Cheap flights from Boston to the Cayman Islands from $148
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to the Cayman Islands departing on 12/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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United Airlines flights from Boston to Cayman Islands
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American Airlines flights from Boston to Cayman Islands
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How to get the cheapest flight ticket from Boston to Cayman Islands
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Cayman Islands?
If you aren’t able to travel to Cayman Islands during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $409.
What is the cheapest day to depart on your flight to Cayman Islands?
Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $295. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $591.
What is the cheapest time of day to depart on your flight to Cayman Islands?
According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Boston to Cayman Islands in the afternoon for as low as $305. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $463 on average. Flights to Cayman Islands from Boston in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.
What is the cheapest Boston Logan Intl to Cayman Islands flight route?
Fly from Boston Logan Intl to George Town Owen Roberts Intl for the best Boston Logan Intl - Cayman Islands flight prices
How far in advance should I book a flight to Cayman Islands?
You are more likely to see cheaper flights to Cayman Islands from Boston when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $495 when searching 9 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Boston for as low as $393 on momondo.
What cabin class options are available on Boston Logan Intl to Cayman Islands flights?
There are 1 cabin classes available to choose from on Boston Logan Intl to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Boston Logan Intl to Cayman Islands?
United Airlines, American Airlines, and JetBlue are the most popular carriers operating from Boston Logan Intl to Cayman Islands
What airlines fly to Cayman Islands?
American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Cayman Islands from Boston according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 6 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.
Cheap Boston to Cayman Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Boston to Cayman Islands
When did momondo last update prices for flights from Boston Logan Intl Airport to Cayman Islands?
Prices for flights from Boston Logan Intl Airport to Cayman Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Boston Logan Intl Airport to Cayman Islands?
As of June 2025, there are 6 operators available to choose from for flights from Boston Logan Intl Airport to Cayman Islands.
How old do you have to be to fly from Boston Logan Intl Airport to Cayman Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Boston to Cayman Islands?
Based on momondo bookings for flights between Boston and Cayman Islands, the leading plane model is Airbus A320-100/200, making up 85.71% of the total bookings. Other popular models include Boeing 737-900 with 6.12%, Boeing 737 MAX 8 with 2.04%, and Airbus A321-100/200 with 2.04%.
Best airlines flying from Boston to Cayman Islands
Compare and see reviews for airlines that fly from Boston to Cayman Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $214 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $234 | Free Cancellation | Rating 7.1 9,531 reviews | |||
| PriceFrom $261 | Free Cancellation | Rating 7.3 2,925 reviews | |||
| PriceFrom $270 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $317 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $469 | Free Cancellation | Rating 8.0 4,287 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Boston to Cayman Islands?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cayman Islands from Boston.
Can I find flights from Boston to Cayman Islands with flexible booking policies on momondo?
Flights from Boston to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Boston to Cayman Islands?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cayman Islands from Boston.
I’m not ready to book a flight from Boston to Cayman Islands right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Cayman Islands from Boston. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.