Cheap flights from Chicago to George Town from $145

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to George Town

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:30 pm - 12:10 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
18h 40m1 stop Toronto Pearson Intl
Air Canada Logo
1:10 pm - 3:38 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
27h 28m1 stop Toronto Pearson Intl
$387Air Canada
Tue, Dec 1 - Thu, Dec 3
Air Canada Logo
8:45 am - 12:10 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
26h 25m1 stop Toronto Pearson Intl
Air Canada Logo
1:10 pm - 9:23 amGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
21h 13m1 stop Toronto Pearson Intl
$388Air Canada
Sat, Nov 14 - Sat, Nov 21
Air Canada Logo
10:05 am - 12:10 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
25h 05m1 stop Toronto Pearson Intl
Air Canada Logo
1:10 pm - 3:38 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
27h 28m1 stop Toronto Pearson Intl
$388Air Canada
Sat, Dec 12 - Wed, Dec 16
Air Canada Logo
10:05 am - 12:10 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
25h 05m1 stop Toronto Pearson Intl
Air Canada Logo
1:10 pm - 7:58 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
7h 48m1 stop Toronto Pearson Intl
$413Air Canada
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
10:25 pm - 1:21 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
14h 56m1 stop Dallas/Fort Worth
American Airlines Logo
2:21 pm - 7:40 amGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
17h 19m1 stop Dallas/Fort Worth
$578American Airlines
Sun, Mar 28 - Thu, Apr 1
American Airlines Logo
8:52 pm - 9:59 amORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
13h 07m1 stop Philadelphia
American Airlines Logo
2:21 pm - 7:40 amGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
17h 19m1 stop Dallas/Fort Worth
$578American Airlines
Sun, Mar 28 - Thu, Apr 1
American Airlines Logo
7:47 pm - 11:01 amORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
15h 14m1 stop Miami
American Airlines Logo
11:55 am - 9:30 amGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
21h 35m1 stop Miami
$594American Airlines
Sun, Mar 28 - Thu, Apr 1
United Airlines Logo
8:42 am - 1:45 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
4h 03mnonstop
United Airlines Logo
2:55 pm - 6:13 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
4h 18mnonstop
$623United Airlines
Wed, Dec 23 - Wed, Dec 30
United Airlines Logo
8:42 am - 1:45 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
4h 03mnonstop
United Airlines Logo
2:55 pm - 6:13 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
4h 18mnonstop
$623United Airlines
Mon, Dec 21 - Tue, Dec 29
United Airlines Logo
7:54 pm - 1:15 pmORD  Chicago O'Hare Intl-GCM George Town Owen Roberts Intl
16h 21m1 stop Newark
United Airlines Logo
2:55 pm - 6:13 pmGCM  George Town Owen Roberts Intl-ORD Chicago O'Hare Intl
4h 18mnonstop
$627United Airlines
Wed, Dec 16 - Wed, Dec 23

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.

Delta flights from Chicago to George Town

Our best Delta deals on Chicago to George Town flight tickets
Delta
Jan 3
MDW6:00 amChicago Midway
6h 12m
1 stop
GCM1:12 pmGeorge Town Owen Roberts Intl
Jan 13
GCM2:39 pmGeorge Town Owen Roberts Intl
8h 38m
1 stop
MDW10:17 pmChicago Midway
$638
Delta
Jan 25
MDW6:40 pmChicago Midway
17h 40m
2 stops
GCM1:20 pmGeorge Town Owen Roberts Intl
Feb 4
GCM2:45 pmGeorge Town Owen Roberts Intl
10h 10m
1 stop
MDW11:55 pmChicago Midway
$642
Delta
Jan 29
MDW6:40 pmChicago Midway
15h 44m
1 stop
GCM11:24 amGeorge Town Owen Roberts Intl
Feb 4
GCM2:45 pmGeorge Town Owen Roberts Intl
10h 10m
1 stop
MDW11:55 pmChicago Midway
$678

Southwest flights from Chicago to George Town

Our best Southwest deals on Chicago to George Town flight tickets
Southwest
Dec 8
MDW5:20 amChicago Midway
6h 15m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 15
GCM1:30 pmGeorge Town Owen Roberts Intl
7h 05m
1 stop
MDW7:35 pmChicago Midway
$510
Southwest
Dec 1
MDW4:10 pmChicago Midway
19h 25m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 3
GCM1:30 pmGeorge Town Owen Roberts Intl
10h 15m
2 stops
MDW10:45 pmChicago Midway
$514
Southwest
Jan 27
MDW7:50 pmChicago Midway
16h 05m
2 stops
GCM12:55 pmGeorge Town Owen Roberts Intl
Feb 2
GCM1:50 pmGeorge Town Owen Roberts Intl
16h 45m
2 stops
MDW5:35 amChicago Midway
$536

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to George Town that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Tue 12/1

4:30 pm-12:10 pm

1 stop18h 40m

George Town Owen Roberts Intl

Thu 12/3

1:10 pm-3:38 pm

1 stop27h 28m

$387

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Sat 11/14

8:45 am-12:10 pm

1 stop26h 25m

George Town Owen Roberts Intl

Sat 11/21

1:10 pm-9:23 am

1 stop21h 13m

$388

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Sat 12/12

10:05 am-12:10 pm

1 stop25h 05m

George Town Owen Roberts Intl

Wed 12/16

1:10 pm-3:38 pm

1 stop27h 28m

$388

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Tue 12/8

10:05 am-12:10 pm

1 stop25h 05m

George Town Owen Roberts Intl

Tue 12/15

1:10 pm-7:58 pm

1 stop7h 48m

$413

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Sun 3/28

10:25 pm-1:21 pm

1 stop14h 56m

George Town Owen Roberts Intl

Thu 4/1

2:21 pm-7:40 am

1 stop17h 19m

$578

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Sun 3/28

8:52 pm-9:59 am

1 stop13h 07m

George Town Owen Roberts Intl

Thu 4/1

2:21 pm-7:40 am

1 stop17h 19m

$578

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Sun 3/28

7:47 pm-11:01 am

1 stop15h 14m

George Town Owen Roberts Intl

Thu 4/1

11:55 am-9:30 am

1 stop21h 35m

$594
Quickest round-trip

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Wed 12/23

8:42 am-1:45 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Wed 12/30

2:55 pm-6:13 pm

Nonstop4h 18m

$623

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Mon 12/21

8:42 am-1:45 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Tue 12/29

2:55 pm-6:13 pm

Nonstop4h 18m

$623

ChicagoGeorge Town

ORD Chicago O'Hare Intl - GCM George Town Owen Roberts Intl

ORDGCM

Chicago O'Hare Intl

Wed 12/16

7:54 pm-1:15 pm

1 stop16h 21m

George Town Owen Roberts Intl

Wed 12/23

2:55 pm-6:13 pm

Nonstop4h 18m

$627

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 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 and George Town?

Prices are currently low for flights on this route.

Typical prices usually range from $611 to $993.
The lowest price recently found on this route was $387.

What is the cheapest month to fly to George Town?

In general, February is the cheapest month to fly from Chicago to George Town. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $598. The month of April is another great option to travel to George Town, with average flight prices from Chicago averaging around $611.

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 Wednesday when prices can be found for as low as $605. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to George Town for around $729.

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

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

How far in advance should I book a flight from Chicago to George Town?

You are more likely to see cheaper flights to George Town from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to George Town for around $697 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 for as low as $565 on momondo.

What cabin class options are available on Chicago to George Town flights?

There are 3 cabin classes available to choose from on Chicago 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 to George Town flights?

You could potentially save up to 49% on your flight if you consider stops on a Chicago to George Town flight.

How have Chicago to George Town flight prices changed over time?

When to book flights from Chicago to George Town

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

Cheap Chicago to George Town (CHI to GCM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to George Town

Best Price Found

$145

Fastest flight time

4h 00m

Direct flights

Every day

Airports in George Town

1 airport
The best one-way flight to George Town from Chicago in the past 72 hours is $145. The best round-trip flight deal from Chicago to George Town found on momondo in the last 72 hours is $387.
The fastest flight from Chicago to George Town takes 4h 00m
Direct flights go from Chicago to George Town every day.
There is 1 airport in George Town. From Chicago there are direct flights to George Town Owen Roberts Intl (GCM).

Frequently asked questions about flying from Chicago to George Town

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

    George Town Owen Roberts Intl is 1602.2 mi away from Chicago. Flights usually cover this in 4h 00m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    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 Chicago to George Town Owen Roberts Intl Airport.

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

    The required travel and health documents for your George Town Owen Roberts Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at George Town Owen Roberts Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to George Town?

  • What is the most popular airline from Chicago to George Town?

Best airlines flying from Chicago to George Town

Compare and see reviews for airlines that fly from Chicago to George Town with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $344Free CancellationRating
7.3
10,460 reviews
Search United Airlines flights
American AirlinesPriceFrom $447Free CancellationRating
7.0
12,230 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
West Bay
East End

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to George Town. momondo saves you time and could save you money on your trip.

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

Yes. All flights to George Town from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Chicago and George Town by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to George Town, momondo offers a useful price alert feature which will track prices for flights to George Town from Chicago and alert you when they change.

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 12/3
Thu 12/10

Find better results for your trip to the Cayman Islands