$230 Find Cheap Flights from Grand Cayman to Boston - Compare and Save

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 9/19. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
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

Mon, Aug 24 - Sun, Aug 30
Delta Logo
1:04 pm - 1:25 am
GCM
-
BOS
11h 21m
1 stop
Delta Logo
8:45 pm - 11:39 am
BOS
-
GCM
15h 54m
1 stop
$354Delta
Wed, Aug 12 - Fri, Aug 14
Delta Logo
1:04 pm - 11:41 pm
GCM
-
BOS
9h 37m
1 stop
Delta Logo
8:45 pm - 11:39 am
BOS
-
GCM
15h 54m
1 stop
$499Delta
Thu, Sep 3 - Tue, Sep 8
Delta Logo
1:04 pm - 1:25 am
GCM
-
BOS
11h 21m
1 stop
Delta Logo
5:30 am - 11:40 am
BOS
-
GCM
7h 10m
1 stop
$510Delta
Mon, Aug 31 - Sun, Sep 6
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
$531Air Canada
Wed, Aug 12 - Sun, Aug 16
Delta Logo
1:04 pm - 1:25 am
GCM
-
BOS
11h 21m
1 stop
Delta Logo
8:45 pm - 11:39 am
BOS
-
GCM
15h 54m
1 stop
$555Delta
Mon, Aug 24 - Sun, Aug 30
American Airlines Logo
12:30 pm - 10:26 pm
GCM
-
BOS
8h 56m
2 stops
American Airlines Logo
5:32 am - 1:10 pm
BOS
-
GCM
8h 38m
2 stops
$556American Airlines
Fri, Oct 16 - Mon, Oct 19
American Airlines Logo
12:00 pm - 11:40 pm
GCM
-
BOS
10h 40m
1 stop
American Airlines Logo
6:00 am - 1:10 pm
BOS
-
GCM
8h 10m
1 stop
$565American Airlines
Thu, Aug 6 - Mon, Aug 31
American Airlines Logo
12:00 pm - 9:30 pm
GCM
-
BOS
8h 30m
1 stop
American Airlines Logo
6:00 am - 1:10 pm
BOS
-
GCM
8h 10m
2 stops
$570American Airlines
Wed, Aug 12 - Wed, Sep 9
American Airlines Logo
2:10 pm - 7:19 am
GCM
-
BOS
16h 09m
2 stops
American Airlines Logo
5:40 am - 11:00 am
BOS
-
GCM
6h 20m
1 stop
$575American Airlines
Mon, Aug 24 - Sun, Aug 30
Air Canada Logo
12:25 pm - 10:38 pm
GCM
-
BOS
9h 13m
1 stop
Air Canada Logo
3:35 pm - 11:25 am
BOS
-
GCM
20h 50m
2 stops
$577Air Canada
Useful Info

Good to know

Low season

September

Cheapest flight

$230
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 37% 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 3 airlines serving 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.
7.8
DeltaOverall score based on 8488 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.8Comfort
7.2Food
Airline reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

2.0 MediocrePreeti, Jul 2026
MCI - BOS
Read more Delta reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

If you cant travel Delta One, Comfort Class is the next best thing!

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The tray table was broken and the food was terrible.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

Plane features were VERY old and outdated. footrest cushion was completely lose, plane felt dirty and a bit grimy. i was in business class. the lead flight attendant, Mary made a few announcements that didn't seem to put the cabin at ease (it didn't necessarily bother me, but could have bothered others). she said "the seat cushions aren't FDA approved, so you have to put them on after we take flight." everyone had already applied the seat cushions, and saying something isn't approved for flight may cause alarm. she also said at one point over the announcement ... "we can't get up because we are too afraid of the jet stream impacts" -- again, not helpful to those who are nervous fliers.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Very hard to beat a British Airways international flight…the crews are always so amazing! One flight attendant that really stood out was Emma…she was very personable and accommodating with any request we had!!

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

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.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Warwick
Hampton
Everett
Waltham
Wells
Middletown
Plymouth
Concord
Gloucester
Revere
Brookline
South Portland
Woburn
York Beach
Burlington
West Yarmouth
Danvers
Braintree
Somerville

Everything you need to know for your flight to Boston

Information on the airport you'll fly into in Boston