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O'Hare Intl

$281+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORD
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Cayman Islands to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Cayman Islands (KY0) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$515
(Mytrip)

One-way from

$281
(Kiwi.com)

Good round-trip deal

$315 or less

Good one-way deal

$412 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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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 January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/611:30 amGCM - ORD
2 stops21h 14mMultiple Airlines
Thu 3/135:55 amORD - GCM
2 stops15h 25mMultiple Airlines
Deal found 1/20$515
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/121:10 pmGCM - ORD
1 stop8h 20mSouthwest
Sat 4/196:00 amORD - GCM
1 stop6h 10mSouthwest
Deal found 1/20$528
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 3/62:50 pmGCM - ORD
Nonstop4h 16mUnited Airlines
Thu 3/139:45 pmORD - GCM
1 stop17h 40mUnited Airlines
Deal found 1/20$590
This Delta deal was found by Cheapflights users on 1/19. 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.
Thu 11/132:02 pmGCM - ORD
1 stop10h 53mDelta
Mon 11/176:00 amORD - GCM
1 stop5h 37mDelta
Deal found 1/19$591
This American Airlines deal was found by Cheapflights users on 1/19. 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 11/132:20 pmGCM - ORD
2 stops10h 57mAmerican Airlines
Mon 11/176:01 amORD - GCM
2 stops8h 54mAmerican Airlines
Deal found 1/19$604

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 3/6

11:30 am-7:44 am

2 stops21h 14m

Chicago O'Hare Intl

Thu 3/13

5:55 am-9:20 pm

2 stops15h 25m

$515

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 4/12

1:10 pm-9:30 pm

1 stop8h 20m

Chicago O'Hare Intl

Sat 4/19

6:00 am-12:10 pm

1 stop6h 10m

$528

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 3/6

2:50 pm-6:06 pm

Nonstop4h 16m

Chicago O'Hare Intl

Thu 3/13

9:45 pm-3:25 pm

1 stop17h 40m

$590

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 2/25

5:20 pm-11:55 pm

1 stop7h 35m

Chicago O'Hare Intl

Sat 3/1

7:09 pm-12:00 pm

1 stop15h 51m

$650

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 2/5

11:30 am-12:29 pm

1 stop25h 59m

$281

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 3/13

3:00 pm-10:54 am

2 stops19h 54m

$325

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 3/12

1:50 pm-6:06 pm

Nonstop4h 16m

$387

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 3/12

1:03 pm-8:58 pm

1 stop7h 55m

$393

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 3/12

12:45 pm-12:18 am

2 stops11h 33m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January 21, 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 14% 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 January 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Air Canada
7.0
Good
8,633 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $325 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 $526 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 $515.

  • 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 $320). 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
Beloit
Racine
Hoffman Estates
Schaumburg
Rockford
Skokie
Tinley Park
Arlington Heights
Northbrook
Evanston
Des Plaines
Orland Park
Merrillville
Kenosha
Lake Geneva
New Buffalo
Gurnee
Willowbrook

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Top airline flying from Cayman Islands to O'Hare Intl

Discover the top airline that operate flights from Cayman Islands to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$451Average$613FlexibilityNo cancel feeOn-time69%
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