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O'Hare Intl

$272+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$453
(Kiwi.com)

One-way from

$272
(Mytrip)

Popular in

March

Cheapest in

September

Good round-trip deal

$457 or less

Good one-way deal

$572 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. 33% potential increase in price ($325 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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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 February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Fri 5/304:45 pmGCM - ORD
1 stop16h 06mMultiple Airlines
Mon 6/27:00 amORD - GCM
1 stop9h 10mMultiple Airlines
Deal found 2/19$453
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2012:10 pmGCM - ORD
1 stop22h 49mJetBlue
Wed 3/2611:44 amORD - GCM
1 stop23h 26mJetBlue
Deal found 2/19$525
This Gotogate deal was found by Cheapflights users on 2/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/203:00 pmGCM - ORD
2 stops19h 54mAir Canada
Wed 3/268:30 pmORD - GCM
1 stop17h 30mAir Canada
Deal found 2/19$556
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 10/3012:45 pmGCM - ORD
1 stop11h 14mAmerican Airlines
Sun 11/25:01 amORD - GCM
2 stops8h 54mAmerican Airlines
Deal found 2/19$600
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:56 pmGCM - ORD
1 stop8h 25mDelta
Mon 9/296:00 amORD - GCM
1 stop5h 31mDelta
Deal found 2/19$601
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 4/191:45 pmGCM - ORD
Nonstop4h 22mUnited Airlines
Sun 4/209:50 pmORD - GCM
1 stop14h 40mUnited Airlines
Deal found 2/19$670

Find flights from Cayman Islands to O'Hare Intl within your budget

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 February 20, 2025.

Fly from

Cayman Islands

Fly to

O'Hare Intl

Route

Depart

Return

Price

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 5/30

4:45 pm-8:51 am

1 stop16h 06m

Chicago O'Hare Intl

Mon 6/2

7:00 am-4:10 pm

1 stop9h 10m

$453

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 3/20

12:10 pm-10:59 am

1 stop22h 49m

Chicago O'Hare Intl

Wed 3/26

11:44 am-11:10 am

1 stop23h 26m

$525

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 3/20

3:00 pm-10:54 am

2 stops19h 54m

Chicago O'Hare Intl

Wed 3/26

8:30 pm-2:00 pm

1 stop17h 30m

$556

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 4/19

1:45 pm-6:07 pm

Nonstop4h 22m

Chicago O'Hare Intl

Sun 4/20

9:50 pm-12:30 pm

1 stop14h 40m

$670

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 3/28

12:00 pm-10:16 pm

2 stops10h 16m

Chicago O'Hare Intl

Mon 3/31

6:05 am-2:34 pm

2 stops8h 29m

$1,142

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 5/29

11:30 am-8:51 am

1 stop21h 21m

$272

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 5/19

12:50 pm-8:02 am

2 stops19h 12m

$310

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 3/19

1:50 pm-6:06 pm

Nonstop4h 16m

$387

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 4/23

12:47 pm-8:50 pm

1 stop8h 03m

$393

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

12:45 pm-11:53 pm

1 stop11h 08m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Cayman Islands to O'Hare Intl

Get recent, data-driven insights about flights from Cayman Islands to O'Hare Intl including ideal travel times, pricing trends, and more.

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 February 20, 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 in the morning tend to be the most expensive. A flight at noon could potentially save you up to 17% 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 February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

JetBlue
7.4
Good
3,070 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 airlines to fly from Cayman Islands to Chicago O'Hare Intl Airport one-way?

    One-way options have recently been found by users for as low as $310 on Air Canada. Other airlines that offer cheap prices include United Airlines from $387 and Delta from $393 one-way.

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

    On average you can expect to pay $859 for a flight from Cayman Islands to Chicago O'Hare Intl Airport. The cheapest flight overall is $273 while the most popular route, (George Town Owen Roberts Intl - Chicago O'Hare Intl) is currently priced at $453.

  • 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 $321). 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
Naperville
Rosemont
Schaumburg
Beloit
Racine
Hoffman Estates
Rockford
Tinley Park
Skokie
Arlington Heights
Northbrook
Joliet
Orland Park
Merrillville
Kenosha
Lake Geneva
New Buffalo
Evanston
Des Plaines
Elgin

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