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Simpson Bay

$168+ 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
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 68 days in advance, depart on a Tuesday or Wednesday and return on a Monday

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 September 11, 2025.

Round-trip from

$383
(Flysmarter)

One-way from

$168
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$587
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. 7% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Flysmarter deal was found by Cheapflights users on 9/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:00 amBDL - SXM
1 stop6h 19mJetBlue
Sun 11/23:34 pmSXM - BDL
1 stop7h 55mJetBlue
Deal found 9/10$383
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/266:10 amBDL - SXM
1 stop8h 47mUnited Airlines
Wed 10/291:52 pmSXM - BDL
2 stops19h 46mUnited Airlines
Deal found 9/10$422
This JetBlue deal was found by Cheapflights users on 9/10. 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 9/287:10 amBDL - SXM
1 stop6h 05mJetBlue
Sun 10/52:35 pmSXM - BDL
1 stop7h 52mJetBlue
Deal found 9/10$424
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/267:44 pmBDL - SXM
2 stops17h 53mAmerican Airlines
Sun 11/22:51 pmSXM - BDL
2 stops18h 46mAmerican Airlines
Deal found 9/10$427
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/184:00 pmBDL - SXM
2 stops21h 37mAmerican Airlines
Sat 10/254:24 pmSXM - BDL
2 stops17h 04mAmerican Airlines
Deal found 9/11$437
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 11/245:00 amBDL - SXM
1 stop7h 50mAmerican Airlines
Thu 12/42:51 pmSXM - BDL
1 stop8h 31mAmerican Airlines
Deal found 9/10$467
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/265:42 amBDL - SXM
1 stop9h 33mAmerican Airlines
Fri 10/312:40 pmSXM - BDL
1 stop8h 12mAmerican Airlines
Deal found 9/11$519
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/225:17 pmBDL - SXM
2 stops20h 02mAmerican Airlines
Sat 12/65:25 pmSXM - BDL
2 stops18h 43mAmerican Airlines
Deal found 9/10$522
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/305:42 amBDL - SXM
1 stop9h 33mAmerican Airlines
Sat 11/83:31 pmSXM - BDL
1 stop7h 52mAmerican Airlines
Deal found 9/10$524

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 September 11, 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

Sun 10/26

7:00 am-3:38 pm

1 stop8h 38m

Simpson Bay Princess Juliana

Fri 10/31

2:34 pm-10:29 pm

1 stop7h 55m

$397

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 10/26

6:10 am-2:57 pm

1 stop8h 47m

Simpson Bay Princess Juliana

Wed 10/29

1:52 pm-9:38 am

2 stops19h 46m

$422

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 10/26

7:44 pm-1:37 pm

2 stops17h 53m

Simpson Bay Princess Juliana

Fri 10/31

2:40 pm-10:52 pm

1 stop8h 12m

$422

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 1/17

7:00 pm-3:20 pm

2 stops19h 20m

Simpson Bay Princess Juliana

Sat 1/24

5:20 pm-11:41 am

2 stops19h 21m

$422

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 1/17

5:19 pm-1:55 pm

2 stops19h 36m

Simpson Bay Princess Juliana

Fri 1/30

4:15 pm-11:42 am

2 stops20h 27m

$422

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 9/28

7:10 am-1:15 pm

1 stop6h 05m

Simpson Bay Princess Juliana

Sun 10/5

2:35 pm-10:27 pm

1 stop7h 52m

$424

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 11/24

5:00 am-1:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Thu 12/4

2:51 pm-10:22 pm

1 stop8h 31m

$467

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 1/1

6:00 am-2:10 pm

1 stop7h 10m

$168

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Thu 1/1

6:00 am-3:51 pm

2 stops32h 51m

$242

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 10/20

6:00 am-1:49 pm

1 stop7h 49m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
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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 August 29, 2025.

The best time to book flights from Hartford to Simpson Bay is 67 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 $459). Flying from Hartford to Simpson Bay in March is currently the most expensive (average of $652). 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 September 11, 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
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $397, JetBlue can have you in Simpson Bay from Hartford in 8h 38m. 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 Delta and American Airlines, with the lowest prices starting at $474 and $484, respectively. These flights start at 37% 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 $168 on American Airlines. Other airlines that offer cheap prices include United Airlines from $242 and Delta from $278 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, September is the cheapest month in which you can book a flight from Hartford to Simpson Bay (average of $459). Flying from Hartford to Simpson Bay in March is currently the most expensive (average of $652). 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.
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John F Kennedy Intl to Simpson Bay flights
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$425Average$616FlexibilityNo cancel feeOn-time62%
DeltaCheapest$474Average$657FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$484Average$700FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$619Average$740FlexibilityNo cancel feeOn-time69%

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