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Simpson Bay

$236+ Cheap flights from Roanoke (ROA) 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SXM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Roanoke to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Roanoke (ROA) 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

$562
(American Airlines)

One-way from

$236
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$564
From Roanoke to Simpson Bay Princess Juliana
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One-way flight from Roanoke to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 12% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% 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 Roanoke to Simpson Bay

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

This American Airlines deal was found by Cheapflights users on 9/9. 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 11/68:06 pmROA - SXM
2 stops17h 13mAmerican Airlines
Mon 11/105:24 pmSXM - ROA
2 stops21h 10mAmerican Airlines
Deal found 9/9$612

Cheapflights Fare Finder

 
Customize your flight search to find flights from Roanoke 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 Roanoke to Simpson Bay that are best for you.

Fly from

Roanoke

Fly to

Simpson Bay

Route

Depart

Return

Price

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

4:33 pm-1:55 pm

2 stops20h 22m

Simpson Bay Princess Juliana

Thu 2/12

5:20 pm-8:32 am

2 stops16h 12m

$562

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Thu 11/6

8:06 pm-2:19 pm

2 stops17h 13m

Simpson Bay Princess Juliana

Mon 11/10

5:24 pm-1:34 pm

2 stops21h 10m

$612

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sun 12/14

3:47 pm-3:10 pm

2 stops22h 23m

$236

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sun 12/14

6:01 pm-4:25 pm

2 stops21h 24m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Best time to book a flight from Roanoke to Simpson Bay

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

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

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

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.
Get a feel of what it's like to fly with American Airlines from Roanoke to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Overall

7.2

Entertainment

6.9

Comfort

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Roanoke 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 Roanoke to Simpson Bay?

    American Airlines can get you from Roanoke to Simpson Bay in just under 20h 22m. Your travel time can differ by up to . The distance from Roanoke to Simpson Bay is about 1678 mi.

  • What is the cheapest airline to fly from Roanoke to Simpson Bay round-trip?

    American Airlines, at $623, was found to be the cheapest airline from Roanoke to Simpson Bay.. You may be able to fly from Roanoke to Simpson Bay for 14% less than the average price by searching for this airline.

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

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

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

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

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

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

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

Discover the top airline that operate flights from Roanoke 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
American AirlinesCheapest$623Average$796FlexibilityNo cancel feeOn-time71%

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