Due to multiple factors, expect to potentially pay more when booking in September. For low rates, May can be a great choice for travel to St Kitts. Flights to St Kitts from Oakland, California in May are about $926 on average during May, but can be found for as low as $618.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to St Kitts as you normally would.
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