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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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — GCM
Nov 10 — Nov 171
Sun 11/10
Sun 11/17
1 adult, Economy
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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 November 5, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/38:02 pmORD - GCM
1 stop19h 08mMultiple Airlines
Thu 12/511:30 amGCM - ORD
2 stops13h 21mMultiple Airlines
Deal found 11/3$477
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 12/46:15 amSTL - GCM
1 stop9h 10mUnited Airlines
Tue 12/105:35 pmGCM - STL
1 stop17h 12mUnited Airlines
Deal found 11/4$516
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 12/115:05 amSTL - GCM
1 stop6h 35mAmerican Airlines
Sun 12/153:35 pmGCM - STL
1 stop8h 35mAmerican Airlines
Deal found 11/4$521
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/57:25 amMDW - GCM
1 stop12h 55mMultiple Airlines
Sun 12/82:00 pmGCM - MDW
2 stops28h 22mMultiple Airlines
Deal found 11/4$532
This Delta deal was found by Cheapflights users on 11/5. 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.
Sun 12/226:00 amSTL - GCM
1 stop7h 32mDelta
Thu 12/263:47 pmGCM - STL
1 stop8h 53mDelta
Deal found 11/5$561
This Delta deal was found by Cheapflights users on 11/4. 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.
Tue 12/245:40 amORD - GCM
1 stop5h 47mDelta
Tue 12/313:47 pmGCM - ORD
1 stop9h 09mDelta
Deal found 11/4$578
This Delta deal was found by Cheapflights users on 11/4. 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.
Tue 12/246:00 amMDW - GCM
1 stop5h 27mDelta
Tue 12/313:47 pmGCM - MDW
1 stop7h 19mDelta
Deal found 11/4$578
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Tue 12/316:55 pmORD - GCM
1 stop16h 05mAmerican Airlines
Tue 1/71:00 pmGCM - ORD
2 stops10h 04mAmerican Airlines
Deal found 11/5$583
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 12/208:48 amORD - GCM
Nonstop3h 57mUnited Airlines
Thu 12/262:50 pmGCM - ORD
Nonstop4h 16mUnited Airlines
Deal found 11/4$604
This Air Canada deal was found by Cheapflights users on 11/3. 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.
Wed 12/48:25 pmORD - GCM
1 stop16h 15mAir Canada
Thu 12/122:40 pmGCM - ORD
2 stops21h 14mAir Canada
Deal found 11/3$615
This Southwest deal was found by Cheapflights users on 11/4. 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.
Tue 12/246:00 amMDW - GCM
1 stop5h 55mSouthwest
Sun 12/291:50 pmGCM - MDW
2 stops11h 30mSouthwest
Deal found 11/4$619
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/277:33 pmORD - GCM
1 stop22h 25mSun Country Air
Sat 1/48:00 pmGCM - ORD
1 stop24h 05mSun Country Air
Deal found 11/4$786

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 2,554,862 searches. Data last updated November 5, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 2/4

4:25 pm-4:10 pm

1 stop22h 45m

$179

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Wed 12/11

6:00 am-12:42 pm

1 stop5h 42m

$206

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sun 1/5

5:45 am-12:55 pm

1 stop6h 10m

$211

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Thu 12/12

5:05 am-2:30 pm

2 stops8h 25m

$211

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Wed 1/1

5:59 pm-3:00 pm

2 stops20h 01m

$241

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 1/3

6:55 pm-11:20 am

1 stop15h 25m

$252

St. LouisGeorge Town

STL - GCM

STLGCM

Lambert-St Louis

Wed 12/11

5:40 pm-4:25 pm

2 stops21h 45m

$257

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 12/27

7:33 pm-6:58 pm

1 stop22h 25m

$321

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 1/16

7:25 am-9:20 pm

1 stop12h 55m

$205

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 3/15

2:00 pm-12:43 pm

2 stops22h 43m

$548

Flights are sorted by cheapest first

Deals found on 11/3

Showing 1-10 of 37 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 $560). 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 November 5, 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 November 5, 2024.
Read reviews from past customers who have flown Southwest, Air Canada and WestJet 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.
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,082 reviews
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,830 reviews
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,486 reviews
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,215 reviews
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,800 reviews
Southwest
8.1
Very good
5,082 reviews

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Crew

8.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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.

  • Can I find flights from Illinois to Grand Cayman for under $500 on Cheapflights?

    Yes, there are multiple flights from Illinois to Grand Cayman for under $500. The cheapest flight booked recently is on Multiple Airlines for just $477, but on average you can expect to pay $787.

  • Are there nonstop flights from Illinois to Grand Cayman for under $600 on Cheapflights?

    Cheapflights has at least 2 direct flights from Illinois to Grand Cayman under $600. A good price for a nonstop flight from Illinois to Grand Cayman is less than $592.

  • Are there last-minute flights available from Illinois to Grand Cayman for under $800?

    There are currently 5+ open flights from Illinois to Grand Cayman within the next 7 days for less than $800.

  • 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 Southwest. You may also be able to find cheap deals on Air Canada and JetBlue, with prices starting from $241 and $252, respectively.

  • What does ORD to GCM mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport flight would often be abbreviated as a ORD to GCM flight. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI).

  • Can I find deals for flights from Illinois to Grand Cayman that include extra baggage allowance?

    The amount of baggage you can bring on your Illinois to Grand Cayman flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Illinois to Grand Cayman with specific airlines?

    Yes, Cheapflights allows you to browse and filter Illinois to Grand Cayman flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Illinois to Grand Cayman that allow pets onboard?

    Many airlines flying from Illinois to Grand Cayman offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Illinois to Grand Cayman?

    Yes, you can often find last-minute deals on Illinois to Grand Cayman flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Illinois to Grand Cayman flight deals updated?

    The Illinois to Grand Cayman flight deals you see on this page were last updated on 11/5.

  • 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 $560). 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.
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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 2,554,862 searches. Data last updated November 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$351Average$550FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$368Average$609FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$405Average$650FlexibilityNo cancel feeOn-time69%
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