$190 Find Cheap Flights from Portland to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Grand Cayman departing on 1/28. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Grand Cayman, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Portland to Grand Cayman Plane Tickets

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

Mon, Jan 19 - Fri, Jan 23
Air Canada Logo
7:00 pm - 12:25 pmPDX-GCM
14h 25m2 stops
Air Canada Logo
1:30 pm - 2:40 pmGCM-PDX
28h 10m2 stops
$547Air Canada
Find Deal
Mon, Jan 19 - Fri, Jan 23
Multiple Airlines Logo
7:00 am - 9:15 pmPDX-GCM
11h 15m1 stop
Multiple Airlines Logo
1:30 pm - 2:40 pmGCM-PDX
28h 10m2 stops
$565Multiple Airlines
Find Deal
Thu, Mar 26 - Fri, Apr 3
Air Canada Logo
7:00 pm - 11:25 amPDX-GCM
14h 25m2 stops
Air Canada Logo
12:30 pm - 2:40 pmGCM-PDX
28h 10m2 stops
$631Air Canada
Find Deal
Thu, Mar 26 - Fri, Apr 3
Multiple Airlines Logo
7:00 am - 9:15 pmPDX-GCM
12h 15m1 stop
Multiple Airlines Logo
12:30 pm - 2:40 pmGCM-PDX
28h 10m2 stops
$634Multiple Airlines
Find Deal
Thu, Mar 26 - Fri, Apr 3
Multiple Airlines Logo
9:50 am - 1:00 pmPDX-GCM
25h 10m3 stops
Multiple Airlines Logo
12:30 pm - 2:40 pmGCM-PDX
28h 10m2 stops
$665Multiple Airlines
Find Deal
Thu, Jan 22 - Sat, Jan 31
Delta Logo
12:40 am - 2:40 pmPDX-GCM
11h 00m1 stop
Delta Logo
3:25 pm - 10:15 pmGCM-PDX
9h 50m1 stop
$666Delta
Find Deal
Fri, Jan 23 - Sat, Jan 31
Delta Logo
5:15 pm - 12:50 pmPDX-GCM
16h 35m2 stops
Delta Logo
2:05 pm - 10:15 pmGCM-PDX
11h 10m1 stop
$671Delta
Find Deal
Mon, Jan 19 - Fri, Jan 23
Air Canada Logo
7:00 pm - 12:25 pmPDX-GCM
14h 25m2 stops
Air Canada Logo
1:30 pm - 2:40 pmGCM-PDX
28h 10m3 stops
$687Air Canada
Find Deal
Sun, Apr 5 - Sat, Apr 11
United Airlines Logo
11:59 pm - 12:45 pmPDX-GCM
10h 46m1 stop
United Airlines Logo
1:35 pm - 9:48 amGCM-PDX
22h 13m2 stops
$793United Airlines
Find Deal
Thu, Dec 25 - Thu, Jan 1
United Airlines Logo
7:30 am - 4:00 pmPDX-GCM
29h 30m2 stops
United Airlines Logo
5:45 pm - 9:07 pmGCM-PDX
30h 22m2 stops
$846United Airlines
Find Deal
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?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $364, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Grand Cayman is January, when tickets cost $596 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $958 and $932 respectively.

Good to know

Low seasonJanuary
Cheapest flight$190
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 4% increase in price.
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.

  • What is the cheapest time of day to fly to Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the evening, when round-trip flights cost $557 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Grand Cayman is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $833.

Reviews of the top airlines flying from Portland to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Portland to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.4
United AirlinesOverall score based on 9057 reviews
7.1Entertainment
7.7Boarding
6.6Food
7.3Comfort
8.1Crew
Airline reviews

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

6.0 GoodAnonymous, Nov 2025IAH - MEX
Read more United Airlines reviews

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

from SFO-> FRA flight, AVML meal was significantly less compared to regular meal, especially no Desert, no Bread, no sides.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

This was an older airplane. The cabin was constantly warm to hot throughout the 10 hour flight and there were no vents to personalize air flow. Also since it was an older plane, the material and comfort of the chairs were very uncomfortable. I left my flight with major soreness on my tailbone.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Even though we were delayed, we were able to make our connection

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports