$333 Find Cheap Flights from Portland to Grand Cayman - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Portland to Grand Cayman

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
George Town
6h 30m2 stops
from $375per person
Booking Insights

KAYAK's insights & trends for Portland to Grand Cayman flights

Get data-powered insights and trends into flights from Portland to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Portland to Grand Cayman?

No, with an average price for the route of $404, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Portland to Grand Cayman?

The cheapest month for flights from Portland to Grand Cayman is July, when tickets cost $0 (return) on average. On the other hand, the most expensive months are April and August, when the average cost of round-trip tickets is $742 and $742 respectively.

Good to know

Low season

June

Cheapest flight

$333
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Portland to George Town

FAQs - booking Grand Cayman flights

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

    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 Portland to Grand Cayman.

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

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

    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 from Portland to Grand Cayman with an airline and back with another airline.

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

    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 from Portland to 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 Portland to Grand Cayman

 
Need help choosing which airline to fly with from Portland to Grand Cayman? 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 8592 reviews
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
7.8Comfort
Airline reviews

It was delayed over an hour and a lot of announcements disrupting movie.

2.0 MediocreJaveon, Sep 2026
Read more Delta reviews

It was delayed over an hour and a lot of announcements disrupting movie.

My flight experience was generally good, but the boarding process was stressful. I was pulled out of line at the gate during the photo ID check, and after being cleared, I was never given an explanation for the delay despite asking for clarification. This lack of communication was the only downside to an otherwise smooth trip.

I didn't use the onboard amenities, so it is difficult to comment on those services. Otherwise, the flight from Nashville to Toronto was quite crowded, but the boarding process and the flight itself were perfectly fine.

Seats were old and very uncomfortable. Coach seating is way too tight

WiFi was a major problem and if it does not work on a 4 hour flight then that lowers the overall experience

The wifi was barely operable. just enough to charge me, not enough to be useful. I wasted 2 hours of time I could have been working. So now, I' have two hours of work this weekend to catch up on thanks to Delta's crappy technology. Plus I'm out the money!

got ahead of the schedule, nothing else to like. crew management of boarding when overhead bag space was virtually gone in the midst of their priority zone 3 should have been better. but they absolutely did not care. ryanair crew is better than this!

It’s a 3 hour flight with no entertainment and no WiFi due to Delta using old planes on this route and food is cold. Today we were told no potable water on the flight to even make coffee or tea. Ridiculous service in this direct route for business travelers and non business travelers

The crew was excellent but the entertainment did not work. The 3mm jack for the headphones was faulty and no sound was available for entertainment.

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

I enjoyed it, again I believe air Canada has better seating options and better drink options

Plane congestion resulted in a 1 hr wait from landing to arrival at the gate. This was in addition to also experiencing extreme delays on my incoming flight.

Delayed too much. 1.5 hrs in the airport and another 1 hr in the runway. Got too late in the night. There was no proper food available.

awesome team work seen since on board till off plane in my destination. thanks you so much.

Job well done, being treated for good and helping a lot . thanks you so much till will meet against.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

Both my flight where delayed Had 25min to make it to my transfer flight

I just got back from a trip with 3 flights each way. The flights were good and we were happy with out experience. There was one steward on our first flight that was harsh and grump with passengers. It did not leave a good impression. All of the other flight crews were great on the other five flights.

They changed my flight 5 hours before it took off and changed my connecting airport messing up my entire 1st day in Japan.

We had a 1 hour delay due to mechanical issues, then another hour, then 2, and eventually it was an 8 hour delay. The airport staff was confused about gate changes, as they were not getting good communication. They were trying, but we changed gates 5 times in one hour!

Seats are uncomfortable and my impressive barely 5’10” frame meant my knees were touching the seat in front of me. My 5’3” sweetheart found the seats equally uncomfortable The crew were transactional. The food edible. The entertainment manageable. The boarding process efficient. The experience okay.

Flight was 2 hr late but at least I was upgraded to first class

I am absolutely furious with American. they shut the door in my face when I was trying to board the flight and kicked me off of it. They made no attempt to call my name or contact me or anything. They just said they gave my seat away. The customer service response has been atrocious. I will never fly this airline again as long as I live.

Both directions of our trip were befuddled by massive delays, one of which led to our connecting flight being grounded mid air due to storms that we’d have missed if we were on time. The other our originating flight was delayed repeatedly until it arrived at our connecting airport later than our final leg was even supposed to have arrived. American cannot seem to manage rebooking s for a family party… both directions we had to come up with a plan to get to Boston stay overnight only one night each direction was covered by the airline -and take a bus to or from our destination. Missed an entire leg of our trip, hotel cancellation fees, expensive stay in Boston and bus ticket expenses are unlikely to be comped and the meal vouchers are worthless.

My flight was 4 hours delayed on departure at 6a causing me to miss my connection at DCA. I had to scramble to find a seat home on a later flight and instead of an exit seat, I was in row 30 on a flight getting me home 5 hours later than planned. The AA team on the ground did a fine job. AA continues to run the airline like the passengers are cargo.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Flight left more than 5 hours late. American's policy did not allow flight to be fueled or bags to be loaded due to intermittent lightning. We were on the plane for hours before having to deplane. They then changed the departure time to an earlier than expected time. We re-boarded and had to wait another 1.5 hours on the plane before it finally took off. Flight crew did not serve any food or drinks while airborne.

Flight was delayed after boarding and no idea when it would take off. Crew in Portland did arrange for transport to Boston for a different set of flights to my destination.

Seats are so close together. Middle seats should be discounted.

More options for your flight to Grand Cayman

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