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Simpson Bay

$429+ Cheap flights from Rochester (ROC) 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.
ROC — SXM
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Rochester to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Rochester (ROC) 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 July 29, 2025.

Round-trip from

$429
(Flysmarter)

Popular in

November

Cheapest in

June

Average price

$713
From Rochester Greater Rochester Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 8% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Rochester to Simpson Bay

Cheapest flights from Rochester to Simpson Bay
Explore the most affordable flight options available from Rochester to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Flysmarter deal was found by Cheapflights users on 7/28. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:05 amROC - SXM
1 stop7h 10mJetBlue
Thu 9/112:35 pmSXM - ROC
1 stop9h 24mJetBlue
Deal found 7/28$429
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:30 amROC - SXM
1 stop8h 27mUnited Airlines
Sun 12/215:00 pmSXM - ROC
1 stop7h 27mUnited Airlines
Deal found 7/28$529
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 9/55:49 pmROC - SXM
2 stops19h 30mAmerican Airlines
Thu 9/112:20 pmSXM - ROC
2 stops21h 18mAmerican Airlines
Deal found 7/28$553
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/141:13 pmROC - SXM
3 stops24h 57mMultiple Airlines
Sun 12/2112:25 pmSXM - ROC
3 stops24h 48mMultiple Airlines
Deal found 7/28$937
This Kissandfly.com deal was found by Cheapflights users on 7/28. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/51:32 pmROC - SXM
2 stops22h 57mWinair
Thu 9/117:10 amSXM - ROC
3 stops16h 48mWinair
Deal found 7/28$1,005

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester 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 July 29, 2025.
Use the filters below to find and compare flights from Rochester to Simpson Bay that are best for you.

Fly from

Rochester

Fly to

Simpson Bay

Route

Depart

Return

Price

RochesterSimpson Bay

ROC - SXM

ROCSXM

Rochester Greater Rochester Intl

Fri 9/5

6:05 am-1:15 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Thu 9/11

2:35 pm-11:59 pm

1 stop9h 24m

$429

RochesterSimpson Bay

ROC - SXM

ROCSXM

Rochester Greater Rochester Intl

Sun 12/14

6:30 am-3:57 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Sun 12/21

5:00 pm-11:27 pm

1 stop7h 27m

$529

RochesterSimpson Bay

ROC - SXM

ROCSXM

Rochester Greater Rochester Intl

Fri 9/5

5:49 pm-1:19 pm

2 stops19h 30m

Simpson Bay Princess Juliana

Thu 9/11

2:20 pm-11:38 am

2 stops21h 18m

$553

RochesterSimpson Bay

ROC - SXM

ROCSXM

Rochester Greater Rochester Intl

Sun 12/14

1:13 pm-3:10 pm

3 stops24h 57m

Simpson Bay Princess Juliana

Sun 12/21

12:25 pm-12:13 pm

3 stops24h 48m

$937

RochesterSimpson Bay

ROC - SXM

ROCSXM

Rochester Greater Rochester Intl

Fri 9/5

1:32 pm-12:29 pm

2 stops22h 57m

Simpson Bay Princess Juliana

Thu 9/11

7:10 am-11:58 pm

3 stops16h 48m

$1,005

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Rochester to Simpson Bay

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

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

Currently, September is the cheapest month in which you can book a flight from Rochester to Simpson Bay (average of $459). Flying from Rochester to Simpson Bay in March is currently the most expensive (average of $654). 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 July 29, 2025.
See what other customers who have flown with United Airlines, JetBlue, and American Airlines from Rochester to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.3
Good
2,913 reviews
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

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

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

    Flying on JetBlue is currently your cheapest option to Simpson Bay, with prices starting at $429. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $529 and $553, respectively. JetBlue is currently priced 32% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rochester 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 Rochester to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Rochester to Simpson Bay (average of $459). Flying from Rochester to Simpson Bay in March is currently the most expensive (average of $654). 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

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Top 4 airlines flying from Rochester to Simpson Bay

Discover the top 4 airlines that operate flights from Rochester 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$416Average$594FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$424Average$700FlexibilityNo cancel feeOn-time62%
DeltaCheapest$499Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$532Average$699FlexibilityNo cancel feeOn-time71%

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