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Cheap flights from George Town to Chicago from $236

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 6/4. 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

Enter your travel dates to find the best prices.
Air Canada Logo
12:25 pm - 9:00 am
GCM
-
ORD
20h 35m
1 stop
Air Canada Logo
8:40 pm - 10:00 am
ORD
-
GCM
13h 20m
1 stop
$485Air Canada
Mon, Jul 13 - Fri, Jul 17
Air Canada Logo
12:25 pm - 12:00 pm
GCM
-
ORD
23h 35m
1 stop
Air Canada Logo
9:50 am - 11:25 am
ORD
-
GCM
25h 35m
1 stop
$495Air Canada
Mon, Jul 27 - Wed, Aug 12
Air Canada Logo
12:25 pm - 7:50 am
GCM
-
ORD
19h 25m
2 stops
Air Canada Logo
9:22 pm - 9:45 am
ORD
-
GCM
12h 23m
1 stop
$498Air Canada
Mon, Jul 27 - Fri, Aug 14
Air Canada Logo
12:25 pm - 6:47 pm
GCM
-
ORD
30h 22m
2 stops
Air Canada Logo
7:09 am - 11:25 am
ORD
-
GCM
28h 16m
1 stop
$505Air Canada
Mon, Jul 27 - Wed, Aug 12
Southwest Logo
12:50 pm - 9:25 pm
GCM
-
MDW
8h 35m
1 stop
Southwest Logo
8:45 pm - 12:05 pm
MDW
-
GCM
15h 20m
2 stops
$572Southwest
Mon, Jul 27 - Fri, Aug 14
Multiple Airlines Logo
2:10 pm - 8:45 am
GCM
-
ORD
18h 35m
1 stop
Multiple Airlines Logo
3:40 pm - 11:25 am
ORD
-
GCM
43h 45m
2 stops
$587Multiple Airlines
Sat, Jul 4 - Sat, Jul 25
Southwest Logo
12:50 pm - 11:00 pm
GCM
-
MDW
10h 10m
2 stops
Southwest Logo
8:45 pm - 12:05 pm
MDW
-
GCM
15h 20m
2 stops
$594Southwest
Mon, Jul 27 - Fri, Aug 14
Delta Logo
12:56 pm - 10:15 pm
GCM
-
MDW
9h 19m
1 stop
Delta Logo
6:05 am - 11:39 am
MDW
-
GCM
5h 34m
1 stop
$652Delta
Wed, Jul 29 - Wed, Aug 12
Delta Logo
12:56 pm - 12:38 pm
GCM
-
MDW
23h 42m
2 stops
Delta Logo
9:24 am - 11:39 am
MDW
-
GCM
26h 15m
2 stops
$687Delta
Wed, Jul 29 - Thu, Aug 13
Multiple Airlines Logo
1:45 pm - 9:40 am
GCM
-
MDW
19h 55m
1 stop
Multiple Airlines Logo
6:05 am - 9:15 pm
MDW
-
GCM
15h 10m
2 stops
$752Multiple Airlines
Sat, Jul 25 - Mon, Aug 17

United Airlines flights from George Town to Chicago

Our best United Airlines deals on George Town to Chicago flight tickets
United Airlines
Jul 25
GCM1:50 pmGeorge Town Owen Roberts Intl
4h 23m
ORD6:13 pmChicago O'Hare Intl
Aug 15
ORD6:30 amChicago O'Hare Intl
8h 40m
1 stop
GCM3:10 pmGeorge Town Owen Roberts Intl
$717
United Airlines
Jul 4
GCM1:50 pmGeorge Town Owen Roberts Intl
4h 23m
ORD6:13 pmChicago O'Hare Intl
Jul 25
ORD5:30 amChicago O'Hare Intl
7h 00m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
$721
United Airlines
Jul 25
GCM4:45 pmGeorge Town Owen Roberts Intl
16h 20m
1 stop
ORD9:05 amChicago O'Hare Intl
Aug 15
ORD8:45 amChicago O'Hare Intl
6h 25m
1 stop
GCM3:10 pmGeorge Town Owen Roberts Intl
$722

American Airlines flights from George Town to Chicago

Our best American Airlines deals on George Town to Chicago flight tickets
American Airlines
Jun 17
GCM12:01 pmGeorge Town Owen Roberts Intl
12h 18m
1 stop
ORD12:19 amChicago O'Hare Intl
Jun 24
ORD5:00 amChicago O'Hare Intl
6h 01m
1 stop
GCM11:01 amGeorge Town Owen Roberts Intl
$686
American Airlines
Jun 17
GCM12:01 pmGeorge Town Owen Roberts Intl
12h 33m
2 stops
ORD12:34 amChicago O'Hare Intl
Jun 24
ORD8:00 amChicago O'Hare Intl
8h 11m
2 stops
GCM4:11 pmGeorge Town Owen Roberts Intl
$691
American Airlines
Jul 4
GCM12:45 pmGeorge Town Owen Roberts Intl
10h 45m
1 stop
ORD11:30 pmChicago O'Hare Intl
Jul 25
ORD5:59 pmChicago O'Hare Intl
17h 01m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
$696

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 May 22, 2026.
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

Cheapest round-trip

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 7/13

12:25 pm-9:00 am

1 stop20h 35m

Chicago O'Hare Intl

Fri 7/17

8:40 pm-10:00 am

1 stop13h 20m

$485

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 7/27

12:25 pm-12:00 pm

1 stop23h 35m

Chicago O'Hare Intl

Wed 8/12

9:50 am-11:25 am

1 stop25h 35m

$495

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 7/27

12:25 pm-7:50 am

2 stops19h 25m

Chicago O'Hare Intl

Fri 8/14

9:22 pm-9:45 am

1 stop12h 23m

$498

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Mon 7/27

12:25 pm-6:47 pm

2 stops30h 22m

Chicago O'Hare Intl

Wed 8/12

7:09 am-11:25 am

1 stop28h 16m

$505

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Mon 7/27

12:50 pm-9:25 pm

1 stop8h 35m

Chicago Midway

Fri 8/14

8:45 pm-12:05 pm

2 stops15h 20m

$572

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Sat 7/4

2:10 pm-8:45 am

1 stop18h 35m

Chicago O'Hare Intl

Sat 7/25

3:40 pm-11:25 am

2 stops43h 45m

$587

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Mon 7/27

12:50 pm-11:00 pm

2 stops10h 10m

Chicago Midway

Fri 8/14

8:45 pm-12:05 pm

2 stops15h 20m

$594
Quickest round-trip

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Wed 7/29

12:56 pm-10:15 pm

1 stop9h 19m

Chicago Midway

Wed 8/12

6:05 am-11:39 am

1 stop5h 34m

$652

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Wed 7/29

12:56 pm-12:38 pm

2 stops23h 42m

Chicago Midway

Thu 8/13

9:24 am-11:39 am

2 stops26h 15m

$687

George TownChicago

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Sat 7/25

1:45 pm-9:40 am

1 stop19h 55m

Chicago Midway

Mon 8/17

6:05 am-9:15 pm

2 stops15h 10m

$752

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 month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from George Town, with most prices found around $354. If you’re not able to fly to Chicago in October, then May is your next best option. Flight prices from George Town to Chicago during May average around $372.

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 $381. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from George Town to Chicago for around $2,559.

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 $597. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $707.

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 to Chicago flights?

There are 2 cabin classes available to choose from on George Town 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 53% on your flight if you consider stops on a George Town to Chicago flight.

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

$402

Fastest flight time

4h 23m

Direct flights

Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from George Town in the past 72 hours is $402. The best round-trip flight deal from George Town to Chicago found on momondo in the last 72 hours is $384.
The fastest flight from George Town to Chicago takes 4h 23m
Direct flights go from George Town to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From George Town there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from George Town to Chicago

  • 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 23m 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?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Benton Harbor
Portage
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Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
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