Cheap flights from O'Hare Intl (ORD) to the Cayman Islands
How far in advance should I book a flight from Chicago O'Hare Intl Airport to Cayman Islands?
Travelers have found it’s best to book a flight 40 days in advance to save up to 48% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 40 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago O'Hare Intl Airport to Cayman Islands 1-2 weeks in advance for as low as $788, or $1,039 for flights within the next 24 hours.
What is the cheapest month to fly from Chicago O'Hare Intl Airport to Cayman Islands?
April is one of the best times of the year to fly to Cayman Islands from Chicago O'Hare Intl Airport. Prices for April average $653 per person but you can even find prices for as low as $474. The most expensive prices can be found in the month of November. Opting for a April flight can save you 25% on your journey compared to booking in November
When is the cheapest time to fly from Chicago O'Hare Intl Airport to Cayman Islands (ORD - KY)?
When flying from Chicago O'Hare Intl Airport 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.
Cheap flights from O'Hare Intl to Cayman Islands in February, March 2023
The best prices found for ORD to Cayman Islands flights for February, March
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
1 stop
29h 54mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
2 stops
19h 41mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
2 stops
20h 41mMultiple Airlines
O'Hare Intl to Cayman Islands 2023 flight deals
Cheap flights to Cayman Islands from O'Hare Intl found for this year
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
19h 40mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
1 stop
27h 11mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
19h 40mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
1 stop
27h 11mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
1 stop
29h 54mMultiple Airlines
Non-stop flights to Cayman Islands from O'Hare Intl
Save time with O'Hare Intl to Cayman Islands direct flight deals
Chicago O'Hare Intl
George Town Owen Roberts Intl
Nonstop
3h 59mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
Nonstop
4h 06mUnited Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
Nonstop
3h 59mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
Nonstop
4h 06mUnited Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
Nonstop
3h 59mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
Nonstop
4h 06mUnited Airlines
Last minute flights from O'Hare Intl to Cayman Islands
Late deals on return flights to Cayman Islands from O'Hare Intl, departing today and this week
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
2 stops
20h 51mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
1 stop
8h 58mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
18h 55mGeorge Town Owen Roberts Intl
Chicago O'Hare Intl
2 stops
20h 51mMultiple Airlines
One-way flights to Cayman Islands from O'Hare Intl
The cheapest one-way flights from O'Hare Intl to Cayman Islands
Chicago O'Hare Intl
George Town Owen Roberts Intl
2 stops
25h 58mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
19h 43mMultiple Airlines
Chicago O'Hare Intl
George Town Owen Roberts Intl
1 stop
19h 40mMultiple Airlines
Reviews of Airlines Servicing Cayman Islands
Crew
Comfort
Food
Overall
Boarding
Entertainment
Reviews
This company seems to have real labor issues. Many cancellations and delays due to crews not showing up.
Crew
Comfort
Food
Overall
Boarding
Entertainment
Reviews
This company seems to have real labor issues. Many cancellations and delays due to crews not showing up.
Related info for your journey
Useful info, stats and facts about O'Hare Intl to Cayman Islands flights.
Which airlines flying from Chicago O'Hare Intl to Cayman Islands have flexible cancellations due to COVID-19?
American Airlines, United Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.
Can I find flights from Chicago O'Hare Intl Airport to Cayman Islands for under $400 on Cheapflights?
Yes, there are multiple flights from Chicago O'Hare Intl Airport to Cayman Islands for under $400. The cheapest flight booked recently is on Multiple Airlines for just $393, but on average you can expect to pay $426.
Are there nonstop flights from Chicago O'Hare Intl Airport to Cayman Islands for under $600 on Cheapflights?
Cheapflights has at least 20 direct flights from Chicago O'Hare Intl Airport to Cayman Islands under $600. A good price for a nonstop flight from Chicago O'Hare Intl Airport to Cayman Islands is less than $1,070.
Are there last-minute flights available from Chicago O'Hare Intl Airport to Cayman Islands for under $600?
There are currently 20+ open flights from Chicago O'Hare Intl Airport to Cayman Islands within the next 7 days for less than $600.
What are the most popular airlines that fly from Chicago O'Hare Intl Airport to Cayman Islands?
Undisclosed Carrier, American Airlines and Alaska Airlines are the most popular airlines when flying from Chicago O'Hare Intl Airport to Cayman Islands.
What are the cheapest flights from Chicago O'Hare Intl Airport to Cayman Islands?
On average you can expect to pay $577 for a flight from Chicago O'Hare Intl Airport to Cayman Islands. The cheapest flight overall is $261 while the most popular route, (Chicago O'Hare Intl - George Town Owen Roberts Intl) is currently priced at $393.