.
Sun 3/226:00 am
BDL
-
SXM
1 stop9h 27m
JetBlue
Thu 3/263:07 pm
SXM
-
BDL
1 stop8h 39m
JetBlue
Deal found 1/27$281
This JetBlue deal was found by Cheapflights users on 1/25. 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.
Tue 3/246:00 am
BDL
-
SXM
1 stop7h 44m
JetBlue
Wed 4/12:50 pm
SXM
-
BDL
1 stop9h 02m
JetBlue
Deal found 1/25$295
This JetBlue deal was found by Cheapflights users on 1/27. 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.
Wed 3/256:00 am
BDL
-
SXM
1 stop11h 04m
JetBlue
Tue 3/312:50 pm
SXM
-
BDL
1 stop9h 07m
JetBlue
Deal found 1/27$309

Find 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(JetBlue)

One-way from

$88
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$574
Provider with most accurate pricing for Hartford Bradley Intl-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hartford Bradley Intl-Simpson Bay Princess Juliana flights.
Search Deals
From Hartford Bradley Intl to Simpson Bay Princess Juliana
Search Deals
One-way flight from Hartford Bradley Intl to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 27, 2026.
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

Thu 3/12

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Thu 3/19

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Thu 3/19

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 3/11

8:25 am-3:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Mon 3/16

2:21 pm-11:08 am

2 stops20h 47m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 5/27

5:27 pm-1:22 pm

2 stops19h 55m

Simpson Bay Princess Juliana

Mon 6/1

2:45 pm-10:24 am

2 stops19h 39m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 2/22

6:05 pm-2:16 pm

2 stops19h 11m

Simpson Bay Princess Juliana

Fri 2/27

5:28 pm-1:05 pm

2 stops20h 37m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 3/25

8:25 am-3:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Tue 3/31

4:01 pm-7:52 pm

1 stop27h 51m

$271

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 3/31

5:43 am-1:21 pm

1 stop7h 38m

Simpson Bay Princess Juliana

Tue 4/7

4:35 pm-1:55 pm

1 stop21h 20m

$272

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 4/25

6:34 pm-1:21 pm

1 stop18h 47m

Simpson Bay Princess Juliana

Tue 4/28

2:21 pm-9:11 am

2 stops18h 50m

$276

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/22

6:00 am-3:27 pm

1 stop9h 27m

Simpson Bay Princess Juliana

Thu 3/26

3:07 pm-11:46 pm

1 stop8h 39m

$281

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 3/24

6:00 am-1:44 pm

1 stop7h 44m

Simpson Bay Princess Juliana

Wed 4/1

2:50 pm-11:52 pm

1 stop9h 02m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 19 results
1
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hartford-Simpson Bay flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 January 23, 2026.

The best time to book flights from Hartford to Simpson Bay is 43 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, December is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $290). 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 January 27, 2026.
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
8,119 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,119 reviews
Delta
7.9
Good
8,119 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,205 reviews
Delta
7.9
Good
8,119 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,197 reviews
Delta
7.9
Good
8,119 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,890 reviews
Delta
7.9
Good
8,119 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $270, United Airlines can have you in Simpson Bay from Hartford in 6h 35m. 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 United Airlines is currently your cheapest option to Simpson Bay, with prices starting at $260. Additional round-trip tickets that might be worth considering are offered by Delta and JetBlue, with the lowest prices starting at $297 and $351, respectively. These flights start at 58% 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, December is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $290). 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.
John F Kennedy Intl to Simpson Bay flights
Newark to Simpson Bay flights
LaGuardia to Simpson Bay flights
Providence to Simpson Bay flights
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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$260Average$711FlexibilityNo cancel feeOn-time69%
DeltaCheapest$297Average$657FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$351Average$568FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$496Average$660FlexibilityNo cancel feeOn-time71%

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