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$283+ Cheap flights from Grand Cayman to Illinois

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORD
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap flight deals from Grand Cayman to Illinois

Keep the following information in mind while searching for Grand Cayman to Illinois flight deals. Data was last updated April 25, 2025.

Round-trip from

$821
(Delta)

One-way from

$283
(JetBlue)

Popular in

March

Cheapest in

September

Average price

$908
From Grand Cayman to Illinois
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One-way flight from Grand Cayman to Illinois
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Highest demand for flights based on searches. 31% potential increase in price ($297 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Grand Cayman to Illinois

Cheapest flights from Grand Cayman to Illinois
Explore the most affordable flight options available from Grand Cayman to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Delta deal was found by Cheapflights users on 4/25. 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 5/1612:35 pmGCM - ORD
1 stop8h 45mDelta
Tue 5/205:30 amORD - GCM
1 stop5h 50mDelta
Deal found 4/25$821
This deal was found by Cheapflights users on 4/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/11:35 pmGCM - ORD
1 stop9h 23mUnited Airlines
Mon 5/55:15 amORD - GCM
1 stop7h 15mUnited Airlines
Deal found 4/24$861
This Delta deal was found by Cheapflights users on 4/25. 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 4/2512:47 pmGCM - MDW
1 stop9h 35mDelta
Mon 4/286:04 amMDW - GCM
1 stop5h 18mDelta
Deal found 4/25$1,011
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 4/2512:10 pmGCM - ORD
2 stops10h 37mAmerican Airlines
Mon 4/285:00 amORD - GCM
1 stop7h 59mAmerican Airlines
Deal found 4/25$1,054

Cheapflights Fare Finder

Customize your flight search to find flights from Grand Cayman to Illinois 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 April 25, 2025.
Use the filters below to find and compare flights from Grand Cayman to Illinois that are best for you.

Fly from

Grand Cayman

Fly to

Illinois

Route

Depart

Return

Price

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 5/16

12:35 pm-9:20 pm

1 stop8h 45m

Chicago O'Hare Intl

Tue 5/20

5:30 am-11:20 am

1 stop5h 50m

$821

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 5/28

1:35 pm-9:30 pm

1 stop7h 55m

Chicago O'Hare Intl

Thu 5/29

9:40 pm-12:30 pm

1 stop14h 50m

$905

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 5/16

12:25 pm-11:56 pm

2 stops11h 31m

Chicago O'Hare Intl

Tue 5/20

5:00 am-11:10 am

1 stop6h 10m

$1,187

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 5/24

11:40 am-9:54 pm

1 stop10h 14m

$283

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 10/21

11:30 am-10:47 pm

1 stop11h 17m

$289

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 6/23

12:50 pm-5:27 pm

1 stop28h 37m

$332

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 5/22

1:35 pm-12:13 am

1 stop10h 38m

$393

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 6/24

2:05 pm-11:57 pm

2 stops9h 52m

$402

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 5/24

1:45 pm-11:47 am

3 stops22h 02m

$682

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Best time to book a flight from Grand Cayman to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Grand Cayman 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 Grand Cayman to Illinois

What is the cheapest time of day to fly from LAW to IL?

Find hourly flight availability from Grand Cayman to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from Grand Cayman to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, 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 Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 25, 2025.
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
WestJet
7.2
Good
2,818 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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 Grand Cayman to Illinois. 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 Grand Cayman to Illinois one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $283. Air Canada flights start at $332 while deals on United Airlines start at $393 one-way.

  • Can I find deals for flights from Grand Cayman to Illinois that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Illinois.

  • Can I find deals for business class flights from Grand Cayman to Illinois?

    Yes. Cheapflights offers flight deals from Grand Cayman to Illinois 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 Grand Cayman to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Grand Cayman to Illinois (average of $245). Flying from Grand Cayman to Illinois 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.

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