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Cheap flights from George Town to Chicago from $249

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from George Town to Chicago departing on 11/6. 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 George Town to Chicago

Cheap round-trip flights

Logo
11:30 am - 9:22 amGCM-ORD
21h 52m1 stop
Logo
10:27 am - 11:40 amORD-GCM
25h 13m1 stop
$542
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Tue, Aug 19 - Thu, Aug 21
Logo
11:30 am - 9:22 amGCM-ORD
21h 52m1 stop
Logo
6:00 pm - 11:40 amORD-GCM
17h 40m2 stops
$583
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Tue, Aug 19 - Thu, Aug 21
Logo
11:30 am - 4:10 pmGCM-ORD
28h 40m3 stops
Logo
10:27 am - 9:20 pmORD-GCM
10h 53m1 stop
$648
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Tue, Aug 19 - Thu, Aug 21
Logo
11:30 am - 4:10 pmGCM-ORD
28h 40m3 stops
Logo
8:12 pm - 4:05 pmORD-GCM
19h 53m2 stops
$670
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Tue, Aug 19 - Thu, Aug 21
Logo
11:30 am - 4:10 pmGCM-ORD
28h 40m3 stops
Logo
11:21 am - 4:05 pmORD-GCM
28h 44m3 stops
$673
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Tue, Aug 19 - Thu, Aug 21

American Airlines flights from George Town to Chicago

Our best American Airlines deals on George Town to Chicago flight tickets
American Airlines
Aug 14
GCM12:25 pmGeorge Town Owen Roberts Intl
11h 00m
2 stops
ORD11:25 pmChicago O'Hare Intl
Aug 17
ORD9:11 pmChicago O'Hare Intl
13h 59m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
$884
Find similar
American Airlines
Aug 13
GCM12:10 pmGeorge Town Owen Roberts Intl
11h 15m
2 stops
ORD11:25 pmChicago O'Hare Intl
Aug 17
ORD8:41 pmChicago O'Hare Intl
14h 39m
2 stops
GCM11:20 amGeorge Town Owen Roberts Intl
$981
Find similar

Delta flights from George Town to Chicago

Our best Delta deals on George Town to Chicago flight tickets
Delta
Aug 15
GCM12:52 pmGeorge Town Owen Roberts Intl
8h 52m
1 stop
MDW9:44 pmChicago Midway
Aug 17
MDW6:04 amChicago Midway
5h 33m
1 stop
GCM11:37 amGeorge Town Owen Roberts Intl
$1,066
Find similar
Delta
Aug 15
GCM12:52 pmGeorge Town Owen Roberts Intl
20h 44m
1 stop
MDW9:36 amChicago Midway
Aug 17
MDW6:17 pmChicago Midway
17h 20m
2 stops
GCM11:37 amGeorge Town Owen Roberts Intl
$1,106
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from George Town to Chicago 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 August 7, 2025.
Use the filters below to find and compare flights from George Town to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

11:30 am-9:22 am

1 stop21h 52m

Chicago O'Hare Intl

Thu 8/21

10:27 am-11:40 am

1 stop25h 13m

$542

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

11:30 am-9:22 am

1 stop21h 52m

Chicago O'Hare Intl

Thu 8/21

6:00 pm-11:40 am

2 stops17h 40m

$583

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

11:30 am-4:10 pm

3 stops28h 40m

Chicago O'Hare Intl

Thu 8/21

10:27 am-9:20 pm

1 stop10h 53m

$648

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

11:30 am-4:10 pm

3 stops28h 40m

Chicago O'Hare Intl

Thu 8/21

8:12 pm-4:05 pm

2 stops19h 53m

$670

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 8/19

11:30 am-4:10 pm

3 stops28h 40m

Chicago O'Hare Intl

Thu 8/21

11:21 am-4:05 pm

3 stops28h 44m

$673

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-9:50 pm

1 stop9h 20m

$249

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 11/7

1:30 pm-5:28 pm

1 stop28h 58m

$275

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 9/8

4:45 pm-9:18 am

1 stop16h 33m

$276

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 10/2

12:50 pm-8:00 am

2 stops43h 10m

$280

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 12/6

11:55 am-9:00 pm

1 stop10h 05m

$282

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from George Town to Chicago

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 Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from George Town to Chicago for around $1,867.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from George Town to Chicago during this time can be as low as $618. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $666.

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

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

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

There are 2 cabin classes available to choose from on George Town Owen Roberts Intl to Chicago 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 George Town to Chicago flights?

You could potentially save up to 8% on your flight if you consider stops on a George Town to Chicago flight.

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

When to book flights from George Town to Chicago

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

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

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

Best Price Found

$249

Fastest flight time

4h 14m

Direct flights

Mon, Tue and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from George Town in the past 72 hours is $249. The best round-trip flight deal from George Town to Chicago found on momondo in the last 72 hours is $542.
The fastest flight from George Town to Chicago takes 4h 14m
Direct flights go from George Town to Chicago on Monday, Tuesday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • How far is George Town Owen Roberts Intl to Chicago by plane?

    The distance between George Town Owen Roberts Intl and Chicago is about 1602.2 mi. Typically, this will take 21h 52m by plane in normal conditions.

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

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

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

    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 George Town Owen Roberts Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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 George Town to Chicago?

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

Traveling to a place near Chicago?

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from George Town to Chicago for you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from George Town to Chicago.

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

Yes. momondo can track prices for George Town to Chicago 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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport