$175+ Cheap flights from Illinois to the Cayman Islands
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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Cayman Islands
Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Cayman Islands (KY0). 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 | $510 (American Airlines) |
|---|---|
One-way from | $175 (Kiwi.com) |
Good round-trip deal | $671 or less |
Good one-way deal | $313 or less |
Find flight deals from Illinois to Cayman Islands
Cheapest flights from Illinois to Cayman IslandsExplore the most affordable flight options available from Illinois to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Illinois to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/21. 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.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/21. 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.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Illinois to Cayman Islands within your budget
Customize your flight search to find flights from Illinois to Cayman Islands 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
Fly to
Route
Depart
Return
Price
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Fri 2/14
5:13 am-4:20 pm
1 stop10h 07m
George Town Owen Roberts Intl
Tue 2/18
4:00 pm-10:43 pm
1 stop7h 43m
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Wed 3/5
5:36 pm-4:25 pm
2 stops21h 49m
George Town Owen Roberts Intl
Wed 3/12
4:40 pm-9:51 am
1 stop17h 11m
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Fri 1/31
6:00 am-2:35 pm
1 stop7h 35m
George Town Owen Roberts Intl
Tue 2/11
2:04 pm-11:36 pm
1 stop10h 32m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Fri 3/7
5:05 am-3:45 pm
1 stop9h 40m
George Town Owen Roberts Intl
Thu 3/20
11:30 am-7:44 am
2 stops20h 14m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Wed 3/12
5:00 pm-11:45 am
2 stops18h 45m
George Town Owen Roberts Intl
Wed 3/19
12:40 pm-9:20 am
2 stops20h 40m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Thu 3/13
7:25 am-9:20 pm
1 stop13h 55m
George Town Owen Roberts Intl
Sun 3/16
2:00 pm-9:47 pm
1 stop7h 47m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Wed 3/12
5:15 am-3:25 pm
1 stop10h 10m
George Town Owen Roberts Intl
Wed 3/19
1:50 pm-6:06 pm
Nonstop4h 16m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Sat 3/15
5:58 pm-1:40 pm
2 stops19h 42m
George Town Owen Roberts Intl
Fri 3/21
3:00 pm-10:54 am
2 stops19h 54m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Sun 3/23
6:58 pm-11:00 am
1 stop16h 02m
George Town Owen Roberts Intl
Thu 4/3
3:00 pm-8:25 am
1 stop17h 25m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Wed 3/12
6:00 am-11:38 am
1 stop5h 38m
George Town Owen Roberts Intl
Wed 3/19
1:03 pm-10:23 pm
1 stop9h 20m
Best time to book a flight from Illinois to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Illinois with our price prediction graph.
Travel insights for flights from Illinois to Cayman Islands
Get recent, data-driven insights about flights from Illinois to Cayman Islands including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Illinois to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from Illinois to Cayman Islands (average of $467). Flying from Illinois to Cayman Islands in March is currently the most expensive (average of $594). 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.
What is the cheapest time of day to fly from IL to KY?
Find hourly flight availability from Illinois to Cayman Islands. 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Cayman Islands as you normally would.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated January 21, 2025.
To help decide which airline to fly from Illinois to Cayman Islands, see what other customers have to say about American Airlines, United Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
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 Illinois to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Illinois to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Illinois to Cayman Islands
Discover the top 3 airlines that operate flights from Illinois to Cayman Islands. 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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$373 | Average$532 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$436 | Average$664 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$461 | Average$697 | FlexibilityNo cancel fee | On-time69% |