There are 4 ways to get from Chicago to George Town 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.

Recommended option

Fly from Chicago O'Hare  •  6h 29m

  1. Fly from Chicago O'Hare (ORD) to Grand Cayman (GCM) ORD - GCM

$242 - $1,405

3 alternative options

Fly from Chicago Midway  •  8h 2m

  1. Fly from Chicago Midway (MDW) to Grand Cayman (GCM) MDW - GCM

$292 - $1,104

Train to Milwaukee, fly  •  9h 40m

  1. Take the train from Chicago Union Station to Milwaukee Intermodal Station
  2. Fly from Milwaukee (MKE) to Grand Cayman (GCM) MKE - GCM

$329 - $1,752

Train to South Bend, fly  •  10h 20m

  1. Take the train from Van Buren St. to South Bend Airport
  2. Fly from South Bend (SBN) to Grand Cayman (GCM) SBN - GCM

$452 - $2,513

Questions & Answers

The cheapest way to get from Chicago to George Town is to fly which costs $290 - $1,100 and takes 8h 2m.

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The quickest way to get from Chicago to George Town is to fly which costs $240 - $1,400 and takes 6h 29m.

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The distance between Chicago and George Town is 2580 km.

It takes approximately 6h 29m to get from Chicago to George Town, including transfers.

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The quickest flight from Chicago O'Hare Airport to Grand Cayman Airport is the direct flight which takes 3h 46m.

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George Town is 1h ahead of Chicago. It is currently 11:41 AM in Chicago and 12:41 PM in George Town.

United Airlines, Delta and American Airlines offer flights from Chicago O'Hare Airport to Grand Cayman Airport.

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There are 121+ hotels available in George Town. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago O'Hare Airport is to subway which takes 43 min and costs $2 - $5.

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Map of how to get from Chicago to George Town.
Launch map view
  • Distance: 2580.3 km
  • Duration: 6h 29m

What companies run services between Chicago, IL, USA and George Town, Cayman Islands?

American Airlines, United Airlines and Delta fly from Chicago to George Town every 3 hours.

Airlines
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Grand Cayman
Ave. Duration
3h 46m
When
Saturday and Sunday
Estimated price
$220 - $1,400
Flights from Chicago O'Hare to Grand Cayman via Miami
Ave. Duration
5h 55m
When
Every day
Estimated price
$230 - $1,400
Flights from Chicago O'Hare to Grand Cayman via Charlotte
Ave. Duration
6h 2m
When
Monday, Wednesday, Thursday, Friday, Saturday and Sunday
Estimated price
$230 - $1,500
Flights from Chicago O'Hare to Grand Cayman via Philadelphia
Ave. Duration
6h 54m
When
Saturday and Sunday
Estimated price
$270 - $1,600
Flights from Chicago O'Hare to Grand Cayman via Dallas/Ft.Worth
Ave. Duration
7h 6m
When
Saturday and Sunday
Estimated price
$280 - $1,600
Flights from Milwaukee to Grand Cayman via Chicago O'Hare
Ave. Duration
6h 26m
When
Saturday and Sunday
Estimated price
$270 - $1,700
Flights from Milwaukee to Grand Cayman via Philadelphia
Ave. Duration
7h 14m
When
Saturday and Sunday
Estimated price
$330 - $2,000
Flights from Milwaukee to Grand Cayman via Charlotte
Ave. Duration
7h 59m
When
Monday, Wednesday, Thursday, Friday and Saturday
Estimated price
$280 - $1,800
Flights from Milwaukee to Grand Cayman via Dallas/Ft.Worth
Ave. Duration
9h 16m
When
Saturday and Sunday
Estimated price
$340 - $2,000
Flights from Milwaukee to Grand Cayman via Chicago O'Hare, Miami
Ave. Duration
9h 19m
When
Every day
Estimated price
$280 - $1,800
Flights from South Bend to Grand Cayman via Charlotte
Ave. Duration
8h 6m
When
Monday, Wednesday, Thursday, Friday, Saturday and Sunday
Estimated price
$400 - $2,500
Flights from South Bend to Grand Cayman via Dallas/Ft.Worth
Ave. Duration
9h 11m
When
Saturday and Sunday
Estimated price
$490 - $2,900
Flights from South Bend to Grand Cayman via Chicago O'Hare
Ave. Duration
6h 1m
When
Saturday and Sunday
Estimated price
$410 - $2,500
Delta
Website
delta.com
Flights from Chicago O'Hare to Grand Cayman via Atlanta
Ave. Duration
6h 26m
When
Every day
Estimated price
$260 - $1,700
Flights from Chicago O'Hare to Grand Cayman via Detroit
Ave. Duration
6h 54m
When
Saturday
Estimated price
$280 - $1,700
Flights from Chicago O'Hare to Grand Cayman via Minneapolis
Ave. Duration
6h 56m
When
Saturday
Estimated price
$320 - $1,900
Flights from Chicago Midway to Grand Cayman via Atlanta
Ave. Duration
6h 3m
When
Every day
Estimated price
$300 - $1,900
Flights from Chicago Midway to Grand Cayman via Minneapolis
Ave. Duration
7h 11m
When
Saturday
Estimated price
$370 - $2,300
Flights from Milwaukee to Grand Cayman via Atlanta
Ave. Duration
5h 33m
When
Monday to Saturday
Estimated price
$320 - $2,000
Flights from Milwaukee to Grand Cayman via Detroit
Ave. Duration
6h 54m
When
Saturday
Estimated price
$330 - $2,100
Flights from Milwaukee to Grand Cayman via Minneapolis
Ave. Duration
7h 1m
When
Saturday
Estimated price
$370 - $2,300
Flights from South Bend to Grand Cayman via Atlanta
Ave. Duration
6h 51m
When
Every day
Estimated price
$450 - $2,800
Flights from South Bend to Grand Cayman via Detroit
Ave. Duration
6h 51m
When
Saturday
Estimated price
$480 - $3,000
United Airlines
Website
united.com
Flights from Chicago O'Hare to Grand Cayman
Ave. Duration
3h 56m
When
Saturday
Estimated price
$240 - $1,400
Flights from Chicago O'Hare to Grand Cayman via Houston
Ave. Duration
7h 10m
When
Sunday
Estimated price
$290 - $1,600
Flights from Milwaukee to Grand Cayman via Chicago O'Hare
Ave. Duration
6h
When
Saturday
Estimated price
$300 - $1,700
Flights from Milwaukee to Grand Cayman via Houston
Ave. Duration
7h
When
Sunday
Estimated price
$360 - $1,900
Flights from South Bend to Grand Cayman via Chicago O'Hare
Ave. Duration
5h 55m
When
Saturday
Estimated price
$440 - $2,500
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Grand Cayman via Fort Lauderdale
Ave. Duration
6h 35m
When
Monday to Friday
Estimated price
$290 - $1,100
Flights from Chicago Midway to Grand Cayman via Houston Hobby Apt
Ave. Duration
6h 55m
When
Saturday
Estimated price
$330 - $1,200
Cayman Airways
Website
caymanairways.com
Flights from Chicago Midway to Grand Cayman via Tampa
Ave. Duration
5h 35m
When
Monday, Thursday and Friday
Estimated price
$290 - $1,100
JetBlue Airways
Website
jetblue.com
Flights from Chicago Midway to Grand Cayman via Fort Lauderdale
Ave. Duration
6h 43m
When
Monday to Friday
Estimated price
$290 - $1,100
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Chicago Union Station to Milwaukee Intermodal Station
Ave. Duration
1h 29m
Frequency
Every 4 hours
Estimated price
$27 - $40
Website
amtrak.com
Coach Seat
$27 - $40
Premium
$180 - $260
Flexi Coach Seat
$40 - $60
Business Seat
$35 - $55
South Shore Line
Phone
+1 219-926-5744
Website
mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
Ave. Duration
2h 25m
Frequency
5 times a day
Estimated price
$12 - $14
Schedules at
mysouthshoreline.com

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