$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 7/13. 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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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

Thu, May 28 - Thu, Jun 4
Delta Logo
1:19 pm - 1:28 am
GCM
-
BOS
11h 09m
1 stop
Delta Logo
5:35 am - 11:54 am
BOS
-
GCM
7h 19m
1 stop
$304Delta
Mon, Jun 22 - Wed, Jun 24
American Airlines Logo
5:12 pm - 12:59 am
GCM
-
BOS
6h 47m
1 stop
American Airlines Logo
4:46 pm - 11:30 am
BOS
-
GCM
19h 44m
1 stop
$305American Airlines
Thu, May 28 - Thu, Jun 4
American Airlines Logo
5:12 pm - 8:41 am
GCM
-
BOS
14h 29m
2 stops
American Airlines Logo
5:00 am - 4:11 pm
BOS
-
GCM
12h 11m
1 stop
$348American Airlines
Mon, Jun 22 - Wed, Jun 24
Air Canada Logo
12:25 pm - 9:50 am
GCM
-
BOS
20h 25m
2 stops
Air Canada Logo
10:50 am - 11:25 am
BOS
-
GCM
25h 35m
1 stop
$368Air Canada
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$376American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:03 pm - 11:01 am
BOS
-
GCM
17h 58m
1 stop
$377American Airlines
Mon, Jun 22 - Wed, Jun 24
Air Canada Logo
12:25 pm - 2:41 pm
GCM
-
BOS
25h 16m
2 stops
Air Canada Logo
5:45 am - 11:25 am
BOS
-
GCM
30h 40m
2 stops
$382Air Canada
Sun, Apr 26 - Wed, Apr 29
United Airlines Logo
2:45 pm - 12:46 pm
GCM
-
BOS
21h 01m
2 stops
United Airlines Logo
6:00 am - 12:45 pm
BOS
-
GCM
7h 45m
1 stop
$410United Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$421American Airlines
Sun, Jun 14 - Mon, Jul 6
American Airlines Logo
5:12 pm - 10:06 am
GCM
-
BOS
15h 54m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
BOS
-
GCM
11h 08m
2 stops
$423American Airlines
Useful Info

Good to know

Low seasonMay
Cheapest flight$195
Best time to beat the crowds but there is an average 11% increase 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 2936 reviews
7.5Comfort
7.2Entertainment
7.3Boarding
7.9Crew
6.6Food
Airline reviews

Entertainment and wifi were very sub-par - audio issues and no wifi

6.0 GoodClifton, Apr 2026
LAX - BOS
Read more JetBlue reviews

Entertainment and wifi were very sub-par - audio issues and no wifi

Disaster This is why I stick to delta You get what you pay for

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

The plane was very creaky and lots of ringing. Plane was dirty and dingy. I couldn't hear the captain's announcements from the flight deck. Not sure if it was the captain or the audio equipment, but good thing there wasn't an emergency where we needed clear instructions. The overhead compartments were clearly full, but the flight crew allowed people to stand in the back with their carry on luggage. Then after everyone boarded, they had to go to the front to gate check their luggage because there was no room for their bags and then they returned to their seats...such a waste of time when clearly the overhead compartments were full when they originally boarded.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

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