Good to know - Cheap tickets Chicago — Grand Cayman Island
| Minimal flight time | 3h 32m |
|---|---|
| Flight distance | 2580 km |
| Most popular airline | United Express |
| Round-trip from | $474 |
Airfare Chicago – Grand Cayman Island by month
Here you can find out in what months how much a ticket Chicago – Grand Cayman Island costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| August 2026 | ||
| July 2025 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Grand Cayman Island
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 07:45 | 11:45 | sat | UA342 | United Express | 4h 0m | O'Hare International Airport — Owen Roberts International Airport | Select dates |
| 08:45 | 13:45 | mon, thu, fri, sat, sun | UA342 | United Express | 4h 0m | O'Hare International Airport — Owen Roberts International Airport | Select dates |
| 08:45 | 12:45 | mon, tue, wed, thu, fri, sun | UA342 | United Express | 4h 0m | O'Hare International Airport — Owen Roberts International Airport | Select dates |
| 08:45 | 12:17 | thu | JL2828 | Jet Linx Aviation | 3h 32m | Chicago Midway International Airport — Owen Roberts International Airport | Select dates |
| 11:30 | 16:12 | sat | NetJets | 3h 42m | Chicago Midway International Airport — Owen Roberts International Airport | Select dates | |
| 13:00 | 17:42 | wed | NetJets | 3h 42m | Chicago Executive Airport — Owen Roberts International Airport | Select dates |
Popular airlines flying Chicago — Grand Cayman Island
Flight Chicago – Grand Cayman Island is served by 10 airlines. 3 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Flights Chicago — Grand Cayman Island
The selection of cheap flights Chicago — Grand Cayman Island
The price of the flight Chicago — Grand Cayman Island (Cayman Islands) — Chicago from $474 (round-trip).
The average price of the flight Chicago — Grand Cayman Island (Cayman Islands) — Chicago $660 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Grand Cayman Island
- IATA code of the destination city: GCM
- Destination airports: Owen Roberts International Airport
- Destination country: Cayman Islands
Low cost flights Chicago — Grand Cayman Island (CHI — GCM)
The distance between Chicago and Grand Cayman Island 1603 miles (or 2580 kilometres).
The time difference between Chicago and Grand Cayman Island is 0 h.
Minimal flight time from Chicago to Grand Cayman Island 3h 32m.
Routes from nearby cities to Grand Cayman Island
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Grand Cayman Island are in Peoria.
Popular International routes from Chicago
Popular routes from Grand Cayman Island
If you are going to fly from Grand Cayman Island, then study the popular flights. The most popular flights from Grand Cayman Island:
Popular domestic routes from Chicago
FAQ about Chicago — Grand Cayman Island
Are there any direct flights Chicago — Grand Cayman Island?
Yes, they do: UA342, JL2828,
Can we fly from Chicago to Grand Cayman Island?
Yes, you can fly from Chicago to Grand Cayman Island. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Express, Jet Linx Aviation, NetJets depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Air Canada, American Eagle, British Airways, Contour Aviation, Delta Connection, JetBlue, Southwest Airlines, Spirit Airlines, Sun Country Airlines, WestJet.
How long does it take to fly from Chicago to Grand Cayman Island?
A direct flight lasts an average of 3h 32m, during which time the aircraft covers a distance of 2580 km.
How much do flights Chicago — Grand Cayman Island cost?
The price of flights Chicago — Grand Cayman Island starts from $474.
What days does the plane fly Chicago — Grand Cayman Island?
Planes fly Chicago — Grand Cayman Island 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Grand Cayman Island?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Grand Cayman Island — Owen Roberts International Airport.
What flights are currently flying from Chicago to Grand Cayman Island?
The following flights fly between Chicago and Grand Cayman Island: UA342, UA342, UA342, JL2828
What month is the cheapest to fly from Chicago to Grand Cayman Island?
High season is considered to be and the cheapest month is . Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Grand Cayman Island flight deals.
Which airlines direct fly from Chicago to Grand Cayman Island?
The following airlines have direct flights Chicago — Grand Cayman Island: United Express, Jet Linx Aviation, NetJets.
Which airlines fly from Chicago to Grand Cayman Island?
All the following airlines flights Chicago — Grand Cayman Island: Air Canada, American Eagle, British Airways, Contour Aviation, Delta Connection, Jet Linx Aviation, JetBlue, NetJets, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, WestJet.