Grand Cayman (GCM) → Chicago (ORD)
About Grand Cayman to Chicago Flights
Discover the best flights from Grand Cayman to Chicago, covering 2,597 km in approximately 3h 45m. Grand Cayman (GCM) to Chicago (ORD) is one of the popular medium-haul routes connecting Cayman Islands and United States. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Grand Cayman to Chicago.
12-Month Price History
Flight prices from Grand Cayman to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $553, while July sees the highest prices, averaging $935. Savvy travelers can save up to 41% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
124 days
For best prices
Booking Tips
For the best prices on Grand Cayman to Chicago flights, we recommend booking 79 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
SkyWest Airlines OO | $880 | $3090 | $6120 |
Delta Air Lines DL | $980 | $3580 | $6390 |
Air France AF | $1050 | $3580 | $6800 |
United Airlines UA | $1060 | $3070 | $4710 |
American Airlines AA | $1160 | $3190 | $5020 |
Kalitta Air K4 | $1180 | $3800 | $4860 |
British Airways BA | $1220 | $4160 | $5440 |
SkyWest Airlines
OO
Economy
$880
Business
$3090
First
$6120
Delta Air Lines
DL
Economy
$980
Business
$3580
First
$6390
Air France
AF
Economy
$1050
Business
$3580
First
$6800
United Airlines
UA
Economy
$1060
Business
$3070
First
$4710
American Airlines
AA
Economy
$1160
Business
$3190
First
$5020
Kalitta Air
K4
Economy
$1180
Business
$3800
First
$4860
British Airways
BA
Economy
$1220
Business
$4160
First
$5440
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Grand Cayman → Milwaukee
Owen Roberts International (GCM) to Milwaukee Mitchell International (MKE)
Distance: 2,701 km
Average price: $657
Grand Cayman → Chicago
Owen Roberts International (GCM) to Chicago Midway International (MDW)
Distance: 2,573 km
Average price: $632
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Frequently Asked Questions
How long is the flight from Grand Cayman to Chicago?
The flight time from Grand Cayman (GCM) to Chicago (ORD) is approximately 3 hours and 45 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Grand Cayman and Chicago?
The aerial distance between Grand Cayman and Chicago is 2,597 kilometers (1,614 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Grand Cayman to Chicago?
Several airlines operate flights between Grand Cayman and Chicago, including American Airlines, United Airlines, SkyWest Airlines and 4 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Grand Cayman to Chicago?
Based on historical data, February typically offers the lowest airfares for flights from Grand Cayman to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Chicago?
For the best prices on Grand Cayman to Chicago flights, we recommend booking 162 days in advance. International flights generally require earlier booking than domestic routes.
Do I need a visa to travel from Grand Cayman to Chicago?
Visa requirements depend on your nationality and the purpose of your visit. Citizens of Cayman Islands traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.
What is the time difference between Grand Cayman and Chicago?
Grand Cayman operates on America/Cayman time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.