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Cheap flights from Chicago (CHI) to Grand Cayman (GCM)

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The best prices from Chicago to Grand Cayman are usually found in July or February, booked 52 days in advance, depart on a Wednesday or Tuesday and return on a Sunday

CHI - GCM
Price
$316 - $662
GCM
Temperature
84.2 - 91.4 °F
GCM
Rainfall
0.5 - 8.9 inches
Popular in December High demand for flights, 34% potential price rise
Cheapest in July Best time to find cheap flights, 28% potential price drop
Round-trip from $316 From Chicago to Grand Cayman
One-way from $204 One-way flight from Chicago to Grand Cayman
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheap flights from Chicago to Grand Cayman in June, July 2020

The best prices found for ORD to GCM flights for June, July
25 Jun - 28 Jun
$384pp
ORD
Chicago O'Hare Intl
$self.airline
   
2 STOPS
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
29 Jun - 3 Jul
$401pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
25 Jun - 28 Jun
$422pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Grand Cayman 2020 flight deals

Cheap flights to Grand Cayman from Chicago found for this year
22 Aug - 25 Aug
$378pp
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
25 Jun - 28 Jun
$384pp
ORD
Chicago O'Hare Intl
$self.airline
   
2 STOPS
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
13 Jul - 17 Jul
$392pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Grand Cayman from Chicago

Save time with Chicago to Grand Cayman direct flight deals
31 Oct - 21 Nov
$564pp
ORD
Chicago O'Hare Intl
British Airways
Non-Stop
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
British Airways
Non-Stop
ORD
Chicago O'Hare Intl
31 Oct - 21 Nov
$573pp
ORD
Chicago O'Hare Intl
Interjet
Non-Stop
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Interjet
Non-Stop
ORD
Chicago O'Hare Intl
31 Oct - 21 Nov
$575pp
ORD
Chicago O'Hare Intl
$self.airline
Non-Stop
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Grand Cayman from Chicago

The cheapest one-way flights from Chicago to Grand Cayman
4:00 am - 7:00 am
Multiple Airlines
3 Stops
51h 00m
ORD - GCM
Multiple Airlines
$204
Kiwi.com
4:00 am - 7:00 am
Multiple Airlines
3 Stops
27h 00m
ORD - GCM
Multiple Airlines
$241
Kiwi.com
10:10 am - 7:30 am
Multiple Airlines
3 Stops
45h 20m
ORD - GCM
Multiple Airlines
$274
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Grand Cayman flights.

Flight FAQs

From Chicago to Grand Cayman

Are flight prices decreasing from Chicago to Grand Cayman due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Grand Cayman for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Grand Cayman for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Grand Cayman for under $400. The cheapest flight booked recently is on JetBlue for just $378, but on average you can expect to pay $425.

Are there nonstop flights from Chicago to Grand Cayman for under $600 on Cheapflights?

Cheapflights has at least 3 direct flights from Chicago to Grand Cayman under $600. A good price for a nonstop flight from Chicago to Grand Cayman is less than $570.

How popular is this flight route?

This flight path from Chicago to George Town Owen Roberts Intl was viewed by 20 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What is the cheapest airline for this route?

When searching, try setting your filters to view flights for Cayman Airways Ltd., as currently they have the cheapest options available from Chicago to Grand Cayman. On average you can find 8 flights for this flight path daily.

Is Chicago weather warmer or cooler than Grand Cayman?

Expect the weather to be around 91 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Grand Cayman is generally hotter than in Chicago.

Destination information for Grand Cayman

Things to know before you go. Useful info for your trip from Chicago to Grand Cayman
Today's exchange rate
$1 = $0.84
Average temperature for June in Grand Cayman
89.6 °F
Avg rainfall for June in Grand Cayman
5.4 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing George Town