$249 Find Cheap Flights from Grand Cayman to Chicago O'Hare Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Grand Cayman to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Cayman to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Grand Cayman to O'Hare Intl

Thu, Oct 8 - Sat, Oct 10
Air Canada Logo
12:25 pm - 2:55 pm
GCM
-
ORD
26h 30m
1 stop
Air Canada Logo
3:40 pm - 11:30 am
ORD
-
GCM
43h 50m
2 stops
$451Air Canada
Thu, Oct 22 - Mon, Oct 26
Air Canada Logo
12:25 pm - 9:00 am
GCM
-
ORD
20h 35m
1 stop
Air Canada Logo
4:30 pm - 11:10 am
ORD
-
GCM
18h 40m
1 stop
$479Air Canada
Thu, Oct 22 - Mon, Oct 26
Air Canada Logo
12:25 pm - 9:00 am
GCM
-
ORD
20h 35m
1 stop
Air Canada Logo
1:55 pm - 11:10 am
ORD
-
GCM
21h 15m
2 stops
$482Air Canada
Thu, Oct 22 - Mon, Oct 26
Air Canada Logo
12:25 pm - 7:44 am
GCM
-
ORD
19h 19m
2 stops
Air Canada Logo
1:55 pm - 11:10 am
ORD
-
GCM
21h 15m
2 stops
$512Air Canada
Thu, Aug 27 - Sun, Aug 30
Air Canada Logo
12:25 pm - 7:52 pm
GCM
-
ORD
7h 27m
1 stop
Air Canada Logo
8:50 pm - 11:25 am
ORD
-
GCM
14h 35m
1 stop
$561Air Canada
Sun, Sep 13 - Wed, Sep 16
Multiple Airlines Logo
6:25 pm - 2:55 pm
GCM
-
ORD
44h 30m
2 stops
Multiple Airlines Logo
8:40 pm - 11:25 am
ORD
-
GCM
14h 45m
1 stop
$571Multiple Airlines
Thu, Oct 8 - Mon, Oct 12
Multiple Airlines Logo
12:25 pm - 2:55 pm
GCM
-
ORD
26h 30m
1 stop
Multiple Airlines Logo
8:40 pm - 10:25 am
ORD
-
GCM
37h 45m
2 stops
$619Multiple Airlines
Thu, Oct 8 - Mon, Oct 12
Multiple Airlines Logo
12:25 pm - 7:44 am
GCM
-
ORD
43h 19m
2 stops
Multiple Airlines Logo
8:40 pm - 10:25 am
ORD
-
GCM
37h 45m
2 stops
$654Multiple Airlines
Thu, Oct 8 - Mon, Oct 12
American Airlines Logo
2:10 pm - 12:38 am
GCM
-
ORD
10h 28m
1 stop
American Airlines Logo
5:05 am - 10:55 am
ORD
-
GCM
5h 50m
1 stop
$661American Airlines
Thu, Oct 8 - Mon, Oct 12
American Airlines Logo
12:00 pm - 10:00 pm
GCM
-
ORD
10h 00m
2 stops
American Airlines Logo
5:05 am - 10:55 am
ORD
-
GCM
5h 50m
1 stop
$666American Airlines
Useful Info

Good to know

Low season

November

Cheapest flight

$249
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly with an average 58% increase in price.
Flight from George Town to Chicago

FAQs for booking Grand Cayman to Chicago O'Hare Airport flights

  • How does KAYAK find such low prices on flights from Grand Cayman to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Grand Cayman to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Cayman to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Grand Cayman is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Grand Cayman to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Grand Cayman with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Cayman to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to O'Hare Intl

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)