Travelers have found it’s best to book a flight 34 days in advance to save up to 50% 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 34 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 $655, or $655 for flights within the next 24 hours.
January is one of the best times of the year to fly to Cayman Islands from Chicago O'Hare Intl Airport. Prices for January average $629 per person but you can even find prices for as low as $230. The most expensive prices can be found in the month of December. Opting for a January flight can save you 41% on your journey compared to booking in December
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.
Fly from
Fly to
Budget
$406 - $603
Route
Depart
Return
Price
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Tue 5/14
1 stop18h 55m
George Town Owen Roberts Intl
Tue 5/21
1 stop21h 15m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Tue 5/14
1 stop18h 55m
George Town Owen Roberts Intl
Tue 5/21
2 stops11h 59m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Tue 5/14
1 stop18h 55m
George Town Owen Roberts Intl
Wed 5/22
1 stop7h 07m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Wed 5/15
1 stop24h 05m
George Town Owen Roberts Intl
Tue 5/21
2 stops11h 59m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Wed 5/15
1 stop27h 35m
George Town Owen Roberts Intl
Thu 5/23
1 stop18h 09m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Thu 7/25
1 stop8h 35m
George Town Owen Roberts Intl
Thu 8/8
1 stop18h 09m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Wed 8/14
1 stop7h 36m
George Town Owen Roberts Intl
Tue 8/20
2 stops10h 16m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Mon 6/24
1 stop16h 45m
George Town Owen Roberts Intl
Sun 6/30
Nonstop4h 10m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Sat 6/29
1 stop5h 31m
George Town Owen Roberts Intl
Fri 7/5
1 stop11h 04m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
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