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Flights from Chicago to Grand Cayman Island – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

ORD to GCM flights and routes map ORD to GCM – All flight route options from Chicago O Hare International, Illinois, USA to Grand Cayman, Cayman Islands. These routes are operated by 4 airlines. Fly non-stop with American Airlines or United Airlines, or choose from 8 different stopover flights. The shortest flight time is 3 hours and 46 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA ORD Chicago O Hare Chicago, IL, USA
Cayman Islands GCM Grand Cayman, Cayman Islands
ORD
Chicago O Hare
USAChicago, IL, USA
Grand Cayman
Cayman IslandsGrand Cayman Island, Cayman Islands
GCM
2 direct routes found »
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12 routes with 1 stop found »
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Non-stop route options:

Duration

American Airlines
Non-stop with American Airlines. 0-1 flights per day.
Begins in 8/11

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3h 46m

Begins in 8/11
American Airlines
Non-stop with American Airlines.
3h 46m
0-1 flights per day.
Begins in 8/11
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United Airlines
Non-stop with United Airlines. 0-1 flights per day.
Only saturdays

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4h 00m

Only saturdays
United Airlines
Non-stop with United Airlines.
4h 00m
0-1 flights per day.
Only saturdays
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1 stop route options with the same airline:

Duration

Via Atlanta ATL
1 stop with Delta Air Lines. 1-2 flights per day.

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5h 47m

Via Atlanta ATL
1 stop with Delta Air Lines.
5h 47m
1-2 flights per day.
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Via Orlando MCO
1 stop with Southwest Airlines.

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6h 00m

Via Orlando MCO
1 stop with Southwest Airlines.
6h 00m
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Via Charlotte CLT
1 stop with American Airlines. 1-3 flights per day.

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6h 05m

Via Charlotte CLT
1 stop with American Airlines.
6h 05m
1-3 flights per day.
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Via Dulles IAD
1 stop with United Airlines. 0-1 flights per day.
Only saturdays

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6h 29m

Only saturdays
Via Dulles IAD
1 stop with United Airlines.
6h 29m
0-1 flights per day.
Only saturdays
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Via Miami MIA
1 stop with American Airlines. 3-4 flights per day.

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7h 12m

Via Miami MIA
1 stop with American Airlines.
7h 12m
3-4 flights per day.
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Via Houston IAH
1 stop with United Airlines. 1-2 flights per day.

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7h 20m

Via Houston IAH
1 stop with United Airlines.
7h 20m
1-2 flights per day.
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Via Washington DCA
1 stop with United Airlines. 0-1 flights per day.
Begins in 1/11

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8h 35m

Begins in 1/11
Via Washington DCA
1 stop with United Airlines.
8h 35m
0-1 flights per day.
Begins in 1/11
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1 stop route options with codeshare or different airlines:

Duration

Via Charlotte CLT With United Airlines & American Airlines 0-1 flights per day.
Only saturdays

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7h 00m

Only saturdays
Via Charlotte CLT
7h 00m
With United Airlines & American Airlines 0-1 flights per day.
Only saturdays
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Via Tampa TPA With American Airlines & Cayman Airways 0-1 flights per day.

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7h 15m

Via Tampa TPA
7h 15m
With American Airlines & Cayman Airways 0-1 flights per day.
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Via Houston IAH With American Airlines & United Airlines 0-1 flights per day.
Only saturdays

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7h 30m

Only saturdays
Via Houston IAH
7h 30m
With American Airlines & United Airlines 0-1 flights per day.
Only saturdays
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Via Miami MIA With American Airlines & Cayman Airways 0-3 flights per day.

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8h 05m

Via Miami MIA
8h 05m
With American Airlines & Cayman Airways 0-3 flights per day.
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Via Washington DCA With American Airlines & United Airlines 0-1 flights per day.
Only saturdays

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9h 14m

Only saturdays
Via Washington DCA
9h 14m
With American Airlines & United Airlines 0-1 flights per day.
Only saturdays
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Find the best prices on hotels and car rental near Grand Cayman

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Chicago to Grand Cayman Island flights

With over 85 flights every week and 10 different airlines you have a wide range of options. You can fly non-stop to Grand Cayman Island (GCM) from Chicago (ORD) with United Airlines or American Airlines but if a stopover option suits you better you can choose to fly via Atlanta, Orlando or any other of the 8 alternatives with connectiing airports.

Chicago to Grand Cayman Island with United Airlines

You can fly non-stop with United Airlines every Saturday at 08 or 09 in the morning. You can also catch a transit flight via Dulles or Houston. United Airlines is a Star Alliance member.

With Delta Air Lines

If you fly from Chicago with Delta Air Lines you will do a stopover in Atlanta, ATL before reaching Grand Cayman Island. This flight trip will take 5 hours and 47 minutes and you can fly every weekday with departures at 05:35, 05:45 or 06:00. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Chicago O'Hare to Grand Cayman

The shortest flight time between ORD and GCM is 3 hours and 57 minutes.

ViaTotal flight timeLayover timeDistance
Direct3h 57m-1622 miles (2610 km)
ATL Atlanta5h 47m58m1624 miles (2613 km)
MCO Orlando6h 0m1h 40m1646 miles (2648 km)
CLT Charlotte6h 5m3h 52m1708 miles (2748 km)
IAD Dulles6h 29m3h 56m1999 miles (3216 km)
MIA Miami7h 12m2h 58m1661 miles (2673 km)
TPA Tampa7h 15m3h 47m1626 miles (2616 km)
IAH Houston7h 30m1h 31m2082 miles (3350 km)
DCA Washington9h 14m--
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.ORD-GCM flight routesChicago to Grand Cayman Island flight routes illustrated on a map.
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Chicago - Grand Cayman Island route map and flight paths
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From Chicago to Cayman Islands

Below is a list of other destinations to Cayman Islands from Chicago O Hare International with either direct flights or 1 stop connections.

From USA to Grand Cayman Island

Below is a list of other cities in USA with flights to Grand Cayman Island with either non-stop or connecting flights.

You can fly non-stop from Chicago (ORD) to Grand Cayman Island (GCM) with United Airlines or American Airlines. The flight takes approximately 3 hours and 57 minutes. If you travel with a connecting flight instead, for example via Atlanta, the total flight time will be 5 hours and 47 minutes.

If you're interested in direct flights, United Airlines or American Airlines is available. For flights with stopovers, Delta Air Lines, Southwest Airlines, American Airlines, United Airlines or Cayman Airways is also an option.

The flight time between Chicago O Hare (ORD) and Grand Cayman (GCM) is approximately 3 hours and 57 minutes. The distance between the two airports is 1661 miles (or 2673 kilometers).

Yes, you can fly non-stop to GCM from ORD with United Airlines or American Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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