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Simpson Bay

$637+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SXM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$637
(American Airlines)
Provider with most accurate pricing for Lexington Blue Grass-Simpson Bay Princess Juliana flight deals.
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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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Find flight deals from Lexington to Simpson Bay

Best flights from Lexington to Simpson Bay
Discover carefully curated flight deals from Lexington to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 1/177:23 pmLEX - SXM
1 stop17h 22mAmerican Airlines
Sat 1/242:03 pmSXM - LEX
1 stop10h 49mAmerican Airlines
Deal found 10/28$637
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 1/87:17 pmLEX - SXM
1 stop17h 28mAmerican Airlines
Mon 1/123:09 pmSXM - LEX
1 stop7h 19mAmerican Airlines
Deal found 10/28$637
This WestJet deal was found by Cheapflights users on 10/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:30 pmLEX - SXM
2 stops24h 47mWestJet
Thu 4/233:20 pmSXM - LEX
2 stops25h 50mWestJet
Deal found 10/28$3,469
This WestJet deal was found by Cheapflights users on 10/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:55 pmLEX - SXM
2 stops19h 19mWestJet
Thu 4/302:10 pmSXM - LEX
2 stops28h 44mWestJet
Deal found 10/28$3,518

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 October 30, 2025.
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

Sat 1/17

7:23 pm-1:45 pm

1 stop17h 22m

Simpson Bay Princess Juliana

Sat 1/24

2:03 pm-11:52 pm

1 stop10h 49m

$637

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Thu 1/8

7:17 pm-1:45 pm

1 stop17h 28m

Simpson Bay Princess Juliana

Mon 1/12

3:09 pm-9:28 pm

1 stop7h 19m

$637

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sat 4/18

1:30 pm-2:17 pm

2 stops24h 47m

Simpson Bay Princess Juliana

Thu 4/23

3:20 pm-5:10 pm

2 stops25h 50m

$3,469

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sat 4/25

5:55 pm-1:14 pm

2 stops19h 19m

Simpson Bay Princess Juliana

Thu 4/30

2:10 pm-6:54 pm

2 stops28h 44m

$3,518

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Lexington-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, April is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $421). Flying from Lexington to Simpson Bay in July is currently the most expensive (average of $579). 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 October 30, 2025.
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
11,030 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

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
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

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 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 17h 22m. 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 ($612), 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, April is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $421). Flying from Lexington to Simpson Bay in July is currently the most expensive (average of $579). 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 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$612Average$709FlexibilityNo cancel feeOn-time71%

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