$110+ Cheap flights from Wisconsin to the Cayman Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Wisconsin to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Cayman Islands
Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.
Round-trip from | $316 (eDestinos) |
|---|---|
One-way from | $110 (Sun Country Air) |
Find flight deals from Wisconsin to Cayman Islands
Cheapest flights from Wisconsin to Cayman IslandsExplore the most affordable flight options available from Wisconsin to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Wisconsin to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This eDestinos deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Wisconsin to Cayman Islands within your budget
Customize your flight search to find flights from Wisconsin to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
MinneapolisGeorge Town
MSP - GCM
MSPGCM
Minneapolis St Paul
Sat 2/1
1:27 pm-7:03 pm
Nonstop4h 36m
George Town Owen Roberts Intl
Sat 2/8
8:05 pm-11:47 pm
Nonstop4h 42m
MinneapolisGeorge Town
MSP - GCM
MSPGCM
Minneapolis St Paul
Fri 2/28
9:05 am-2:35 pm
Nonstop4h 30m
George Town Owen Roberts Intl
Fri 3/7
3:55 pm-7:43 pm
Nonstop4h 48m
MinneapolisGeorge Town
MSP - GCM
MSPGCM
Minneapolis St Paul
Wed 2/19
6:01 am-3:00 pm
1 stop7h 59m
George Town Owen Roberts Intl
Wed 2/26
4:00 pm-11:26 pm
1 stop8h 26m
MinneapolisGeorge Town
MSP - GCM
MSPGCM
Minneapolis St Paul
Sat 2/8
1:27 pm-7:03 pm
Nonstop4h 36m
George Town Owen Roberts Intl
Thu 2/13
11:30 am-10:13 pm
1 stop11h 43m
MilwaukeeGeorge Town
MKE - GCM
MKEGCM
Milwaukee-Mitchell
Fri 4/4
6:15 am-11:50 am
1 stop5h 35m
George Town Owen Roberts Intl
Fri 4/11
12:45 pm-10:45 pm
1 stop10h 00m
MilwaukeeGeorge Town
MKE - GCM
MKEGCM
Milwaukee-Mitchell
Fri 4/4
5:30 pm-12:20 pm
2 stops18h 50m
George Town Owen Roberts Intl
Fri 4/11
1:35 pm-11:57 am
2 stops22h 22m
MadisonGeorge Town
MSN - GCM
MSNGCM
Madison Truax Field
Thu 5/15
7:14 am-1:00 pm
1 stop5h 46m
George Town Owen Roberts Intl
Wed 5/21
2:55 pm-9:12 pm
1 stop6h 17m
MilwaukeeGeorge Town
MKE - GCM
MKEGCM
Milwaukee-Mitchell
Sat 5/10
2:22 pm-10:56 am
2 stops20h 34m
George Town Owen Roberts Intl
Sat 5/17
12:45 pm-11:24 pm
1 stop10h 39m
MilwaukeeGeorge Town
MKE - GCM
MKEGCM
Milwaukee-Mitchell
Fri 2/7
6:00 am-2:35 pm
1 stop7h 35m
George Town Owen Roberts Intl
Tue 2/11
2:04 pm-11:53 pm
1 stop10h 49m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Fri 3/7
5:05 am-3:45 pm
1 stop9h 40m
George Town Owen Roberts Intl
Thu 3/20
11:30 am-7:44 am
2 stops20h 14m
Best time to book a flight from Wisconsin to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Wisconsin with our price prediction graph.
Travel insights for flights from Wisconsin to Cayman Islands
Get recent, data-driven insights about flights from Wisconsin to Cayman Islands including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Wisconsin to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from Wisconsin to Cayman Islands (average of $467). Flying from Wisconsin to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from WI to KY?
Find hourly flight availability from Wisconsin to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
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.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated January 21, 2025.
Get a feel of what it's like to fly with United Airlines, American Airlines and Air Canada from Wisconsin to Cayman Islands by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Crew
Food
Overall
Boarding
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Wisconsin to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Wisconsin to Cayman Islands
Discover the top 4 airlines that operate flights from Wisconsin to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$315 | Average$625 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$440 | Average$620 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$492 | Average$648 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$526 | Average$668 | FlexibilityNo cancel fee | On-time63% |