$161+ Cheap flights from Illinois to Grand Cayman
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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to Grand Cayman with Cheapflights
1. Tell us where you want to go
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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 Grand Cayman
Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Grand Cayman (zzLAW). 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 23, 2025.
Round-trip from | $448 (United Airlines) |
|---|---|
One-way from | $161 (Trip.com) |
Find flight deals from Illinois to Grand Cayman
Cheapest flights from Illinois to Grand CaymanExplore the most affordable flight options available from Illinois to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 23, 2025.
Explore the most affordable flight options available from Illinois to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 23, 2025.
This United 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 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 1/21. 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 1/22. 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 Southwest deal was found by Cheapflights users on 1/22. 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 1/21. 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 Kiwi.com 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 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Air Canada deal was found by Cheapflights users on 1/22. 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 Air Canada 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 1/22. 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 1/23. 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 1/22. 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 1/23. 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 United Airlines deal was found by Cheapflights users on 1/22. 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.
Find flights from Illinois to Grand Cayman within your budget
Customize your flight search to find flights from Illinois to Grand Cayman 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 23, 2025.
Fly from
Fly to
Route
Depart
Return
Price
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Wed 3/5
3:32 pm-1:45 pm
1 stop21h 13m
George Town Owen Roberts Intl
Mon 3/10
1:25 pm-11:32 pm
1 stop10h 07m
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Fri 2/28
5:05 am-12:30 pm
1 stop6h 25m
George Town Owen Roberts Intl
Tue 3/4
3:20 pm-11:56 pm
1 stop9h 36m
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-11:00 pm
1 stop10h 20m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Tue 3/25
9:17 am-4:10 pm
1 stop6h 53m
George Town Owen Roberts Intl
Thu 3/27
11:30 am-7:44 am
2 stops20h 14m
St. LouisGeorge Town
STL - GCM
STLGCM
Lambert-St Louis
Mon 4/7
3:50 pm-12:25 pm
1 stop20h 35m
George Town Owen Roberts Intl
Tue 4/15
1:40 pm-2:59 pm
1 stop25h 19m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 2/15
4:19 pm-4:10 pm
1 stop22h 51m
George Town Owen Roberts Intl
Wed 2/19
11:30 am-3:13 pm
1 stop28h 43m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Tue 3/11
9:07 pm-2:00 pm
2 stops40h 53m
George Town Owen Roberts Intl
Mon 3/17
3:00 pm-2:45 pm
2 stops23h 45m
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
12:00 pm-12:20 am
1 stop12h 20m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Wed 3/5
6:00 am-12:38 pm
1 stop5h 38m
George Town Owen Roberts Intl
Wed 3/19
1:03 pm-10:23 pm
1 stop9h 20m
ChicagoGeorge Town
ORD - GCM
ORDGCM
Chicago O'Hare Intl
Wed 2/26
5:45 am-12:38 pm
1 stop5h 53m
George Town Owen Roberts Intl
Tue 3/11
1:03 pm-11:56 pm
1 stop10h 53m
Best time to book a flight from Illinois to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Illinois with our price prediction graph.
Travel insights for flights from Illinois to Grand Cayman
Get recent, data-driven insights about flights from Illinois to Grand Cayman including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Illinois to Grand Cayman?
Currently, January is the cheapest month in which you can book a flight from Illinois to Grand Cayman (average of $467). Flying from Illinois to Grand Cayman 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 LAW?
Find hourly flight availability from Illinois to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 23, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Grand Cayman as you normally would.
Reviews of airlines servicing Grand Cayman
Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated January 23, 2025.
Read reviews from past customers who have flown United Airlines, Southwest and Air Canada from Illinois to Grand Cayman. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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.
Entertainment
Overall
Boarding
Crew
Comfort
Food
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 Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Illinois to Grand Cayman
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Illinois to Grand Cayman
Discover the top 3 airlines that operate flights from Illinois to Grand Cayman. 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 23, 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% |