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Simpson Bay

$590+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SXM
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
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 September 14, 2025.

Round-trip from

$590
(Delta)
From Lexington Blue Grass to Simpson Bay Princess Juliana
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Find 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 September 14, 2025.

This American Airlines deal was found by Cheapflights users on 9/12. 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 12/118:09 pmLEX - SXM
2 stops19h 16mAmerican Airlines
Sun 12/211:39 pmSXM - LEX
2 stops21h 51mAmerican Airlines
Deal found 9/12$665
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/44:41 pmLEX - SXM
2 stops20h 38mAmerican Airlines
Sat 10/114:24 pmSXM - LEX
2 stops18h 09mAmerican Airlines
Deal found 9/12$682
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/206:00 amLEX - SXM
1 stop7h 50mDelta
Sat 9/273:20 pmSXM - LEX
1 stop7h 06mDelta
Deal found 9/12$1,374
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:15 amLEX - SXM
1 stop6h 35mDelta
Sat 10/113:14 pmSXM - LEX
1 stop8h 50mDelta
Deal found 9/12$1,700

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 September 14, 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

Tue 1/6

7:10 am-2:56 pm

1 stop6h 46m

Simpson Bay Princess Juliana

Tue 1/13

1:45 pm-11:55 pm

1 stop11h 10m

$590

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Tue 1/6

3:50 pm-2:05 pm

2 stops21h 15m

Simpson Bay Princess Juliana

Tue 1/13

3:25 pm-11:57 pm

1 stop9h 32m

$610

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sat 1/17

8:18 pm-1:55 pm

1 stop16h 37m

Simpson Bay Princess Juliana

Sat 1/24

4:15 pm-10:36 am

2 stops19h 21m

$660

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Thu 12/11

8:09 pm-4:25 pm

2 stops19h 16m

Simpson Bay Princess Juliana

Sun 12/21

1:39 pm-10:30 am

2 stops21h 51m

$665

LexingtonSimpson Bay

LEX - SXM

LEXSXM

Lexington Blue Grass

Sat 10/4

4:41 pm-1:19 pm

2 stops20h 38m

Simpson Bay Princess Juliana

Sat 10/11

4:24 pm-10:33 am

2 stops18h 09m

$682

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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, September is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $459). Flying from Lexington 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 14, 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
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.4

Overall

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.4

Overall

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?

    Delta and American Airlines can get you from Lexington to Simpson Bay in just under 6h 46m. Your travel time can differ by up to 14h 29m. Lexington and Simpson Bay are separated by a distance of 1893 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, September is the cheapest month in which you can book a flight from Lexington to Simpson Bay (average of $459). Flying from Lexington 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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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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$612Average$709FlexibilityNo cancel feeOn-time71%

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