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George Town

$189+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GCM
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to George Town Owen Roberts Intl are usually found in September or October, booked 60 days in advance, depart on a Tuesday or Saturday 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 June 26, 2025.

Round-trip from

$449
(Southwest)

One-way from

$189
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$657

Good round-trip deal

$615 or less

Good one-way deal

$288 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. 11% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 26, 2025.

This Southwest deal was found by Cheapflights users on 6/25. 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.
Mon 11/176:05 amORD - GCM
1 stop5h 30mSouthwest
Fri 11/211:30 pmGCM - ORD
1 stop9h 20mSouthwest
Deal found 6/25$449
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/243:11 pmORD - GCM
1 stop20h 29mMultiple Airlines
Wed 10/111:30 amGCM - ORD
1 stop11h 17mMultiple Airlines
Deal found 6/26$497
This American Airlines deal was found by Cheapflights users on 6/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:05 amORD - GCM
2 stops10h 46mAmerican Airlines
Fri 12/192:00 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 6/25$514
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amORD - GCM
1 stop5h 42mDelta
Thu 10/301:02 pmGCM - ORD
1 stop10h 51mDelta
Deal found 6/26$520
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amMDW - GCM
1 stop5h 42mDelta
Fri 10/241:02 pmGCM - MDW
1 stop8h 42mDelta
Deal found 6/26$520
This Mytrip deal was found by Cheapflights users on 6/25. 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.
Sat 11/224:00 pmORD - GCM
1 stop19h 20mAir Canada
Fri 11/281:35 pmGCM - ORD
1 stop20h 22mAir Canada
Deal found 6/25$521
This Southwest deal was found by Cheapflights users on 6/25. 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.
Sat 11/155:15 pmMDW - GCM
2 stops18h 20mSouthwest
Sat 11/222:15 pmGCM - MDW
1 stop10h 10mSouthwest
Deal found 6/25$542
This United Airlines deal was found by Cheapflights users on 6/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/99:26 amORD - GCM
Nonstop4h 04mUnited Airlines
Sat 8/161:45 pmGCM - ORD
Nonstop4h 22mUnited Airlines
Deal found 6/24$625
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Sun 8/103:58 pmMDW - GCM
1 stop25h 22mMultiple Airlines
Sun 8/1712:40 pmGCM - MDW
1 stop9h 44mMultiple Airlines
Deal found 6/25$710
This Mytrip deal was found by Cheapflights users on 6/25. 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.
Fri 8/81:46 pmMDW - GCM
3 stops22h 59mWestJet
Sat 8/161:45 pmGCM - MDW
3 stops23h 18mWestJet
Deal found 6/25$1,417

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 June 26, 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

Wed 9/24

3:11 pm-11:40 am

1 stop20h 29m

George Town Owen Roberts Intl

Wed 10/1

11:30 am-10:47 pm

1 stop11h 17m

$497

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 10/20

6:00 am-11:42 am

1 stop5h 42m

George Town Owen Roberts Intl

Thu 10/30

1:02 pm-9:44 pm

1 stop8h 42m

$520

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Wed 9/24

5:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Wed 10/1

12:10 pm-11:48 pm

2 stops11h 38m

$524

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sat 11/15

5:15 pm-12:35 pm

2 stops18h 20m

George Town Owen Roberts Intl

Sat 11/22

2:15 pm-11:25 pm

1 stop10h 10m

$542

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sun 8/17

5:45 am-11:37 am

1 stop5h 52m

George Town Owen Roberts Intl

Thu 8/21

12:52 pm-9:35 pm

1 stop8h 43m

$570

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 8/9

9:26 am-1:30 pm

Nonstop4h 04m

George Town Owen Roberts Intl

Sat 8/16

1:45 pm-6:07 pm

Nonstop4h 22m

$625

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 8/10

3:58 pm-5:20 pm

1 stop25h 22m

George Town Owen Roberts Intl

Sun 8/17

12:40 pm-10:24 pm

1 stop9h 44m

$710

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 8/8

1:46 pm-12:45 pm

3 stops22h 59m

George Town Owen Roberts Intl

Sat 8/16

1:45 pm-1:03 pm

3 stops23h 18m

$1,417

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 8/21

10:27 am-9:20 pm

1 stop10h 53m

$189

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 7/18

9:45 pm-10:35 am

1 stop12h 50m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 17 results
1
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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 June 20, 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 60 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 June 26, 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 June 26, 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
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,838 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,893 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    Southwest, at $449, was found to be the cheapest airline from Chicago to George Town.Alternate airlines to your destination round-trip include American Airlines and Delta. Southwest is priced at 31% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to George Town one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $217. Southwest flights start at $251 while deals on American Airlines start at $313 one-way.

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

    Looking at all options, your cheapest flight can be booked for $288. While the most popular route (Chicago O'Hare Intl - George Town Owen Roberts Intl) can be booked for $449 on average our data indicates $545 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.

See more FAQs

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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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$463Average$628FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$486Average$665FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$522Average$722FlexibilityNo cancel feeOn-time69%

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