$176 Find Cheap Flights from Wisconsin to the Cayman Islands

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1 adult, Economy

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$176
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago O'Hare Airport to George Town

FAQs for booking flights from Wisconsin to the Cayman Islands

  • How does KAYAK find such low prices on flights from Wisconsin to the Cayman Islands?

    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 Wisconsin to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Wisconsin to the Cayman Islands 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 Wisconsin to the Cayman Islands?

    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 Wisconsin to the Cayman Islands 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 Wisconsin to the Cayman Islands?

    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 Wisconsin to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to the Cayman Islands?

    Based on KAYAK data, the cheapest day to fly to the Cayman Islands is Tuesday where round-trip tickets can be as cheap as $526. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $742 on average.

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

    The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost $558 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $612.

  • What is the cheapest month to fly from Wisconsin to the Cayman Islands?

    The cheapest month for flights from Wisconsin to the Cayman Islands is August, when tickets cost $533 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $740 and $704 respectively.

  • How far in advance should I book a flight from Wisconsin to the Cayman Islands?

    To get a below average price on the flight from Wisconsin to the Cayman Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

  • How long is the flight to the Cayman Islands?

    An average nonstop flight from Wisconsin to the Cayman Islands takes 12h 12m, covering a distance of 1700 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) with an average flight time of 3h 46m.

  • What is the most popular destination in the Cayman Islands?

    Based on KAYAK flight searches, the most popular destination is George Town (100% of total searches to the Cayman Islands).

Book cheap flights from Wisconsin to the Cayman Islands

Recent round-trip flight deals

7/1Tue
1 stop
26h 27mORD-GCM
7/8Tue
1 stop
28h 41mGCM-ORD
$485
7/29Tue
1 stop
8h 01mORD-GCM
8/5Tue
1 stop
28h 41mGCM-ORD
$490
11/1Sat
1 stopAmerican Airlines
15h 15mORD-GCM
11/5Wed
1 stopAmerican Airlines
8h 55mGCM-ORD
$520
12/6Sat
1 stopAmerican Airlines
16h 01mORD-GCM
12/13Sat
nonstopAmerican Airlines
4h 10mGCM-ORD
$535
10/12Sun
1 stopDelta
5h 42mORD-GCM
10/19Sun
1 stopDelta
10h 51mGCM-ORD
$545
7/4Fri
1 stopUnited Airlines
25h 20mMKE-GCM
7/15Tue
1 stopUnited Airlines
7h 39mGCM-MKE
$582
8/23Sat
1 stopDelta
5h 52mORD-GCM
8/28Thu
1 stopDelta
9h 47mGCM-ORD
$595
11/29Sat
2 stopsAir Canada
19h 45mORD-GCM
12/4Thu
2 stopsAir Canada
22h 04mGCM-ORD
$609
7/12Sat
nonstopUnited Airlines
4h 04mORD-GCM
7/19Sat
nonstopUnited Airlines
4h 22mGCM-ORD
$690
8/26Tue
2 stopsAir Canada
41h 49mORD-GCM
9/1Mon
1 stopAir Canada
26h 14mGCM-ORD
$696

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Recent one-way flight deals

7/1Tue
1 stop
26h 27mORD-GCM
$176
7/1Tue
2 stops
10h 19mORD-GCM
$205
8/4Mon
1 stopSouthwest
5h 50mORD-GCM
$208
7/18Fri
2 stopsSouthwest
14h 05mMSP-GCM
$241
11/15Sat
1 stopAir Canada
14h 55mORD-GCM
$264
11/15Sat
2 stopsAir Canada
19h 45mORD-GCM
$284
7/29Tue
1 stopAmerican Airlines
8h 29mORD-GCM
$291
11/15Sat
nonstopAmerican Airlines
3h 46mORD-GCM
$313
6/27Fri
1 stopUnited Airlines
17h 45mORD-GCM
$493
7/29Tue
3 stopsUnited Airlines
20h 10mORD-GCM
$1,822

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Last minute flights from Wisconsin to the Cayman Islands

Last minute flight, train and bus deals

6/21Sat
multi-stop
8h 38mORD-GCM
6/28Sat
multi-stop
9h 54mGCM-ORD
$684
6/21Sat
multi-stop
30h 37mORD-GCM
6/28Sat
multi-stop
9h 54mGCM-ORD
$696
6/20Fri
multi-stop
7h 37mORD-GCM
6/25Wed
multi-stop
10h 26mGCM-ORD
$699
6/20Fri
multi-stop
26h 15mORD-GCM
6/25Wed
multi-stop
10h 26mGCM-ORD
$701
6/19Thu
multi-stopSouthwest
5h 50mORD-GCM
6/21Sat
multi-stopSouthwest
8h 25mGCM-ORD
$736
6/19Thu
multi-stopSouthwest
21h 00mORD-GCM
6/21Sat
multi-stopSouthwest
8h 25mGCM-ORD
$740
6/21Sat
multi-stopAmerican Airlines
16h 50mORD-GCM
6/28Sat
multi-stopAmerican Airlines
15h 55mGCM-ORD
$900
6/21Sat
multi-stopAmerican Airlines
8h 46mORD-GCM
6/28Sat
multi-stopAmerican Airlines
15h 55mGCM-ORD
$929
6/21Sat
multi-stopUnited Airlines
16h 55mORD-GCM
6/28Sat
nonstopUnited Airlines
4h 22mGCM-ORD
$960
6/21Sat
multi-stopUnited Airlines
19h 12mMSP-GCM
6/28Sat
multi-stopUnited Airlines
16h 09mGCM-MSP
$1,060

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Everything you need to know for your flight to the Cayman Islands

Cabin class types available on flights to Wisconsin

Cabin classes available on flights to Wisconsin. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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