
Book Cheap Milwaukee to the Cayman Islands Plane Tickets
Recent round-trip flight deals from Milwaukee to the Cayman Islands
Price, demand and travel trends for Milwaukee to the Cayman Islands flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
What are the cheapest fares from Milwaukee to the Cayman Islands right now?
The cheapest fare from Milwaukee to the Cayman Islands in the last week was $416 round-trip, to George Town Owen Roberts Intl (GCM).
What’s the cheapest month to fly from Milwaukee to the Cayman Islands?
September is the cheapest time of year to fly, with average fares of $537. Prices are highest in June, when average flight costs increase to around $1,353.
Which airport in the Cayman Islands is the cheapest to fly to from Milwaukee?
All flights from Milwaukee to the Cayman Islands arrive at George Town Owen Roberts Intl (GCM). On average, round-trip fares are around $579.
What’s the cheapest day to fly from Milwaukee to the Cayman Islands?
Tuesday tends to be the cheapest day to fly from Milwaukee to the Cayman Islands, while Monday is the most expensive. Fares run about 49% higher that day, based on the past 12 months of KAYAK data.
What are the cheapest airlines to fly with from Milwaukee to the Cayman Islands?
Looking at KAYAK data from the last 12 months, the cheapest airlines to fly with from Milwaukee to the Cayman Islands are:
• Delta from $359
• United Airlines from $390
• Southwest from $419
• American Airlines from $470
What's the most popular airline to fly with from Milwaukee to the Cayman Islands?
Drawing on KAYAK data from the past three months, the most popular airlines to fly with from Milwaukee to the Cayman Islands are:
• Southwest
• Delta
• American Airlines
• United Airlines
What are the most popular flight destinations in the Cayman Islands?
George Town is the most popular flight destination in the Cayman Islands, based on KAYAK data from the past 3 months.
Key details for Milwaukee to the Cayman Islands flights
Low season | October |
|---|---|
High season | January |
Cheapest flight | $416 |
Your Milwaukee to the Cayman Islands flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Milwaukee to the Cayman Islands flights
Get tips on when to book, when to fly and what to know before your trip.Reviews of the top 4 airlines serving from Milwaukee to the Cayman Islands
Your computers were down and took a long time to check baggage
Your computers were down and took a long time to check baggage
Southwest has lost most of what made it special. The flight attendants all used to seem fun and like they were having fun. Now they seem just miserable. They do NOT seem happy to give you your pretzels and drinks. They stick it in your hand or on your tray like it's an annoyance. They bark safety instructions at you. It's not just this flight but the last few SW flights I've had to SNA and SAN as well and it's not just me. I've informally surveyed my colleagues (business and leisure travelers) and these feelings are consistent. The tickets are similarly priced to other carriers and the seat assignments make boarding slower. The free luggage and free ability to change flights is still a differentiator. You lose that and there's virtually nothing special left.
Flight attendant skipped about 6 rows for drink service. I got a side eye when I asked for a drink - like it was an inconvenience or my mistake. He shouldn't be on a flight if he doesn't like his job and doesn't have customer service first attitude.
The entire crew were wonderful but 1 flight attendant stood out with his sense of humor on the microphone. I told him as much as I exited the plane.
They did not fix the wifi that they knew was an issue on an earlier flight. The flight was filled with business people that were clearly frustrated not being able to work. That can’t happen on a 3 1/2 hour flight. Would rather have been delayed a bit.
The WiFi did not work three hours of productivity lost. 15 people from the firm were on the flight. Loss of revenue
Very rude stewardess; there was a senior citizen woman next to me who asked the stewardess for help getting her purse out of the overhead bin, and it was as though she asked the stewardess for $1M . . . . I was shocked how rude that stewardess was. The stewardess also refused to get the senior citizen woman a drink about half way thru the flight, telling her that we were almost landing . . . . that stewardess made my flight (and in particular the flight of the senior citizen next to me) very uncomfortable
Overall good experience...exception: very cold temp in teh cabin.
Flight time kept changing and so did the gate. It was very frustrating
We were headed for Florida and anxious to get there. Everything was absolutely the best. This is our first time with Southwest and it’s now our go to airline. Best ever.
Had to deplane 2 x due to problems with plane. Delayed over 6 hours ans was given a $12 food credit which barely oaud for anything and limited to wear incoukd redeem.
The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.
The Delta assistsed services were awesome for my aunt. So very helpful.
Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning
Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!
Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.
A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.
Pretty standard flight. Delta has a good selection of movies.
The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.
Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.
Flight attendants need to know their plane. Seated in first row yesterday. The seat had about a 1 inch recline that was not adjustable. I don't appreciate being awakened to raise a seat that can't go any further forward and such a small recline is either irrelevant or the plane needs to be repaired. Not the way to treat any customer and especially the ones who have paid that level of money for the seats.
The experience was good overall; however, my United Airlines Mileage Plus Account didn't reflect my flights to Houston from Newark. In essence, my mileage rewards points do not reflect my actual travel. This should be corrected.
Delayed - leaving, delayed getting to the gate at destination. What should have been a very easy flight and experience was not.
Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.
The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.
The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.
It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!
At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables
All good except paid for wifi that did not work
Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.
My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.
The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.
The flight could have actually taken place. Canceled flight and no option to rebook that day.
Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.
I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.
Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.
There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh
The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.
Our flight was changed from Madison to DC to Madison to Charlotte.
We were told we had no flights before our flight was continually delayed then cancelled.