Grand Cayman

$179+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — GCM
Dec 24 — Dec 311
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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 December 19, 2024.

Round-trip from

$526
(Delta)

One-way from

$179
(Kiwi.com)
From Illinois to Grand Cayman
One-way flight from Illinois to Grand Cayman

Find flight deals from Illinois to Grand Cayman

Cheapest flights from Illinois to Grand Cayman
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 December 19, 2024.

This Delta deal was found by Cheapflights users on 12/18. 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.
Wed 12/256:00 amSTL - GCM
1 stop5h 27mDelta
Mon 12/301:52 pmGCM - STL
1 stop8h 50mDelta
Deal found 12/18$604
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/286:15 amORD - GCM
1 stop6h 05mSouthwest
Fri 1/311:50 pmGCM - ORD
2 stops9h 30mSouthwest
Deal found 12/19$679
This United deal was found by Cheapflights users on 12/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/258:30 amSTL - GCM
1 stop6h 55mUnited Airlines
Mon 12/305:35 pmGCM - STL
2 stops27h 22mUnited Airlines
Deal found 12/18$699
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/275:03 amSTL - GCM
1 stop6h 37mAmerican Airlines
Sun 12/293:35 pmGCM - STL
1 stop9h 16mAmerican Airlines
Deal found 12/17$704
This Southwest deal was found by Cheapflights users on 12/18. 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.
Mon 12/235:00 amMDW - GCM
1 stop6h 55mSouthwest
Sun 12/291:50 pmGCM - MDW
2 stops7h 45mSouthwest
Deal found 12/18$734
This Kiwi.com deal was found by Cheapflights users on 12/18. 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.
Tue 12/315:07 pmORD - GCM
1 stop22h 03mMultiple Airlines
Mon 1/62:00 pmGCM - ORD
1 stop18h 47mMultiple Airlines
Deal found 12/18$768
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Sat 12/286:30 pmORD - GCM
1 stop17h 10mAmerican Airlines
Fri 1/311:40 pmGCM - ORD
1 stop9h 02mAmerican Airlines
Deal found 12/19$773
This United Airlines deal was found by Cheapflights users on 12/19. 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 12/288:39 amORD - GCM
Nonstop3h 56mUnited Airlines
Fri 1/312:25 pmGCM - ORD
1 stop8h 18mUnited Airlines
Deal found 12/19$804
This FlightHub deal was found by Cheapflights users on 12/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:28 pmORD - GCM
1 stop18h 12mAir Canada
Thu 12/264:00 pmGCM - ORD
1 stop23h 51mAir Canada
Deal found 12/19$805
This Delta deal was found by Cheapflights users on 12/18. 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.
Wed 12/255:58 amMLI - GCM
1 stop5h 29mDelta
Wed 1/11:52 pmGCM - MLI
1 stop7h 39mDelta
Deal found 12/18$810
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/317:35 amMDW - GCM
1 stop7h 35mMultiple Airlines
Mon 1/62:00 pmGCM - MDW
1 stop23h 29mMultiple Airlines
Deal found 12/17$834
This United deal was found by Cheapflights users on 12/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/258:25 amMLI - GCM
2 stops31h 05mUnited Airlines
Wed 1/12:50 pmGCM - MLI
1 stop7h 43mUnited Airlines
Deal found 12/18$873

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 December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Thu 2/27

6:00 am-12:38 pm

1 stop5h 38m

George Town Owen Roberts Intl

Tue 3/11

12:50 pm-7:55 pm

1 stop7h 05m

$526

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Sun 3/16

3:50 pm-2:00 pm

1 stop22h 10m

George Town Owen Roberts Intl

Fri 3/21

3:00 pm-3:06 pm

1 stop24h 06m

$527

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Sat 2/8

6:29 pm-2:30 pm

2 stops19h 01m

George Town Owen Roberts Intl

Sat 2/15

5:40 pm-9:52 am

2 stops17h 12m

$531

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 2/6

10:29 am-6:40 pm

1 stop7h 11m

George Town Owen Roberts Intl

Sun 2/9

12:40 pm-10:27 pm

2 stops34h 47m

$575

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 2/18

5:40 am-12:55 pm

1 stop6h 15m

George Town Owen Roberts Intl

Fri 2/21

1:50 pm-7:55 am

2 stops19h 05m

$575

MolineGeorge Town

MLI - GCM

MLIGCM

Moline Quad-City

Thu 5/15

3:13 pm-10:56 am

2 stops19h 43m

George Town Owen Roberts Intl

Mon 5/19

2:55 pm-9:23 pm

1 stop6h 28m

$578

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 1/16

3:35 pm-1:40 pm

2 stops21h 05m

George Town Owen Roberts Intl

Thu 1/23

2:40 pm-10:54 am

2 stops21h 14m

$580

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 3/6

6:30 am-4:15 pm

1 stop8h 45m

George Town Owen Roberts Intl

Fri 3/14

1:50 pm-6:06 pm

Nonstop4h 16m

$588

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

Wed 3/5

2:04 pm-11:49 pm

1 stop10h 45m

$598

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 3/25

6:00 am-11:25 am

1 stop5h 25m

George Town Owen Roberts Intl

Tue 4/1

12:50 pm-10:27 pm

1 stop9h 37m

$598

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 29 results
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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.
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 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 June is currently the most expensive (average of $558). 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 December 19, 2024.

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 December 19, 2024.
Read reviews from past customers who have flown United Airlines, Delta 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.
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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.

8.1
Very good
4,836 reviews
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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.

8.0
Very good
8,600 reviews
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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.

7.4
Good
9,048 reviews
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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.

7.3
Good
2,819 reviews
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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.

7.2
Good
10,000 reviews
8.1
Very good
4,836 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Comfort

8.1

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 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.
  • What are the cheapest airlines to fly from Illinois to Grand Cayman one-way?

    $211 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Air Canada and Southwest, with prices starting from $214 and $261, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Grand Cayman 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 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 June is currently the most expensive (average of $558). 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

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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 December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$351Average$501FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$367Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$429Average$683FlexibilityNo cancel feeOn-time69%
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