$195 Find Cheap Flights from Grand Cayman to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 4/29. 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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Flight Deals

Cheap Flights from Grand Cayman to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Cayman to Boston 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 Grand Cayman to Boston

Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 10:15 am
GCM
-
BOS
17h 05m
2 stops
United Airlines Logo
6:00 am - 12:35 pm
BOS
-
GCM
7h 35m
1 stop
$284United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
1:50 pm - 9:25 am
GCM
-
BOS
18h 35m
1 stop
United Airlines Logo
7:05 am - 12:35 pm
BOS
-
GCM
6h 30m
1 stop
$293United Airlines
Tue, Apr 21 - Sun, Apr 26
United Airlines Logo
12:55 pm - 10:04 am
GCM
-
BOS
20h 09m
2 stops
United Airlines Logo
7:05 am - 1:35 pm
BOS
-
GCM
7h 30m
1 stop
$294United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 10:15 am
GCM
-
BOS
17h 05m
2 stops
United Airlines Logo
7:05 am - 12:35 pm
BOS
-
GCM
6h 30m
1 stop
$298United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 10:04 am
GCM
-
BOS
16h 54m
1 stop
United Airlines Logo
7:05 am - 12:35 pm
BOS
-
GCM
6h 30m
1 stop
$303United Airlines
Sat, Apr 18 - Sat, Apr 25
United Airlines Logo
4:10 pm - 11:59 pm
GCM
-
BOS
6h 49m
1 stop
United Airlines Logo
7:30 pm - 1:35 pm
BOS
-
GCM
19h 05m
2 stops
$308United Airlines
Tue, Apr 21 - Sun, Apr 26
United Airlines Logo
1:35 pm - 10:04 am
GCM
-
BOS
19h 29m
2 stops
United Airlines Logo
7:30 pm - 12:30 pm
BOS
-
GCM
18h 00m
2 stops
$373United Airlines
Sun, May 10 - Sun, May 17
United Airlines Logo
1:35 pm - 7:26 pm
GCM
-
BOS
28h 51m
2 stops
United Airlines Logo
5:45 am - 12:30 pm
BOS
-
GCM
31h 45m
2 stops
$452United Airlines
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
5:05 pm - 10:20 pm
GCM
-
BOS
4h 15mnonstop
Multiple Airlines Logo
10:45 am - 10:55 am
BOS
-
GCM
25h 10m
1 stop
$468Multiple Airlines
Sat, Apr 18 - Sat, Apr 25
JetBlue Logo
3:50 pm - 11:59 pm
GCM
-
BOS
7h 09m
1 stop
JetBlue Logo
12:20 pm - 3:40 pm
BOS
-
GCM
4h 20mnonstop
$481JetBlue
Useful Info

Good to know

Low seasonJuly
Cheapest flight$195
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 34% lower on average.
Flight from George Town to Boston

FAQs for booking flights from Grand Cayman to Boston

  • How does KAYAK find such low prices on flights from Grand Cayman to Boston?

    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 Grand Cayman to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Cayman to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Grand Cayman 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 Grand Cayman to Boston?

    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 Boston with an airline and back to Grand Cayman with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Cayman to Boston?

    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 Boston from Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Grand Cayman to Boston

 
Need help choosing which airline to fly with from Grand Cayman to Boston? 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.
7.2
JetBlueOverall score based on 2909 reviews
8.0Crew
6.6Food
7.4Boarding
7.5Comfort
7.2Entertainment
Airline reviews

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

8.0 ExcellentAnonymous, Mar 2026
PLS - BOS
Read more JetBlue reviews

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Delayed our flight to accommodate another flight but didn’t make the decision to do so until we were supposed to board despite having all the same information hours prior. Arrived so delayed that we didn’t get a gate and had to deplane on the tarmac and get bussed to terminal in the rain after 1am. Arrived to the terminal and due to construction could not get a ride share - had to either take the air train to Howard beach or stand in line with 200 other people waiting for a taxi.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

Arrived as recommended at 8:15 a.m. for an 1115 flight, that kept getting delayed delayed and delayed and then finally canceled. Instructed for the split flight to go to Fort Lauderdale, and then find our way from there back to New York. I don't think I will ever trust flying with JetBlue again. This was my second horrific experience and I am really angry.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Delays with no explanation. It could have been handled better.

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