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Simpson Bay

$633+ Cheap flights from Lexington (LEX) 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SXM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Lexington to Simpson Bay

Cheapest flights from Lexington to Simpson Bay
Explore the most affordable flight options available from Lexington to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 5/106:00 am
LEX
-
SXM
1 stop7h 21m
American Airlines
Fri 5/152:24 pm
SXM
-
LEX
1 stop8h 22m
American Airlines
Deal found 1/27$633
This American Airlines deal was found by Cheapflights users on 1/26. 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 4/106:00 am
LEX
-
SXM
1 stop7h 21m
American Airlines
Fri 4/172:24 pm
SXM
-
LEX
1 stop9h 32m
American Airlines
Deal found 1/26$640
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/94:15 pm
LEX
-
SXM
2 stops19h 22m
American Airlines
Sat 5/162:56 pm
SXM
-
LEX
2 stops20h 02m
American Airlines
Deal found 1/27$645

Find flight deals from Lexington to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Lexington (LEX) 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$633
(American Airlines)
Provider with most accurate pricing for Lexington Blue Grass-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lexington Blue Grass-Simpson Bay Princess Juliana flights.
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From Lexington Blue Grass to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Lexington 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 January 28, 2026.
Use the filters below to find and compare flights from Lexington to Simpson Bay that are best for you.

Fly from

Lexington

Fly to

Simpson Bay

Route

Depart

Return

Price

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sun 5/10

6:00 am-1:21 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Fri 5/15

2:24 pm-10:46 pm

1 stop8h 22m

$633

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Fri 4/10

6:00 am-1:21 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Fri 4/17

2:24 pm-11:56 pm

1 stop9h 32m

$640

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sat 5/9

4:27 pm-1:21 pm

2 stops20h 54m

Simpson Bay Princess Juliana

Sat 5/16

2:56 pm-11:52 pm

1 stop8h 56m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Compare providers for flights from Lexington 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 Lexington to Simpson Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 Lexington-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Lexington-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Lexington-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Lexington-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 Lexington-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 Lexington to Simpson Bay

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

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

Currently, March is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $376). Flying from Lexington to Simpson Bay in May is currently the most expensive (average of $655). 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 January 28, 2026.
Peruse reviews from past customers who have flown with American Airlines from Lexington to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,201 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,201 reviews
American Airlines
7.2
Good
11,201 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

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

    American Airlines can get you from Lexington to Simpson Bay in just under 7h 21m. Your travel time can differ by up to . Lexington and Simpson Bay are separated by a distance of 1893 mi.

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

    According to our current data, American Airlines ($587), offers the cheapest pricing from Lexington to Simpson Bay.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $376). Flying from Lexington to Simpson Bay in May is currently the most expensive (average of $655). 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 Lexington to Simpson Bay

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Top airline flying from Lexington to Simpson Bay

Discover the top airline that operate flights from Lexington 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$587Average$673FlexibilityNo cancel feeOn-time71%

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