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George Town

$127+ Cheap flights from Chicago (CHI) to George Town (GCM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GCM
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to George Town Owen Roberts Intl are usually found in October or September, booked 50 days in advance, depart on a Monday or Tuesday and return on a Saturday

Cheap flight deals from Chicago to George Town

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to George Town (GCM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 20, 2025.

Round-trip from

$357
(FlightHub)

One-way from

$127
(Booking.com)

Popular in

March

Cheapest in

October

Average price

$739

Good round-trip deal

$615 or less

Good one-way deal

$438 or less
From Chicago (CHI) to George Town Owen Roberts Intl
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One-way flight from Chicago (CHI) to George Town Owen Roberts Intl
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Highest demand for flights based on searches. 7% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to George Town Owen Roberts Intl.
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Price to beat on a one-way flight from Chicago (CHI) to George Town Owen Roberts Intl.
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Find flight deals from Chicago to George Town

Cheapest flights from Chicago to George Town
Explore the most affordable flight options available from Chicago to George Town. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Orbitz deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:15 pmORD - GCM
1 stop15h 05mAir Canada
Sun 11/21:30 pmGCM - ORD
1 stop20h 43mAir Canada
Deal found 8/18$443
This Booking.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/128:25 pmORD - GCM
1 stop15h 30mAir Canada
Mon 10/2012:50 pmGCM - ORD
1 stop24h 24mAir Canada
Deal found 8/18$462
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:27 amORD - GCM
1 stop10h 53mMultiple Airlines
Tue 10/1411:30 amGCM - ORD
1 stop21h 52mMultiple Airlines
Deal found 8/20$463
This Mytrip deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/210:27 amORD - GCM
1 stop10h 53mMultiple Airlines
Thu 10/94:45 pmGCM - ORD
1 stop16h 37mMultiple Airlines
Deal found 8/18$467
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1910:27 amORD - GCM
1 stop10h 53mMultiple Airlines
Sun 9/214:45 pmGCM - ORD
1 stop16h 33mMultiple Airlines
Deal found 8/17$474
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/310:27 amORD - GCM
1 stop10h 53mMultiple Airlines
Fri 10/104:45 pmGCM - ORD
1 stop15h 33mMultiple Airlines
Deal found 8/19$475
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/210:27 amORD - GCM
1 stop29h 43mMultiple Airlines
Tue 9/911:30 amGCM - ORD
1 stop21h 48mMultiple Airlines
Deal found 8/18$478
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:20 pmMDW - GCM
2 stops15h 15mSouthwest
Wed 11/121:30 pmGCM - MDW
1 stop8h 10mSouthwest
Deal found 8/20$480
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/310:27 amORD - GCM
1 stop25h 13mMultiple Airlines
Mon 9/84:45 pmGCM - ORD
1 stop16h 33mMultiple Airlines
Deal found 8/18$481
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/210:27 amORD - GCM
1 stop29h 43mMultiple Airlines
Mon 9/84:45 pmGCM - ORD
1 stop16h 33mMultiple Airlines
Deal found 8/18$486
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:05 pmMDW - GCM
2 stops14h 30mSouthwest
Fri 12/191:30 pmGCM - MDW
1 stop6h 45mSouthwest
Deal found 8/20$497
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:40 pmMDW - GCM
2 stops14h 20mSouthwest
Tue 11/111:30 pmGCM - MDW
2 stops16h 35mSouthwest
Deal found 8/20$523

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from Chicago to George Town that are best for you.

Fly from

Chicago

Fly to

George Town

Route

Depart

Return

Price

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 1/24

5:59 pm-11:00 am

1 stop16h 01m

George Town Owen Roberts Intl

Sat 1/31

11:55 am-9:00 pm

1 stop10h 05m

$357

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 1/31

5:59 pm-11:00 am

1 stop16h 01m

George Town Owen Roberts Intl

Sat 2/7

11:55 am-9:00 pm

1 stop10h 05m

$357

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 1/17

5:59 pm-11:00 am

1 stop16h 01m

George Town Owen Roberts Intl

Sat 1/24

11:55 am-11:42 pm

1 stop12h 47m

$433

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 10/30

8:15 pm-11:20 am

1 stop15h 05m

George Town Owen Roberts Intl

Sun 11/2

1:30 pm-9:13 am

1 stop20h 43m

$443

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 2/14

5:59 pm-11:00 am

1 stop16h 01m

George Town Owen Roberts Intl

Sat 2/21

11:55 am-9:00 pm

1 stop10h 05m

$443

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 2/7

5:59 pm-11:00 am

1 stop16h 01m

George Town Owen Roberts Intl

Sat 2/14

11:55 am-9:00 pm

1 stop10h 05m

$443

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 11/5

5:15 pm-12:35 pm

2 stops18h 20m

George Town Owen Roberts Intl

Wed 11/12

1:30 pm-5:05 am

2 stops16h 35m

$480

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 12/14

9:05 pm-12:35 pm

2 stops14h 30m

George Town Owen Roberts Intl

Fri 12/19

1:30 pm-10:50 pm

2 stops10h 20m

$497

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 2/7

7:40 pm-12:55 pm

2 stops16h 15m

George Town Owen Roberts Intl

Thu 2/12

1:50 pm-12:05 am

2 stops11h 15m

$523

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 11/7

6:35 pm-1:00 pm

2 stops17h 25m

George Town Owen Roberts Intl

Tue 11/11

1:30 pm-8:40 pm

1 stop8h 10m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 22 results
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Best time to book a flight from Chicago to George Town

Have a flexible travel schedule? Discover the best time to fly to George Town from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to George Town

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to George Town. Price data was last updated on August 8, 2025.

The price you pay for your flight from Chicago to George Town may vary depending on when you book. For the best chance of a lower fare, look to book 50 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to George Town?

Currently, January is the cheapest month in which you can book a flight from Chicago to George Town (average of $467). Flying from Chicago to George Town in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GCM?

Find hourly flight availability from Chicago to George Town. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

One of the essential ways to save on airfare from Chicago to George Town is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 42% on airfare.

How much does it cost to fly round-trip from Chicago to George Town?

Reviews of airlines servicing George Town

Get insights into the airlines that provide service to George Town. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to George Town. Reviews last updated August 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago to George Town to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Chicago to George Town. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to George Town from Chicago?

    For a flight from Chicago to George Town, you will be flying into Owen Roberts Intl. George Town Owen Roberts Intl (GCM) is just 1.2 mi from the center of the city. Owen Roberts Intl is the only George Town airport and it handles 0 inbound flights from Chicago per day. 3 airlines have flights to George Town Owen Roberts Intl from Chicago on a regular basis.

  • How long is the flight from Chicago to George Town?

    Spirit Airlines and Southwest can get you from Chicago to George Town in just under 16h 01m. Your travel time can differ by up to 2h 19m. There are 1613 mi between Chicago and George Town. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to George Town round-trip?

    Delta, at $473, was found to be the cheapest airline from Chicago to George Town.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Delta is priced at 29% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Chicago to George Town?

    Looking at all options, your cheapest flight can be booked for $313. While the most popular route (Chicago O'Hare Intl - George Town Owen Roberts Intl) can be booked for $357 on average our data indicates $637 when flying from Chicago to George Town.

  • Can I find deals for flights from Chicago to George Town that include hotel bookings?

    Yes. In addition to deals on Chicago to George Town flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to George Town?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to George Town.

  • Can I find deals for business class flights from Chicago to George Town?

    Yes. Cheapflights offers flight deals from Chicago to George Town by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to George Town?

    Currently, January is the cheapest month in which you can book a flight from Chicago to George Town (average of $467). Flying from Chicago to George Town in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to George Town

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to George Town flights
Midway to George Town flights
St. Louis to George Town flights
Moline to George Town flights
O'Hare Intl to Cayman Brac flights

Top 3 airlines flying from Chicago to George Town

Discover the top 3 airlines that operate flights from Chicago to George Town. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$473Average$668FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$512Average$682FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$573Average$733FlexibilityNo cancel feeOn-time69%

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