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Cheap flights from Illinois to Grand Cayman from $169

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 Grand Cayman departing on 9/14. 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

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Find the cheapest flights from Illinois to Grand Cayman

Cheap round-trip flights

American Airlines Logo
5:28 am - 11:10 amSTL-GCM
5h 42m1 stop
American Airlines Logo
12:28 pm - 11:53 pmGCM-STL
11h 25m1 stop
$400American Airlines
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Wed, Sep 17 - Thu, Sep 18
American Airlines Logo
4:32 pm - 11:10 amSTL-GCM
18h 38m2 stops
American Airlines Logo
12:25 pm - 11:05 pmGCM-STL
10h 40m1 stop
$404American Airlines
Find Deal
Sat, Aug 16 - Fri, Aug 22
Southwest Logo
6:05 am - 12:35 pmORD-GCM
5h 30m1 stop
Southwest Logo
1:30 pm - 9:50 pmGCM-ORD
9h 20m1 stop
$432Southwest
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Wed, Nov 5 - Tue, Nov 11
Delta Logo
5:30 pm - 12:30 pmORD-GCM
18h 00m2 stops
Delta Logo
3:45 pm - 11:58 pmGCM-ORD
9h 13m1 stop
$436Delta
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Mon, Dec 29 - Wed, Dec 31
Delta Logo
7:05 am - 2:20 pmORD-GCM
6h 15m1 stop
Delta Logo
3:45 pm - 11:58 pmGCM-ORD
9h 13m1 stop
$442Delta
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Wed, Dec 24 - Wed, Dec 31
United Airlines Logo
5:40 pm - 4:30 pmMLI-GCM
21h 50m2 stops
United Airlines Logo
5:45 pm - 11:50 amGCM-MLI
19h 05m2 stops
$451United Airlines
Find Deal
Sun, Dec 7 - Fri, Dec 12
United Airlines Logo
6:15 am - 12:30 pmSTL-GCM
6h 15m1 stop
United Airlines Logo
4:45 pm - 9:28 amGCM-STL
16h 43m1 stop
$474United Airlines
Find Deal
Mon, Aug 4 - Sat, Aug 9
Logo
8:09 am - 4:10 pmORD-GCM
8h 01m1 stop
Logo
11:30 am - 4:11 pmGCM-ORD
28h 41m1 stop
$474
Find Deal
Wed, Jul 30 - Tue, Aug 5
Logo
10:27 am - 9:20 pmORD-GCM
10h 53m1 stop
Logo
4:45 pm - 9:22 amGCM-ORD
16h 37m1 stop
$490
Find Deal
Fri, Aug 22 - Mon, Aug 25
Southwest Logo
4:25 pm - 12:35 pmORD-GCM
19h 10m2 stops
Southwest Logo
1:30 pm - 9:50 pmGCM-ORD
9h 20m1 stop
$503Southwest
Find Deal
Wed, Nov 5 - Tue, Nov 11

Southwest flights from Illinois to Grand Cayman

Our best Southwest deals on Illinois to Grand Cayman flight tickets
Southwest
Nov 5
ORD6:05 amChicago O'Hare Intl
5h 30m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Nov 11
GCM1:30 pmGeorge Town Owen Roberts Intl
9h 20m
1 stop
ORD9:50 pmChicago O'Hare Intl
$432
Find similar
Southwest
Nov 5
ORD4:25 pmChicago O'Hare Intl
19h 10m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Nov 11
GCM1:30 pmGeorge Town Owen Roberts Intl
9h 20m
1 stop
ORD9:50 pmChicago O'Hare Intl
$503
Find similar
Southwest
Nov 1
ORD5:25 pmChicago O'Hare Intl
19h 10m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Nov 7
GCM1:30 pmGeorge Town Owen Roberts Intl
9h 20m
1 stop
ORD9:50 pmChicago O'Hare Intl
$513
Find similar

United Airlines flights from Illinois to Grand Cayman

Our best United Airlines deals on Illinois to Grand Cayman flight tickets
United Airlines
Dec 7
MLI5:40 pmMoline Quad-City
21h 50m
2 stops
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 12
GCM5:45 pmGeorge Town Owen Roberts Intl
19h 05m
2 stops
MLI11:50 amMoline Quad-City
$451
Find similar
United Airlines
Aug 4
STL6:15 amLambert-St Louis
6h 15m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
Aug 9
GCM4:45 pmGeorge Town Owen Roberts Intl
16h 43m
1 stop
STL9:28 amLambert-St Louis
$474
Find similar
United Airlines
Aug 4
STL6:15 amLambert-St Louis
6h 15m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
Aug 9
GCM4:45 pmGeorge Town Owen Roberts Intl
17h 55m
2 stops
STL10:40 amLambert-St Louis
$522
Find similar

See travel insights to Grand Cayman from

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

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 month to fly to Grand Cayman?

The cheapest month to fly to Grand Cayman from Illinois is in September. Flight prices, which tend to average around $535, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in September, then you should wait until October to fly from Illinois, when ticket prices are also cheap, with an average price of $544.

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

The cheapest day to depart from Illinois to Grand Cayman is on a Monday when prices can be found for as low as $668. On the other hand, Friday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $950.

What is the cheapest time of day to depart on your flight to Grand Cayman?

Our most recent data shows that the best time of day to fly to Grand Cayman is in the afternoon. Flights from Illinois to Grand Cayman during this time can be as low as $507. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $731 on average. Flights to Grand Cayman from Illinois in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Illinois to Grand Cayman flight route?

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

How far in advance should I book a flight to Grand Cayman?

You are more likely to see cheaper flights to Grand Cayman from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Grand Cayman for around $689 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Grand Cayman from Illinois for as low as $618 on momondo.

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

There are 3 cabin classes available to choose from on Illinois to Grand Cayman 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 Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Illinois to Grand Cayman.

Cheap Illinois to Grand Cayman flight deals and tips

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

Best Price Found

$169

Fastest flight time

3h 46m

Direct flights

Every day

Airports in Grand Cayman

1 airport
The best one-way flight to Grand Cayman from Illinois in the past 72 hours is $169. The best round-trip flight deal from Illinois to Grand Cayman found on momondo in the last 72 hours is $400.
The fastest flight from Illinois to Grand Cayman takes 3h 46m
Direct flights go from Illinois to Grand Cayman every day.
There is 1 airport near Grand Cayman: George Town Owen Roberts Intl (GCM)
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  • When did momondo last update prices for flights from Illinois to Grand Cayman?

    Prices for flights from Illinois to Grand Cayman refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Grand Cayman.

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

    The necessary travel and health documents for your Grand Cayman trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Illinois to Grand Cayman

Compare and see reviews for airlines that fly from Illinois to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $463Free CancellationRating
8.0
7,957 reviews
Search Delta flights
American AirlinesPriceFrom $502Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $563Free CancellationRating
7.4
8,863 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Grand Cayman from Illinois.

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

Yes. All flights to Grand Cayman 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 Grand Cayman?

Once you have performed a search for Illinois to Grand Cayman flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Illinois to Grand Cayman flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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