Cheap flights from Milwaukee to the Cayman Islands from $538
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to the Cayman Islands departing on 8/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Milwaukee to Cayman Islands
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Cayman Islands?
If you aren’t able to travel to Cayman Islands during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $535.
What is the cheapest day to depart on your flight to Cayman Islands?
Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $526. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $742.
What is the cheapest time of day to depart on your flight to Cayman Islands?
According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Milwaukee to Cayman Islands in the afternoon for as low as $558. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $612 on average. Flights to Cayman Islands from Milwaukee in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.
How far in advance should I book a flight to Cayman Islands?
You are more likely to see cheaper flights to Cayman Islands from Milwaukee when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $611 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Milwaukee for as low as $519 on momondo.
Cheap Milwaukee to Cayman Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Cayman Islands
When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Cayman Islands?
Prices for flights from Milwaukee-Mitchell Airport to Cayman Islands were last updated today.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Cayman Islands?
As of June 2025, there are 4 operators available to choose from for flights from Milwaukee-Mitchell Airport to Cayman Islands.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Cayman Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Best airlines flying from Milwaukee to Cayman Islands
Compare and see reviews for airlines that fly from Milwaukee to Cayman Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $273 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $310 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $486 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $526 | Free Cancellation | Rating 8.0 4,287 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Milwaukee to Cayman Islands?
It is quick and easy to find Milwaukee to Cayman Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cayman Islands that suits you.
Can I find flights from Milwaukee to Cayman Islands with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Cayman Islands from Milwaukee with this policy.
How can momondo help me find flights from Milwaukee to Cayman Islands?
Once you have performed a search for Milwaukee to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Milwaukee to Cayman Islands right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Cayman Islands from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.