$151 Find Cheap Flights from Illinois 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 Illinois to the Cayman Islands.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

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 Illinois to the Cayman Islands with an airline and back with another airline.

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

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the Cayman Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $313.

Based on KAYAK data, the cheapest day to fly to the Cayman Islands is Sunday where round-trip tickets can be as cheap as $688. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,039 on average.

The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost $507 on average. Morning departures are around 41% 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 $713.

The cheapest ticket to the Cayman Islands from Illinois found in the last 72 hours was to George Town, at $645 round-trip. The most popular route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $645.

The cheapest month for flights from Illinois to the Cayman Islands is September, when tickets cost $468 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $886 and $845 respectively.

To get a below average price on the flight from Illinois to the Cayman Islands, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

An average nonstop flight from Illinois to the Cayman Islands takes 11h 25m, covering a distance of 1558 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) with an average flight time of 4h 04m.

Based on KAYAK flight searches, the most popular destination is George Town (99% of total searches to the Cayman Islands). The next most popular destination is Cayman Brac (1%).