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Simpson Bay

$338+ Cheap flights from Hartford (BDL) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SXM
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
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 May 18, 2026.

This American Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 9/57:24 pm
BDL
-
SXM
2 stops17h 58m
American Airlines
Sat 9/122:50 pm
SXM
-
BDL
2 stops20h 31m
American Airlines
Deal found 5/13$338
This American Airlines deal was found by Cheapflights users on 5/13. 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 7/285:47 am
BDL
-
SXM
1 stop7h 32m
American Airlines
Tue 8/42:51 pm
SXM
-
BDL
2 stops19h 32m
American Airlines
Deal found 5/13$352
This American Airlines deal was found by Cheapflights users on 5/13. 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 7/315:27 pm
BDL
-
SXM
2 stops20h 19m
American Airlines
Fri 8/74:39 pm
SXM
-
BDL
2 stops21h 35m
American Airlines
Deal found 5/13$366
This American Airlines deal was found by Cheapflights users on 5/14. 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.
Sat 6/610:49 am
BDL
-
SXM
2 stops27h 01m
American Airlines
Fri 6/122:53 pm
SXM
-
BDL
2 stops33h 05m
American Airlines
Deal found 5/14$408
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Tue 6/236:00 am
BDL
-
SXM
1 stop6h 33m
United Airlines
Wed 7/13:50 pm
SXM
-
BDL
1 stop8h 09m
United Airlines
Deal found 5/16$420
This JetBlue deal was found by Cheapflights users on 5/14. 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.
Sat 6/67:15 am
BDL
-
SXM
1 stop6h 39m
JetBlue
Fri 6/123:05 pm
SXM
-
BDL
1 stop8h 03m
JetBlue
Deal found 5/14$440
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Sat 6/63:02 pm
BDL
-
SXM
2 stops23h 41m
United Airlines
Fri 6/123:50 pm
SXM
-
BDL
1 stop8h 09m
United Airlines
Deal found 5/14$458
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:00 am
BDL
-
SXM
1 stop7h 50m
Delta
Sun 10/43:20 pm
SXM
-
BDL
1 stop8h 33m
Delta
Deal found 5/14$459
This American Airlines deal was found by Cheapflights users on 5/15. 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 11/225:24 pm
BDL
-
SXM
2 stops19h 53m
American Airlines
Thu 11/262:51 pm
SXM
-
BDL
2 stops21h 55m
American Airlines
Deal found 5/15$472
This American Airlines deal was found by Cheapflights users on 5/17. 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 10/117:30 pm
BDL
-
SXM
2 stops17h 45m
American Airlines
Fri 10/164:30 pm
SXM
-
BDL
2 stops19h 20m
American Airlines
Deal found 5/17$473

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 May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$454
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
Highest demand for flights based on searches. 15% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 18, 2026.
Use the filters below to find and compare flights from Hartford to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 6/23

7:26 pm-3:42 pm

2 stops20h 16m

Simpson Bay Princess Juliana

Wed 7/1

2:22 pm-10:22 am

2 stops20h 00m

$352

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 6/6

3:02 pm-2:43 pm

2 stops23h 41m

Simpson Bay Princess Juliana

Fri 6/12

3:50 pm-11:59 pm

1 stop8h 09m

$458
Quickest round-trip

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 9/27

6:00 am-1:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sun 10/4

3:20 pm-11:53 pm

1 stop8h 33m

$459

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 10/11

7:30 pm-1:15 pm

2 stops17h 45m

Simpson Bay Princess Juliana

Fri 10/16

4:30 pm-11:50 am

2 stops19h 20m

$473

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 6/18

7:31 pm-1:50 pm

2 stops18h 19m

Simpson Bay Princess Juliana

Wed 6/24

2:53 pm-11:59 pm

1 stop9h 06m

$518

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 5/28

7:31 pm-12:40 pm

1 stop17h 09m

Simpson Bay Princess Juliana

Mon 6/1

4:43 pm-10:24 am

2 stops17h 41m

$574

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 6/10

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Sun 6/14

3:50 pm-10:36 am

2 stops18h 46m

$578

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 6/23

3:02 pm-12:33 pm

1 stop21h 31m

Simpson Bay Princess Juliana

Wed 7/1

3:50 pm-11:59 pm

1 stop8h 09m

$586

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 6/18

8:47 am-12:33 pm

2 stops51h 46m

Simpson Bay Princess Juliana

Tue 6/23

1:35 pm-9:45 am

2 stops20h 10m

$601

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Sorted by cheapest first

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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 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?

The best time to book flights from Hartford to Simpson Bay is 47 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, March is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $359). Flying from Hartford to Simpson Bay in December is currently the most expensive (average of $710). 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.

How much does it cost to fly round-trip from Hartford to Simpson Bay?

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 May 18, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andJetBlue 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
8,449 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,449 reviews
Delta
7.9
Good
8,449 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,736 reviews
Delta
7.9
Good
8,449 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
JetBlue
7.2
Good
2,979 reviews
Delta
7.9
Good
8,449 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,648 reviews
Delta
7.9
Good
8,449 reviews

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 $459, American Airlines can have you in Simpson Bay from Hartford in 7h 50m. 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 Delta is currently your cheapest option to Simpson Bay, with prices starting at $129. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $143 and $270, respectively. These flights start at 75% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Hartford to Simpson Bay one-way?

    One-way options have recently been found by users for as low as $88 on American Airlines. Other airlines that offer cheap prices include United Airlines from $109 and JetBlue from $131 one-way.

  • 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, March is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $359). Flying from Hartford to Simpson Bay in December is currently the most expensive (average of $710). 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

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Newark 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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$568FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$143Average$367FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$270Average$587FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$351Average$505FlexibilityNo cancel feeOn-time62%

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