Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Illinois to the Cayman Islands from $192

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to the Cayman Islands departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Illinois to the Cayman Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to the Cayman Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to the Cayman Islands.

Cheap last minute flights

Planning a quick getaway from Illinois to the Cayman Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to the Cayman Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to the Cayman Islands

Find recent round-trip train or bus tickets from Illinois to the Cayman Islands.

All round-trip flight deals to the Cayman Islands

The cheapest plane tickets to the Cayman Islands found on KAYAK recently.
7:25 am - 4:10 pmMDW-GCM
7h 45m1 stop
11:30 am - 3:13 pmGCM-MDW
28h 43m1 stop
Wed, Feb 19 - Tue, Feb 25
2:02 pm - 4:10 pmORD-GCM
25h 08m1 stop
11:30 am - 10:30 pmGCM-ORD
12h 00m1 stop
Tue, Feb 11 - Sat, Feb 15
5:10 am - 2:15 pmSTL-GCM
8h 05m1 stop
1:40 pm - 7:23 pmGCM-STL
6h 43m1 stop
$520American Airlines
Find Deal
Wed, Jan 29 - Tue, Feb 11
6:00 am - 12:42 pmSTL-GCM
5h 42m1 stop
1:52 pm - 9:42 pmGCM-STL
8h 50m1 stop
$523Delta
Find Deal
Mon, Dec 16 - Mon, Dec 23
6:29 pm - 2:30 pmSTL-GCM
19h 01m2 stops
3:15 pm - 10:17 pmGCM-STL
8h 02m1 stop
$525American Airlines
Find Deal
Sat, Feb 1 - Tue, Feb 11
4:51 pm - 1:40 pmORD-GCM
19h 49m1 stop
4:00 pm - 2:51 pmGCM-ORD
23h 51m1 stop
$566Air Canada
Find Deal
Wed, Feb 5 - Sun, Feb 9
5:35 am - 12:55 pmMDW-GCM
6h 20m1 stop
2:15 pm - 10:15 pmGCM-MDW
9h 00m1 stop
$574Southwest
Find Deal
Tue, Jan 14 - Sat, Jan 18
8:30 pm - 2:00 pmORD-GCM
17h 30m1 stop
3:00 pm - 10:54 amGCM-ORD
19h 54m2 stops
$581Air Canada
Find Deal
Thu, Mar 20 - Thu, Mar 27
6:00 am - 12:38 pmMDW-GCM
5h 38m1 stop
2:04 pm - 10:20 pmGCM-MDW
9h 16m1 stop
$588Delta
Find Deal
Wed, Jan 22 - Wed, Feb 5
5:00 am - 12:10 pmMDW-GCM
7h 10m1 stop
12:45 pm - 12:25 amGCM-MDW
11h 40m2 stops
$589Southwest
Find Deal
Sat, Apr 5 - Fri, Apr 11
1:45 pm - 9:20 pmORD-GCM
30h 35m2 stops
Wed, Jan 22
2:02 pm - 4:10 pmORD-GCM
25h 08m1 stop
Mon, Jan 27
2:02 pm - 4:10 pmORD-GCM
25h 08m1 stop
Mon, Jan 13
11:53 am - 6:58 pmORD-GCM
30h 05m1 stop
$210Sun Country Air
Find Deal
Fri, Jan 3
8:25 pm - 11:55 amORD-GCM
15h 30m1 stop
$213Air Canada
Find Deal
Sun, May 25
4:00 pm - 3:00 pmORD-GCM
22h 00m1 stop
$241Air Canada
Find Deal
Sat, Jan 25
7:25 pm - 10:24 amORD-GCM
14h 59m1 stop
$262JetBlue
Find Deal
Sat, May 24
7:05 am - 2:32 pmORD-GCM
6h 27m1 stop
$297Delta
Find Deal
Tue, Dec 24
7:33 pm - 6:58 pmORD-GCM
22h 25m1 stop
$321Sun Country Air
Find Deal
Fri, Dec 27
5:40 am - 2:32 pmORD-GCM
7h 52m1 stop
$332Delta
Find Deal
Mon, Dec 23
5:00 am - 12:35 pmSTL-GCM
6h 35m1 stop
1:40 pm - 11:59 pmGCM-STL
11h 19m1 stop
$654American Airlines
Find Deal
Sun, Dec 1 - Sun, Dec 8
5:45 am - 4:29 pmSTL-GCM
9h 44m2 stops
3:35 pm - 8:54 amGCM-STL
18h 19m2 stops
$659American Airlines
Find Deal
Sun, Dec 1 - Sun, Dec 8
5:00 am - 4:29 pmORD-GCM
10h 29m1 stop
2:50 pm - 6:00 pmGCM-ORD
4h 10mnonstop
$963American Airlines
Find Deal
Wed, Nov 27 - Sat, Dec 7
6:01 am - 4:29 pmORD-GCM
9h 28m2 stops
2:50 pm - 6:00 pmGCM-ORD
4h 10mnonstop
$968American Airlines
Find Deal
Wed, Nov 27 - Sat, Dec 7
6:30 am - 4:29 pmORD-GCM
8h 59m2 stops
12:55 pm - 7:45 pmGCM-ORD
7h 50m1 stop
$978American Airlines
Find Deal
Wed, Nov 27 - Sat, Dec 7
3:35 pm - 1:40 pmORD-GCM
21h 05m2 stops
6:50 pm - 8:57 amGCM-ORD
39h 07m2 stops
$1,062
Find Deal
Wed, Nov 27 - Sat, Dec 7
3:35 pm - 1:40 pmORD-GCM
21h 05m2 stops
6:50 pm - 8:57 amGCM-ORD
39h 07m2 stops
$1,331
Find Deal
Wed, Nov 27 - Sat, Dec 7
1:00 pm - 6:40 pmSTL-GCM
28h 40m3 stops
4:00 pm - 6:41 pmGCM-STL
27h 41m3 stops
$1,341
Find Deal
Sun, Dec 1 - Sun, Dec 8
1:00 pm - 6:40 pmSTL-GCM
28h 40m3 stops
5:35 pm - 3:06 pmGCM-STL
22h 31m2 stops
$1,342
Find Deal
Sun, Dec 1 - Sun, Dec 8
8:48 am - 1:45 pmORD-GCM
3h 57mnonstop
2:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$594United Airlines
Find Deal
Tue, Dec 24 - Wed, Jan 1
9:00 am - 1:55 pmORD-GCM
3h 55mnonstop
2:55 pm - 6:05 pmGCM-ORD
4h 10mnonstop
$624American Airlines
Find Deal
Sat, Feb 22 - Sat, Mar 1
9:00 am - 1:55 pmORD-GCM
3h 55mnonstop
2:55 pm - 6:05 pmGCM-ORD
4h 10mnonstop
$649American Airlines
Find Deal
Sat, Feb 15 - Sat, Mar 1
8:48 am - 12:45 pmORD-GCM
3h 57mnonstop
1:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$664United Airlines
Find Deal
Sun, Mar 16 - Fri, Mar 21
8:48 am - 1:45 pmORD-GCM
3h 57mnonstop
2:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$684United Airlines
Find Deal
Tue, Dec 24 - Mon, Dec 30
8:48 am - 12:45 pmORD-GCM
3h 57mnonstop
1:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$689United Airlines
Find Deal
Sun, Mar 9 - Sun, Mar 16
8:48 am - 1:45 pmORD-GCM
3h 57mnonstop
2:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$694United Airlines
Find Deal
Mon, Dec 23 - Tue, Dec 31
8:39 am - 1:35 pmORD-GCM
3h 56mnonstop
2:40 pm - 5:56 pmGCM-ORD
4h 16mnonstop
$714United Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
8:48 am - 1:45 pmORD-GCM
3h 57mnonstop
2:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$719United Airlines
Find Deal
Mon, Dec 23 - Sun, Dec 29
8:48 am - 1:45 pmORD-GCM
3h 57mnonstop
2:50 pm - 6:06 pmGCM-ORD
4h 16mnonstop
$724United Airlines
Find Deal
Mon, Dec 23 - Mon, Dec 30

American Airlines flights from Illinois to Cayman Islands

Our best American Airlines deals on Illinois to Cayman Islands flight tickets
American Airlines
Jan 29
STL5:10 amLambert-St Louis
8h 05m
1 stop
GCM2:15 pmGeorge Town Owen Roberts Intl
Feb 11
GCM1:40 pmGeorge Town Owen Roberts Intl
6h 43m
1 stop
STL7:23 pmLambert-St Louis
American Airlines
Feb 1
STL6:29 pmLambert-St Louis
19h 01m
2 stops
GCM2:30 pmGeorge Town Owen Roberts Intl
Feb 11
GCM3:15 pmGeorge Town Owen Roberts Intl
8h 02m
1 stop
STL10:17 pmLambert-St Louis
American Airlines
Jan 10
STL6:29 pmLambert-St Louis
16h 26m
2 stops
GCM11:55 amGeorge Town Owen Roberts Intl
Jan 17
GCM1:00 pmGeorge Town Owen Roberts Intl
10h 09m
2 stops
STL10:09 pmLambert-St Louis

Delta flights from Illinois to Cayman Islands

Our best Delta deals on Illinois to Cayman Islands flight tickets
Delta
Dec 16
STL6:00 amLambert-St Louis
5h 42m
1 stop
GCM12:42 pmGeorge Town Owen Roberts Intl
Dec 23
GCM1:52 pmGeorge Town Owen Roberts Intl
8h 50m
1 stop
STL9:42 pmLambert-St Louis
Delta
Jan 22
MDW6:00 amChicago Midway
5h 38m
1 stop
GCM12:38 pmGeorge Town Owen Roberts Intl
Feb 5
GCM2:04 pmGeorge Town Owen Roberts Intl
9h 16m
1 stop
MDW10:20 pmChicago Midway
Delta
Dec 24
ORD7:05 amChicago O'Hare Intl
6h 27m
1 stop
GCM2:32 pmGeorge Town Owen Roberts Intl
Dec 31
GCM3:47 pmGeorge Town Owen Roberts Intl
9h 09m
1 stop
ORD11:56 pmChicago O'Hare Intl

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Illinois to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $576. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Friday is $675.

What is the cheapest Illinois to Cayman Islands flight route?

Fly from Chicago O'Hare Intl to George Town Owen Roberts Intl for the best Illinois - Cayman Islands flight prices

What cabin class options are available on Illinois to Cayman Islands flights?

There are 2 cabin classes available to choose from on Illinois to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Cayman Islands flights?

You could potentially save up to 39% on your flight if you consider stops on a Illinois to Cayman Islands flight.

Cheap Illinois to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Cayman Islands

Best Price Found

$192

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Cayman Islands

1 airport
The best one-way flight to Cayman Islands from Illinois in the past 72 hours is $192. The best round-trip flight deal from Illinois to Cayman Islands found on momondo in the last 72 hours is $494.
The fastest flight from Illinois to Cayman Islands takes 3h 45m
Direct flights go from Illinois to Cayman Islands every day.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)

  • When did momondo last update prices for flights from Illinois to Cayman Islands?

    Prices for flights from Illinois to Cayman Islands were last updated today.

  • How many operators does momondo search for flights from Illinois to Cayman Islands?

  • How old do you have to be to fly from Illinois to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Cayman Islands?


Best airlines flying from Illinois to Cayman Islands

Compare and see reviews for airlines that fly from Illinois to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $348Free CancellationRating
8.0
8,736 reviews
Search Delta flights
American AirlinesPriceFrom $368Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $427Free CancellationRating
7.4
9,153 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Cayman Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Cayman Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to Cayman Islands with flexible booking policies on momondo?

Yes. All flights to Cayman Islands from Illinois on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Illinois to Cayman Islands?

Once all potential Illinois to Cayman Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Cayman Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Cayman Islands from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sun 12/1
Sun 12/8
Email me momondo's favorite deals

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo