Fly from
Fly to
Route
Depart
Return
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 11/1
7:20 pm-12:35 pm
2 stops17h 15m
George Town Owen Roberts Intl
Tue 11/4
1:30 pm-7:30 pm
1 stop7h 00m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Mon 12/15
6:00 am-12:35 pm
1 stop5h 35m
George Town Owen Roberts Intl
Fri 12/19
1:50 pm-11:32 pm
1 stop10h 42m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 11/1
7:20 pm-12:35 pm
2 stops17h 15m
George Town Owen Roberts Intl
Tue 11/4
1:30 pm-5:05 am
2 stops16h 35m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Mon 12/15
8:20 pm-12:35 pm
2 stops15h 15m
George Town Owen Roberts Intl
Fri 12/19
1:30 pm-9:45 pm
2 stops9h 15m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Mon 10/27
6:00 am-11:35 am
1 stop5h 35m
George Town Owen Roberts Intl
Sat 11/1
1:05 pm-10:14 pm
1 stop9h 09m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Fri 1/23
5:00 am-12:55 pm
1 stop6h 55m
George Town Owen Roberts Intl
Wed 1/28
1:50 pm-9:00 pm
1 stop8h 10m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Mon 10/27
12:17 pm-4:05 pm
1 stop27h 48m
George Town Owen Roberts Intl
Sat 11/1
8:50 am-6:39 pm
2 stops9h 49m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Fri 1/23
5:00 am-12:55 pm
1 stop6h 55m
George Town Owen Roberts Intl
Wed 1/28
1:50 pm-10:05 pm
2 stops9h 15m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Wed 9/17
1:08 pm-11:36 am
2 stops22h 28m
George Town Owen Roberts Intl
Sat 9/20
12:52 pm-9:10 pm
1 stop8h 18m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sun 11/2
1:37 pm-11:35 am
2 stops20h 58m
George Town Owen Roberts Intl
Sat 11/8
8:50 am-9:22 pm
1 stop13h 32m
Prices for flights from Chicago Midway Airport to Cayman Islands are updated daily.
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Cayman Islands.
The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Finding the right flight to Cayman Islands from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.
All flight searches from Chicago to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.
Once you have performed a search for Chicago to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
Yes momondo offers price alerts on flights to Cayman Islands from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.