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O'Hare Intl

$317+ Cheap flights from the Cayman Islands to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORD
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Cayman Islands to O'Hare Intl

Keep the following information in mind while searching for Cayman Islands to O'Hare Intl flight deals. Data was last updated March 28, 2025.

Round-trip from

$584
(Justfly.com)

One-way from

$317
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$1,063

Good round-trip deal

$428 or less

Good one-way deal

$462 or less
From Cayman Islands to Chicago O'Hare Intl
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One-way flight from Cayman Islands to Chicago O'Hare Intl
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Highest demand for flights based on searches. 32% potential increase in price ($324 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($45 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Cayman Islands to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Cayman Islands to Chicago O'Hare Intl.
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Find flight deals from Cayman Islands to O'Hare Intl

Cheapest flights from Cayman Islands to O'Hare Intl
Explore the most affordable flight options available from Cayman Islands to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Justfly.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2512:50 pmGCM - ORD
1 stop20h 19mAir Canada
Wed 8/276:30 pmORD - GCM
1 stop17h 25mAir Canada
Deal found 3/26$584
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/251:35 pmGCM - ORD
1 stop21h 56mUnited Airlines
Mon 4/285:15 amORD - GCM
1 stop7h 15mUnited Airlines
Deal found 3/26$601
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2112:10 pmGCM - ORD
2 stops12h 01mAmerican Airlines
Sun 5/255:00 amORD - GCM
1 stop6h 20mAmerican Airlines
Deal found 3/26$614
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1911:25 amGCM - ORD
1 stop11h 51mMultiple Airlines
Sun 4/277:33 pmORD - GCM
2 stops23h 07mMultiple Airlines
Deal found 3/26$765

Cheapflights Fare Finder

Customize your flight search to find flights from Cayman Islands to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Chicago O'Hare Intl Airport that are best for you.

Fly from

Cayman Islands

Fly to

O'Hare Intl

Route

Depart

Return

Price

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 8/25

12:50 pm-9:09 am

1 stop20h 19m

Chicago O'Hare Intl

Wed 8/27

6:30 pm-11:55 am

1 stop17h 25m

$584

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 4/25

1:35 pm-11:31 am

1 stop21h 56m

Chicago O'Hare Intl

Mon 4/28

5:15 am-12:30 pm

1 stop7h 15m

$601

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 5/21

12:10 pm-12:11 am

2 stops12h 01m

Chicago O'Hare Intl

Sun 5/25

5:00 am-11:20 am

1 stop6h 20m

$614

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 4/19

11:25 am-11:16 pm

1 stop11h 51m

Chicago O'Hare Intl

Sun 4/27

7:33 pm-6:40 pm

2 stops23h 07m

$765

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 6/19

12:50 pm-10:53 am

1 stop22h 03m

$317

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 5/29

4:45 pm-5:41 pm

1 stop24h 56m

$325

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 6/19

12:10 pm-11:57 pm

2 stops11h 47m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Best time to book a flight from Cayman Islands to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Cayman Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from the Cayman Islands to Chicago O'Hare Intl Airport

What is the cheapest time of day to fly from KY to ORD?

Find hourly flight availability from Cayman Islands to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

One of the essential ways to save on airfare from Cayman Islands to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 1% on airfare.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated March 28, 2025.
United Airlines
7.4
Good
8,603 reviews

Boarding

7.7

Entertainment

7.0

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Patti,Feb 2025

FCO - EWR

The food was inedible! We are in the food business and aren’t sure who got this contract. But prisoners eat better. The food was so bad. I ate just a small amount and it made me nauseous. Everything is over microwaved too. And what is with the options? Vegan and vegetarian, but no keto or carnivore? I get that may be more expensive. But I’d gladly pay if it even was an option. But it’s not. There are many fresh options that could have been offered that don’t have to be heated too!
United Airlines
7.4
Good
8,603 reviews
United Airlines
7.4
Good
8,603 reviews

Boarding

7.7

Entertainment

7.0

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Patti,Feb 2025

FCO - EWR

The food was inedible! We are in the food business and aren’t sure who got this contract. But prisoners eat better. The food was so bad. I ate just a small amount and it made me nauseous. Everything is over microwaved too. And what is with the options? Vegan and vegetarian, but no keto or carnivore? I get that may be more expensive. But I’d gladly pay if it even was an option. But it’s not. There are many fresh options that could have been offered that don’t have to be heated too!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,603 reviews

Boarding

7.7

Entertainment

7.0

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Patti,Feb 2025

FCO - EWR

The food was inedible! We are in the food business and aren’t sure who got this contract. But prisoners eat better. The food was so bad. I ate just a small amount and it made me nauseous. Everything is over microwaved too. And what is with the options? Vegan and vegetarian, but no keto or carnivore? I get that may be more expensive. But I’d gladly pay if it even was an option. But it’s not. There are many fresh options that could have been offered that don’t have to be heated too!
Air Canada
7.0
Good
8,981 reviews
United Airlines
7.4
Good
8,603 reviews

Boarding

7.7

Entertainment

7.0

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Patti,Feb 2025

FCO - EWR

The food was inedible! We are in the food business and aren’t sure who got this contract. But prisoners eat better. The food was so bad. I ate just a small amount and it made me nauseous. Everything is over microwaved too. And what is with the options? Vegan and vegetarian, but no keto or carnivore? I get that may be more expensive. But I’d gladly pay if it even was an option. But it’s not. There are many fresh options that could have been offered that don’t have to be heated too!

Related info for your journey

Find useful and relevant information for your journey from Cayman Islands to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest flights from Cayman Islands to Chicago O'Hare Intl Airport?

    On average you can expect to pay $578 for a flight from Cayman Islands to Chicago O'Hare Intl Airport. The cheapest flight overall is $223 while the most popular route, (George Town Owen Roberts Intl - Chicago O'Hare Intl) is currently priced at $561.

  • Can I find deals for flights from Cayman Islands to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Cayman Islands to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cayman Islands to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cayman Islands to O'Hare Intl.

  • Can I find deals for business class flights from Cayman Islands to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Cayman Islands to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cayman Islands to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Cayman Islands to Chicago O'Hare Intl Airport (average of $245). Flying from Cayman Islands to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $323). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near the Cayman Islands?

Book flights to the Cayman Islands if you plan to visit one of these locations
Rosemont
Beloit
Naperville
Schaumburg
Racine
Hoffman Estates
Rockford
Tinley Park
Skokie
Kenosha
Arlington Heights
Joliet
Orland Park
Merrillville
Northbrook
Evanston
New Buffalo
Elgin
Glenview
Lake Geneva

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