LEX - SXM

$398 Find Cheap Flights from Lexington to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Lexington to Simpson Bay departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Lexington to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Lexington to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$553
American Airlines
Sat 5/9Sat 5/16
LEX - SXM • 2 stops
Cheapest one-way
$398
American Airlines
Thu 5/21
LEX - SXM • 2 stops
Top airlines
Cheapest • from $553 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Lexington and Simpson Bay. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $665 (round-trip)
Shortest trip • 6h 24m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Lexington to Simpson Bay (LEX-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Lexington to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Lexington to Simpson Bay

Sat, May 9 - Sat, May 16
American Airlines Logo
4:27 pm - 1:20 pm
LEX
-
SXM
20h 53m
2 stops
American Airlines Logo
3:32 pm - 10:46 pm
SXM
-
LEX
7h 14m
1 stop
$553American Airlines
Sun, Aug 23 - Sun, Aug 30
American Airlines Logo
8:17 pm - 1:27 pm
LEX
-
SXM
17h 10m
1 stop
American Airlines Logo
2:22 pm - 10:01 pm
SXM
-
LEX
7h 39m
1 stop
$561American Airlines
Sun, Aug 23 - Sun, Aug 30
American Airlines Logo
8:05 pm - 1:27 pm
LEX
-
SXM
17h 22m
2 stops
American Airlines Logo
4:09 pm - 12:52 pm
SXM
-
LEX
20h 43m
2 stops
$566American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:00 am - 1:11 pm
LEX
-
SXM
7h 11m
1 stop
American Airlines Logo
2:56 pm - 11:52 pm
SXM
-
LEX
8h 56m
1 stop
$583American Airlines
Sun, Aug 23 - Sun, Aug 30
American Airlines Logo
8:17 pm - 1:27 pm
LEX
-
SXM
17h 10m
1 stop
American Airlines Logo
2:22 pm - 11:55 pm
SXM
-
LEX
9h 33m
1 stop
$598American Airlines
Fri, Jun 26 - Thu, Jul 2
American Airlines Logo
5:40 am - 12:40 pm
LEX
-
SXM
7h 00m
1 stop
American Airlines Logo
2:51 pm - 11:59 pm
SXM
-
LEX
9h 08m
1 stop
$645American Airlines
Fri, Jun 26 - Thu, Jul 2
American Airlines Logo
6:53 pm - 1:22 pm
LEX
-
SXM
18h 29m
2 stops
American Airlines Logo
2:51 pm - 10:42 am
SXM
-
LEX
19h 51m
2 stops
$650American Airlines
Mon, Apr 27 - Mon, May 4
American Airlines Logo
7:11 am - 1:21 pm
LEX
-
SXM
6h 10m
1 stop
American Airlines Logo
12:41 pm - 10:31 am
SXM
-
LEX
21h 50m
2 stops
$674American Airlines
Mon, Apr 27 - Mon, May 4
American Airlines Logo
5:51 pm - 1:21 pm
LEX
-
SXM
19h 30m
1 stop
American Airlines Logo
2:24 pm - 10:46 pm
SXM
-
LEX
8h 22m
1 stop
$741American Airlines
Sun, May 31 - Wed, Jun 3
United Airlines Logo
9:00 am - 12:33 pm
LEX
-
SXM
27h 33m
2 stops
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
LEX
32h 09m
2 stops
$780United Airlines
Booking Insights

KAYAK's insights & trends for Lexington to Simpson Bay flights

Get data-powered insights and trends into flights from Lexington to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Lexington to Simpson Bay?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Lexington to Simpson Bay were found on American Airlines ($553) and United Airlines ($780).

Good to know

Cheapest flight$398
Flight from Lexington to Simpson Bay

When to book flights from Lexington to Simpson Bay

Are your dates flexible? Find out the best times to travel from Lexington to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Lexington to Simpson Bay

  • What is the cheapest flight from Lexington to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Lexington to Simpson Bay was $398 for a one-way ticket and $553 for a round-trip.

  • Do I need a passport to fly between Lexington and Simpson Bay?

    Yes, you’ll need a passport to travel to Simpson Bay from Lexington.

  • Which aircraft models fly most regularly from Lexington to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Lexington to Simpson Bay?

    oneworld is the only airline alliance operating flights between Lexington and Simpson Bay.

  • How does KAYAK find such low prices on flights from Lexington to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Lexington to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Lexington to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Lexington is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Lexington to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Lexington with another airline. Booking your flights between Lexington and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Lexington to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Lexington up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Lexington to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Lexington to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Lexington to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11468 reviews
7.9Crew
7.2Comfort
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

2.0 MediocreMarianne, Mar 2026
DFW - ORD
Read more American Airlines reviews

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Everything you need to know for your flight from Lexington to Simpson Bay

Information on your arrival and departure airports