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Simpson Bay

$564+ Cheap flights from New Haven (HVN) 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — SXM
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from New Haven to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) 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 septiembre 11, 2025.

Round-trip from

$564
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$396
From Tweed-New Haven to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 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 New Haven to Simpson Bay

Cheapest flights from New Haven to Simpson Bay
Explore the most affordable flight options available from New Haven to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/264:25 pmHVN - SXM
2 stops21h 35mMultiple Airlines
dom. 11/212:25 pmSXM - HVN
3 stops26h 27mMultiple Airlines
Deal found 9/11$564

Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven 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 septiembre 11, 2025.
Use the filters below to find and compare flights from New Haven to Simpson Bay that are best for you.

Fly from

New Haven

Fly to

Simpson Bay

Route

Depart

Return

Price

New HavenSimpson Bay

HVN - SXM

HVNSXM

Tweed-New Haven

dom. 10/26

4:25 pm-2:00 pm

2 stops21h 35m

Simpson Bay Princess Juliana

dom. 11/2

12:25 pm-1:52 pm

3 stops26h 27m

$564

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Best time to book a flight from New Haven to Simpson Bay

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

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

Currently, September is the cheapest month in which you can book a flight from New Haven to Simpson Bay (average of $459). Flying from New Haven 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.

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from New Haven 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 New Haven to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from New Haven to Simpson Bay (average of $459). Flying from New Haven 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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