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Airline Ticket Info?

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This question is for the frequent Flyer, so please help.

My husband and I booked a flight last year to Nevis, and went through American Airlines.
We were able to fly to Nevis without having to overnight in San Juan. Three weeks ago we were checking prices and found the same exact flights as last year, one day to Nevis no overnight. Now we went to book it and the flights were suddenly overnight, only, in San Juan. They for some reason changed the time on the Dallas/FortWorth to San Juan flight to a later time and it wouldn't arrive in time to make the Nevis connection. We were curious if in a month or two they would change the time back. You can currently get one day flights to Nevis and are availible all the way up to mid December, then after that they are not listed. They reappear in April. So the hang up is in the flight times, not being booked up. Do you think the flight times will be readjusted the closer we get to January(our intended travel) to make the flights one day to Nevis?

We were also curious when is the best time to get good prices on flights? We plan on going towards the end of Januray. Is best to book early or late for the best prices.
So far there are a ton of seats left on the flights we are looking at. Should we wait?

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