Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to George Town from $179

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to George Town departing on 11/18. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to George Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:03 am - 11:10 am
ORD
-
GCM
28h 07m
1 stop
Air Canada Logo
12:10 pm - 4:38 pm
GCM
-
ORD
28h 28m
1 stop
$447Air Canada
Tue, Oct 27 - Sat, Oct 31
Air Canada Logo
1:55 pm - 11:10 am
ORD
-
GCM
21h 15m
2 stops
Air Canada Logo
12:10 pm - 10:03 pm
GCM
-
ORD
9h 53m
1 stop
$450Air Canada
Tue, Oct 27 - Sat, Oct 31
Air Canada Logo
4:30 pm - 12:10 pm
ORD
-
GCM
18h 40m
1 stop
Air Canada Logo
1:10 pm - 7:43 pm
GCM
-
ORD
7h 33m
1 stop
$457Air Canada
Tue, Nov 3 - Fri, Nov 13
Air Canada Logo
4:30 pm - 11:10 am
ORD
-
GCM
18h 40m
1 stop
Air Canada Logo
1:10 pm - 1:13 pm
GCM
-
ORD
25h 03m
1 stop
$458Air Canada
Tue, Oct 27 - Tue, Nov 10
Air Canada Logo
1:55 pm - 12:10 pm
ORD
-
GCM
21h 15m
2 stops
Air Canada Logo
1:10 pm - 7:43 pm
GCM
-
ORD
7h 33m
1 stop
$460Air Canada
Tue, Nov 3 - Fri, Nov 13
Air Canada Logo
8:35 pm - 11:10 am
ORD
-
GCM
14h 35m
1 stop
Air Canada Logo
1:10 pm - 11:07 am
GCM
-
ORD
22h 57m
2 stops
$462Air Canada
Tue, Oct 27 - Tue, Nov 10
Air Canada Logo
8:40 pm - 11:30 am
ORD
-
GCM
14h 50m
1 stop
Air Canada Logo
1:10 pm - 5:43 pm
GCM
-
ORD
29h 33m
1 stop
$463Air Canada
Fri, Oct 23 - Sun, Nov 1
Air Canada Logo
1:55 pm - 12:10 pm
ORD
-
GCM
21h 15m
2 stops
Air Canada Logo
1:10 pm - 8:00 am
GCM
-
ORD
19h 50m
2 stops
$465Air Canada
Tue, Nov 10 - Tue, Nov 17
Air Canada Logo
3:40 pm - 11:30 am
ORD
-
GCM
19h 50m
2 stops
Air Canada Logo
12:10 pm - 7:43 pm
GCM
-
ORD
7h 33m
1 stop
$467Air Canada
Fri, Oct 23 - Tue, Oct 27
Air Canada Logo
10:57 am - 11:10 am
ORD
-
GCM
24h 13m
2 stops
Air Canada Logo
12:10 pm - 4:38 pm
GCM
-
ORD
28h 28m
1 stop
$468Air Canada
Tue, Oct 27 - Sat, Oct 31

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.
Search flight deals

Air Canada flights from Chicago O'Hare Intl Airport to George Town

Our best Air Canada deals on Chicago O'Hare Intl Airport to George Town flight tickets
Air Canada
Oct 27
ORD7:03 amChicago O'Hare Intl
28h 07m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Oct 31
GCM12:10 pmGeorge Town Owen Roberts Intl
28h 28m
1 stop
ORD4:38 pmChicago O'Hare Intl
$447
Air Canada
Oct 27
ORD1:55 pmChicago O'Hare Intl
21h 15m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
Oct 31
GCM12:10 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
ORD10:03 pmChicago O'Hare Intl
$450
Air Canada
Nov 3
ORD4:30 pmChicago O'Hare Intl
18h 40m
1 stop
GCM12:10 pmGeorge Town Owen Roberts Intl
Nov 13
GCM1:10 pmGeorge Town Owen Roberts Intl
7h 33m
1 stop
ORD7:43 pmChicago O'Hare Intl
$457

American Airlines flights from Chicago O'Hare Intl Airport to George Town

Our best American Airlines deals on Chicago O'Hare Intl Airport to George Town flight tickets
American Airlines
Dec 16
ORD5:05 amChicago O'Hare Intl
14h 10m
1 stop
GCM8:15 pmGeorge Town Owen Roberts Intl
Dec 22
GCM3:35 pmGeorge Town Owen Roberts Intl
4h 10m
ORD6:45 pmChicago O'Hare Intl
$606
American Airlines
Nov 3
ORD5:18 amChicago O'Hare Intl
6h 22m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Nov 12
GCM1:40 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
ORD11:00 pmChicago O'Hare Intl
$611
American Airlines
Nov 4
ORD7:00 amChicago O'Hare Intl
12h 20m
1 stop
GCM8:20 pmGeorge Town Owen Roberts Intl
Nov 18
GCM1:00 pmGeorge Town Owen Roberts Intl
11h 08m
1 stop
ORD11:08 pmChicago O'Hare Intl
$616

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to George Town 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, momondo users made 832,500 searches. Data last updated June 30, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to George Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 10/27

7:03 am-11:10 am

1 stop28h 07m

George Town Owen Roberts Intl

Sat 10/31

12:10 pm-4:38 pm

1 stop28h 28m

$447

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 10/27

1:55 pm-11:10 am

2 stops21h 15m

George Town Owen Roberts Intl

Sat 10/31

12:10 pm-10:03 pm

1 stop9h 53m

$450
Quickest round-trip

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 11/3

4:30 pm-12:10 pm

1 stop18h 40m

George Town Owen Roberts Intl

Fri 11/13

1:10 pm-7:43 pm

1 stop7h 33m

$457

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 10/27

4:30 pm-11:10 am

1 stop18h 40m

George Town Owen Roberts Intl

Tue 11/10

1:10 pm-1:13 pm

1 stop25h 03m

$458

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 11/3

1:55 pm-12:10 pm

2 stops21h 15m

George Town Owen Roberts Intl

Fri 11/13

1:10 pm-7:43 pm

1 stop7h 33m

$460

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 10/27

8:35 pm-11:10 am

1 stop14h 35m

George Town Owen Roberts Intl

Tue 11/10

1:10 pm-11:07 am

2 stops22h 57m

$462

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 10/23

8:40 pm-11:30 am

1 stop14h 50m

George Town Owen Roberts Intl

Sun 11/1

1:10 pm-5:43 pm

1 stop29h 33m

$463

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 11/10

1:55 pm-12:10 pm

2 stops21h 15m

George Town Owen Roberts Intl

Tue 11/17

1:10 pm-8:00 am

2 stops19h 50m

$465

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 10/23

3:40 pm-11:30 am

2 stops19h 50m

George Town Owen Roberts Intl

Tue 10/27

12:10 pm-7:43 pm

1 stop7h 33m

$467

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 10/27

10:57 am-11:10 am

2 stops24h 13m

George Town Owen Roberts Intl

Sat 10/31

12:10 pm-4:38 pm

1 stop28h 28m

$468

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to George Town from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to George Town

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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and George Town?

What is the cheapest month to fly to George Town?

In general, January is the cheapest month to fly from Chicago O'Hare Intl Airport to George Town. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $504. The month of February is another great option to travel to George Town, with average flight prices from Chicago O'Hare Intl Airport averaging around $530.

What is the cheapest day to depart on your flight to George Town?

The cheapest day to depart on your flight to George Town is on a Thursday when prices can be found for as low as $530. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to George Town for around $731.

What is the cheapest Chicago O'Hare Intl to George Town Owen Roberts Intl flight route?

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

How far in advance should I book a flight from Chicago O'Hare Intl Airport to George Town?

You are more likely to see cheaper flights to George Town from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to George Town for around $676 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to George Town from Chicago O'Hare Intl Airport for as low as $492 on momondo.

What cabin class options are available on Chicago O'Hare Intl Airport to George Town flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport to George Town 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 Chicago O'Hare Intl Airport to George Town flights?

You could potentially save up to 5% on your flight if you consider stops on a Chicago O'Hare Intl Airport to George Town flight.

How have Chicago O'Hare Intl Airport to George Town flight prices changed over time?

As of June 2026, prices for Chicago O'Hare Intl Airport to George Town flights are approximately 45% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to George Town

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to George Town according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to George Town (ORD to GCM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to George Town

Best Price Found

$384

Fastest flight time

3h 46m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in George Town

1 airport
The best one-way flight to George Town from Chicago O'Hare Intl Airport in the past 72 hours is $384. The best round-trip flight deal from Chicago O'Hare Intl Airport to George Town found on momondo in the last 72 hours is $666.
The fastest flight from Chicago O'Hare Intl Airport to George Town takes 3h 46m
Direct flights go from Chicago O'Hare Intl Airport to George Town on Monday, Tuesday, Friday, Saturday and Sunday. The only airline offering direct flights is United Airlines.
There is 1 airport in George Town. From Chicago O'Hare Intl Airport there are direct flights to George Town Owen Roberts Intl (GCM).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to George Town

  • How far is Chicago O'Hare Intl to George Town Owen Roberts Intl by plane?

    A flight from Chicago O'Hare Intl to George Town Owen Roberts Intl will travel around 1612.9 mi. In terms of flight time, this usually takes a little over 3h 46m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport?

    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 Chicago O'Hare Intl Airport to George Town Owen Roberts Intl Airport.

  • What documentation or ID do you need to fly to George Town Owen Roberts Intl Airport?

    The necessary travel and health documents for your George Town Owen Roberts Intl Airport 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 Chicago O'Hare Intl Airport to George Town?

  • What is the most popular airline from Chicago O'Hare Intl Airport to George Town?

Best airlines flying from Chicago O'Hare Intl Airport to George Town

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to George Town with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $341Free CancellationRating
7.4
9,894 reviews
Search United Airlines flights
American AirlinesPriceFrom $429Free CancellationRating
7.1
11,768 reviews
Search American Airlines flights

Traveling to a place near George Town?

Book flights to George Town if you plan to visit one of these locations
East End
West Bay

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to George Town?

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

Can I find flights from Chicago to George Town with flexible booking policies on momondo?

momondo does allow users to show only those flights to George Town from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to George Town?

momondo provides multiple filters to help you find the best flight to George Town from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to George Town right now. Can momondo alert me if prices change?

Price alerts on flights to George Town from Chicago 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 George Town 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 7/30
Thu 8/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Cayman Islands