Flights from Wisconsin to Cayman Islands lean towards being more expensive in June. Prices are generally better when you fly from Wisconsin to Cayman Islands in September, with the cheapest ticket starting at $345.
When flying from Wisconsin to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 43mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
1 stop
11h 00mMultiple Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 05mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
19h 39mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 43mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
22h 08mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 43mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
1 stop
11h 00mMultiple Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 05mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
19h 39mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 43mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
22h 08mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 05mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
19h 39mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 43mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
22h 08mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
16h 45mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
2 stops
22h 08mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
1 stop
7h 35mGeorge Town Owen Roberts Intl
Milwaukee-Mitchell
1 stop
8h 27mUnited Airlines
Madison Truax Field
George Town Owen Roberts Intl
2 stops
31h 10mGeorge Town Owen Roberts Intl
Madison Truax Field
2 stops
19h 22mUnited Airlines
Madison Truax Field
George Town Owen Roberts Intl
1 stop
5h 55mGeorge Town Owen Roberts Intl
Madison Truax Field
1 stop
20h 02mUnited Airlines
Madison Truax Field
George Town Owen Roberts Intl
2 stops
18h 37mGeorge Town Owen Roberts Intl
Madison Truax Field
2 stops
20h 14mAmerican Airlines
Madison Truax Field
George Town Owen Roberts Intl
1 stop
5h 54mGeorge Town Owen Roberts Intl
Madison Truax Field
1 stop
10h 20mDelta
Milwaukee-Mitchell
George Town Owen Roberts Intl
1 stop
5h 25mDelta
Milwaukee-Mitchell
George Town Owen Roberts Intl
2 stops
19h 58mAmerican Airlines
Milwaukee-Mitchell
George Town Owen Roberts Intl
1 stop
6h 35mAmerican Airlines
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Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Boarding
Comfort
Entertainment
Overall
Food
Crew
Reviews
Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Boarding
Comfort
Entertainment
Overall
Food
Crew
Reviews
Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Boarding
Comfort
Entertainment
Overall
Food
Crew
Reviews
Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Boarding
Comfort
Entertainment
Overall
Food
Crew
Reviews
Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Boarding
Comfort
Entertainment
Overall
Food
Crew
Reviews
Flight cancelled luggage door would not close. Had to call mechanic from different city. Missed connections. Difficult rescheduling. Had to fly next day.
Some of our airline partners flying from Wisconsin to Cayman Islands have new flexible policies in place due to COVID-19. American Airlines, Delta, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.
Yes, there are multiple flights from Wisconsin to Cayman Islands for under $400. The cheapest flight booked recently is on Multiple Airlines for just $371, but on average you can expect to pay $397.
There are currently 2+ open flights from Wisconsin to Cayman Islands within the next 7 days for less than $1,100.
For one-way options, check prices for Delta. According to our data, you can fly for as low as $145. Users have also found prices from $167 and $3,413 on American Airlines and British Airways, respectively.