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Cheap flights from George Town to Chicago from $235

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 10/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Delta Logo
2:00 pm - 10:14 pmGCM-MDW
9h 14m1 stop
Delta Logo
6:00 am - 12:35 pmMDW-GCM
5h 35m1 stop
$383Delta
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Fri, Nov 7 - Mon, Nov 10
Delta Logo
2:00 pm - 11:58 pmGCM-ORD
10h 58m1 stop
Delta Logo
5:23 am - 12:35 pmORD-GCM
6h 12m1 stop
$383Delta
Find Deal
Fri, Nov 7 - Mon, Nov 10
Air Canada Logo
1:30 pm - 9:13 amGCM-ORD
20h 43m1 stop
Air Canada Logo
8:15 pm - 12:25 pmORD-GCM
15h 10m1 stop
$391Air Canada
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Thu, Nov 6 - Thu, Nov 13
Air Canada Logo
1:30 pm - 12:51 pmGCM-ORD
24h 21m2 stops
Air Canada Logo
8:15 pm - 12:25 pmORD-GCM
15h 10m1 stop
$396Air Canada
Find Deal
Thu, Nov 6 - Thu, Nov 13
American Airlines Logo
4:01 pm - 7:11 pmGCM-ORD
4h 10mnonstop
American Airlines Logo
7:07 pm - 12:13 pmORD-GCM
16h 06m1 stop
$407American Airlines
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Sat, Nov 8 - Mon, Nov 10
American Airlines Logo
1:20 pm - 12:37 amGCM-ORD
12h 17m1 stop
American Airlines Logo
7:07 pm - 12:13 pmORD-GCM
16h 06m1 stop
$417American Airlines
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Sat, Nov 8 - Sat, Nov 15
Southwest Logo
1:40 pm - 12:10 amGCM-MDW
11h 30m2 stops
Southwest Logo
5:50 am - 12:35 pmMDW-GCM
5h 45m1 stop
$446Southwest
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Fri, Nov 7 - Mon, Nov 10
Southwest Logo
1:55 pm - 7:55 pmGCM-MDW
7h 00m1 stop
Southwest Logo
5:50 am - 12:35 pmMDW-GCM
5h 45m1 stop
$544Southwest
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Sat, Nov 8 - Mon, Nov 10
Multiple Airlines Logo
8:50 am - 12:30 pmGCM-ORD
28h 40m1 stop
Multiple Airlines Logo
6:00 am - 11:35 amORD-GCM
28h 35m2 stops
$564Multiple Airlines
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Sat, Nov 8 - Sat, Nov 15
Multiple Airlines Logo
8:50 am - 5:08 pmGCM-ORD
33h 18m3 stops
Multiple Airlines Logo
8:00 am - 12:25 pmORD-GCM
27h 25m1 stop
$639Multiple Airlines
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Sat, Nov 8 - Sat, Nov 15

American Airlines flights from George Town to Chicago

Our best American Airlines deals on George Town to Chicago flight tickets
American Airlines
Nov 8
GCM4:01 pmGeorge Town Owen Roberts Intl
4h 10m
ORD7:11 pmChicago O'Hare Intl
Nov 10
ORD7:07 pmChicago O'Hare Intl
16h 06m
1 stop
GCM12:13 pmGeorge Town Owen Roberts Intl
$407
Find similar
American Airlines
Nov 8
GCM1:20 pmGeorge Town Owen Roberts Intl
12h 17m
1 stop
ORD12:37 amChicago O'Hare Intl
Nov 15
ORD7:07 pmChicago O'Hare Intl
16h 06m
1 stop
GCM12:13 pmGeorge Town Owen Roberts Intl
$417
Find similar
American Airlines
Nov 8
GCM4:01 pmGeorge Town Owen Roberts Intl
4h 10m
ORD7:11 pmChicago O'Hare Intl
Nov 15
ORD10:15 amChicago O'Hare Intl
3h 45m
GCM3:00 pmGeorge Town Owen Roberts Intl
$427
Find similar

Air Canada flights from George Town to Chicago

Our best Air Canada deals on George Town to Chicago flight tickets
Air Canada
Nov 6
GCM1:30 pmGeorge Town Owen Roberts Intl
20h 43m
1 stop
ORD9:13 amChicago O'Hare Intl
Nov 13
ORD8:15 pmChicago O'Hare Intl
15h 10m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
$391
Find similar
Air Canada
Nov 6
GCM1:30 pmGeorge Town Owen Roberts Intl
24h 21m
2 stops
ORD12:51 pmChicago O'Hare Intl
Nov 13
ORD8:15 pmChicago O'Hare Intl
15h 10m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
$396
Find similar
Air Canada
Nov 6
GCM1:30 pmGeorge Town Owen Roberts Intl
54h 25m
2 stops
ORD6:55 pmChicago O'Hare Intl
Nov 13
ORD7:20 amChicago O'Hare Intl
28h 05m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
$411
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 September 24, 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 - MDW

GCMMDW

George Town Owen Roberts Intl

Fri 11/7

2:00 pm-10:14 pm

1 stop9h 14m

Chicago Midway

Mon 11/10

6:00 am-12:35 pm

1 stop5h 35m

$383

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 11/7

2:00 pm-11:58 pm

1 stop10h 58m

Chicago O'Hare Intl

Mon 11/10

5:23 am-12:35 pm

1 stop6h 12m

$383

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-9:13 am

1 stop20h 43m

Chicago O'Hare Intl

Thu 11/13

8:15 pm-12:25 pm

1 stop15h 10m

$391

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-12:51 pm

2 stops24h 21m

Chicago O'Hare Intl

Thu 11/13

8:15 pm-12:25 pm

1 stop15h 10m

$396

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 11/8

4:01 pm-7:11 pm

Nonstop4h 10m

Chicago O'Hare Intl

Mon 11/10

7:07 pm-12:13 pm

1 stop16h 06m

$407

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 11/8

1:20 pm-12:37 am

1 stop12h 17m

Chicago O'Hare Intl

Sat 11/15

7:07 pm-12:13 pm

1 stop16h 06m

$417

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Fri 11/7

1:40 pm-12:10 am

2 stops11h 30m

Chicago Midway

Mon 11/10

5:50 am-12:35 pm

1 stop5h 45m

$446

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Sat 11/8

1:55 pm-7:55 pm

1 stop7h 00m

Chicago Midway

Mon 11/10

5:50 am-12:35 pm

1 stop5h 45m

$544

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 11/8

8:50 am-12:30 pm

1 stop28h 40m

Chicago O'Hare Intl

Sat 11/15

6:00 am-11:35 am

2 stops28h 35m

$564

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 11/8

8:50 am-5:08 pm

3 stops33h 18m

Chicago O'Hare Intl

Sat 11/15

8:00 am-12:25 pm

1 stop27h 25m

$639

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 $593. 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?

No. A direct flight is the cheapest option for a flight between George Town to Chicago.

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

Fastest flight time

4h 10m

Direct flights

Mon, Tue, Wed, Sat and Sun

Airports in Chicago

1 airport
The fastest flight from George Town to Chicago takes 4h 10m
Direct flights go from George Town to Chicago on Monday, Tuesday, Wednesday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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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 4h 10m 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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Saint John

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