Users have found that booking a flight from Illinois to Grand Cayman at least 22 days early can save you up to 81% on average compared to booking a flight this week. If booking 22 days before your flight isn’t an option for you, users have found flights from Illinois to Grand Cayman for as little as $671 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $671 for flights departing within the next 3 days.
Our data shows that October tends to be the cheapest month to fly to Grand Cayman from Illinois. Users have commonly found prices around $577 for the month, but tickets can be as low as $380. Due to multiple factors, prepare for potentially higher prices in December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Grand Cayman as you normally would.
Fly from
Fly to
Budget
$458 - $589
Route
Depart
Return
Price
Chicago MidwayGeorge Town Owen Roberts Intl
MDW - GCM
MDWGCM
Chicago Midway
Do 6/6
1 stop21h 04m
George Town Owen Roberts Intl
Di 6/11
1 stop20h 01m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Do 9/26
1 stop12h 03m
George Town Owen Roberts Intl
Di 10/1
1 stop10h 26m
Lambert-St LouisGeorge Town Owen Roberts Intl
STL - GCM
STLGCM
Lambert-St Louis
So 9/22
1 stop5h 30m
George Town Owen Roberts Intl
Fr 9/27
1 stop7h 49m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
So 5/26
1 stop8h 35m
George Town Owen Roberts Intl
So 6/2
1 stop17h 06m
Lambert-St LouisGeorge Town Owen Roberts Intl
STL - GCM
STLGCM
Lambert-St Louis
Sa 8/31
2 stops17h 35m
George Town Owen Roberts Intl
Fr 9/13
1 stop6h 14m
Lambert-St LouisGeorge Town Owen Roberts Intl
STL - GCM
STLGCM
Lambert-St Louis
Sa 8/31
2 stops19h 22m
George Town Owen Roberts Intl
Fr 9/13
2 stops18h 21m
Chicago O'Hare IntlGeorge Town Owen Roberts Intl
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Mi 5/29
1 stop22h 35m
George Town Owen Roberts Intl
Do 6/6
1 stop18h 09m
Lambert-St LouisGeorge Town Owen Roberts Intl
STL - GCM
STLGCM
Lambert-St Louis
Mi 9/25
1 stop23h 39m
George Town Owen Roberts Intl
Fr 9/27
1 stop7h 49m
Lambert-St LouisGeorge Town Owen Roberts Intl
STL - GCM
STLGCM
Lambert-St Louis
Sa 6/29
1 stop7h 00m
George Town Owen Roberts Intl
Fr 7/5
2 stops23h 25m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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Cheapflights simply makes it quick and affordable to book flights from Illinois to Grand Cayman by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Certainly. Search results for flights to Grand Cayman from Illinois shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
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