There are 3 ways to get from Cayman Islands to Chicago by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago O'Hare International Airport
best- Fly from Georgetown Owen Roberts International Airport (GCM) to Chicago O'Hare International Airport (ORD)plane GCM - ORD
7h 24m$121–533Fly to Chicago Midway International Airport
- Fly from Georgetown Owen Roberts International Airport (GCM) to Chicago Midway International Airport (MDW)plane GCM - MDW
8h 58m$151–669Fly to South Bend, train
- Fly from Georgetown Owen Roberts International Airport (GCM) to South Bend (SBN)plane GCM - SBN
- Take the train from South Bend Airport to Van Buren St.train
12h 11m$238–1,019
Georgetown Owen Roberts International Airport (GCM) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Cayman Islands to Chicago is to fly which costs $120 - $550 and takes 7h 24m.
The fastest way to get from Cayman Islands to Chicago is to fly which takes 7h 24m and costs $120 - $550.
The distance between Cayman Islands and Chicago is 1643 miles.
It takes approximately 7h 24m to get from Cayman Islands to Chicago, including transfers.
There are 1279+ hotels available in Chicago.
What companies run services between Cayman Islands and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Georgetown Owen Roberts International Airport (GCM) to Chicago O'Hare International Airport (ORD) 5 times a day.
- Website
- aa.com
Flights from Georgetown Owen Roberts International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $110–550
Flights from Georgetown Owen Roberts International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $120–550
Flights from Georgetown Owen Roberts International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $120–550
Flights from Georgetown Owen Roberts International Airport to South Bend via Charlotte
- Ave. Duration
- 10h 49m
- When
- Every day
- Estimated price
- $230–1,100
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
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