CLE - SXM

$152 Find Cheap Flights from Cleveland to Simpson Bay - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Simpson Bay departing on 8/31. 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

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Everything you should know

Cheapest round-trip
$377
Typical prices: $540-$811
Delta
Mon 9/21Thu 9/24
CLE - SXM • 1 stop
Cheapest one-way
$152
Delta
Mon 8/31
CLE - SXM • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Cleveland and Simpson Bay. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $517 (round-trip)
Shortest trip • 6h 33m (one-way)
Insights
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When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Cleveland to Simpson Bay (CLE-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cleveland 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 Cleveland to Simpson Bay

Mon, Sep 21 - Thu, Sep 24
Delta Logo
6:00 am - 1:53 pm
CLE
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 12:39 am
SXM
-
CLE
9h 21m
1 stop
$377Delta
Mon, Sep 21 - Fri, Sep 25
Delta Logo
6:00 am - 1:53 pm
CLE
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 12:39 am
SXM
-
CLE
9h 21m
1 stop
$377Delta
Mon, Dec 7 - Fri, Dec 18
Delta Logo
6:00 am - 2:45 pm
CLE
-
SXM
7h 45m
1 stop
Delta Logo
4:10 pm - 12:58 am
SXM
-
CLE
9h 48m
1 stop
$377Delta
Fri, Sep 18 - Fri, Sep 25
JetBlue Logo
7:00 am - 2:00 pm
CLE
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:32 pm
SXM
-
CLE
8h 27m
1 stop
$424JetBlue
Fri, Sep 18 - Fri, Sep 25
JetBlue Logo
7:00 am - 2:00 pm
CLE
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:32 pm
SXM
-
CLE
8h 27m
1 stop
$424JetBlue
Fri, Oct 16 - Sun, Oct 25
Air Canada Logo
7:00 pm - 5:00 pm
CLE
-
SXM
22h 00m
1 stop
Air Canada Logo
3:45 pm - 6:17 pm
SXM
-
CLE
26h 32m
1 stop
$424Air Canada
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
5:00 am - 1:42 pm
CLE
-
SXM
8h 42m
1 stop
American Airlines Logo
2:42 pm - 11:38 pm
SXM
-
CLE
8h 56m
1 stop
$427American Airlines
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
7:46 pm - 1:22 pm
CLE
-
SXM
17h 36m
2 stops
American Airlines Logo
2:42 pm - 8:56 am
SXM
-
CLE
18h 14m
2 stops
$432American Airlines
Mon, Dec 7 - Tue, Dec 15
United Airlines Logo
7:12 pm - 1:50 pm
CLE
-
SXM
17h 38m
1 stop
United Airlines Logo
2:52 pm - 11:58 am
SXM
-
CLE
22h 06m
1 stop
$436United Airlines
Mon, Dec 7 - Tue, Dec 15
United Airlines Logo
7:12 pm - 1:50 pm
CLE
-
SXM
17h 38m
1 stop
United Airlines Logo
2:52 pm - 11:58 am
SXM
-
CLE
22h 06m
1 stop
$490United Airlines
Booking Insights

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

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

How much is a round-trip flight from Cleveland to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cleveland to Simpson Bay departing in September.

Flight prices are below average for this route right now.

Flights to Simpson Bay from Cleveland usually cost between $483 and $781 in September.
The lowest price found in the past 5 days was $377 on Delta (Sep 21-Sep 24).

What is the cheapest month to fly from Cleveland to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cleveland to Simpson Bay is April, where tickets cost $499 (return) on average. On the other hand, the most expensive months are November and February, where the average cost of round-trip tickets is $751 and $729 respectively.

How far in advance should I book a flight from Cleveland to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cleveland to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cleveland to Simpson Bay, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low season

September

Cheapest flight

$152
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Cleveland to Simpson Bay

When to book flights from Cleveland to Simpson Bay

Are your dates flexible? Find out the best times to travel from Cleveland 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 Cleveland to Simpson Bay

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

    In the last 5 days, the lowest price for a flight from Cleveland to Simpson Bay was $152 for a one-way ticket and $377 for a round-trip.

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

    Yes, you'll most likely have to show a valid passport before boarding the plane in Cleveland and on arrival in Simpson Bay.

  • Which airports will I be using when flying from Cleveland to Simpson Bay?

    Cleveland and Simpson Bay are both served by 1 main airport. You will leave Cleveland from Cleveland Hopkins Intl and will be arriving at Simpson Bay Princess Juliana.

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

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

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

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Cleveland and Simpson Bay, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Cleveland to Simpson Bay, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Simpson Bay are Delta and United Airlines. With an average price for the route of $681 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $653 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Cleveland 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 Cleveland to Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Cleveland 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 Cleveland 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 Cleveland with another airline. Booking your flights between Cleveland 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 Cleveland 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 Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

Information on your arrival and departure airports