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George Town

$134+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GCM
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
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 69 days in advance, depart on a Monday or Tuesday and return on a Saturday

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 October 21, 2025.

This Priceline deal was found by Cheapflights users on 10/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amORD - GCM
1 stop8h 55mSpirit Airlines
Sat 12/135:56 pmGCM - ORD
1 stop7h 23mSpirit Airlines
Deal found 10/18$289
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amORD - GCM
1 stop8h 55mSpirit Airlines
Thu 12/252:40 pmGCM - ORD
1 stop10h 50mSpirit Airlines
Deal found 10/20$319
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:59 amORD - GCM
Nonstop4h 10mAmerican Airlines
Thu 12/253:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/20$338
This American Airlines deal was found by Cheapflights users on 10/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:50 pmORD - GCM
1 stop14h 11mAmerican Airlines
Fri 12/193:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/19$342
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - GCM
1 stop6h 00mAmerican Airlines
Sun 12/213:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/20$347
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:59 amORD - GCM
Nonstop4h 10mAmerican Airlines
Sat 12/138:45 amGCM - ORD
1 stop16h 52mAmerican Airlines
Deal found 10/20$348
This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 12/245:30 amORD - GCM
1 stop6h 06mDelta
Wed 12/311:52 pmGCM - ORD
1 stop6h 46mDelta
Deal found 10/21$352
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amMDW - GCM
1 stop7h 27mDelta
Mon 12/291:52 pmGCM - MDW
1 stop9h 30mDelta
Deal found 10/19$352
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:20 amORD - GCM
1 stop6h 24mDelta
Thu 11/62:00 pmGCM - ORD
1 stop10h 58mDelta
Deal found 10/20$354
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amMDW - GCM
1 stop5h 44mDelta
Thu 11/62:00 pmGCM - MDW
1 stop9h 14mDelta
Deal found 10/20$354
This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 11/268:02 pmORD - GCM
1 stop15h 33mDelta
Wed 12/31:50 pmGCM - ORD
2 stops19h 14mDelta
Deal found 10/21$357
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:29 amMDW - GCM
2 stops26h 07mDelta
Mon 12/293:42 pmGCM - MDW
1 stop7h 40mDelta
Deal found 10/19$357

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 October 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Priceline)

One-way from

$134
(Travelocity)

Popular in

December

Cheapest in

October

Average price

$539

Good round-trip deal

$470 or less

Good one-way deal

$251 or less
Provider with most accurate pricing for Chicago (CHI)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-George Town Owen Roberts Intl flights.
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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
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to George Town Owen Roberts Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to George Town Owen Roberts Intl.
Search Deals

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 October 21, 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 12/24

5:30 am-12:36 pm

1 stop6h 06m

George Town Owen Roberts Intl

Sun 12/28

3:42 pm-9:14 pm

1 stop6h 32m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 11/25

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 11/28

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Thu 12/4

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 12/4

5:30 am-12:35 pm

1 stop6h 05m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 11/27

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 12/23

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 12/25

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Mon 12/29

3:42 pm-10:22 pm

1 stop7h 40m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 12/24

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 12/25

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Sun 12/28

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 2/20

5:50 am-12:35 pm

1 stop5h 45m

George Town Owen Roberts Intl

Thu 2/26

2:00 pm-9:14 pm

1 stop8h 14m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 36 results
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Compare providers for flights from Chicago to George Town

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to George Town in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-George Town flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-George Town flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-George Town flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-George Town flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-George Town flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 17, 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 69 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 $370). Flying from Chicago to George Town in September is currently the most expensive (average of $650). 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 October 21, 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 41% 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 October 21, 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
4,238 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,978 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,991 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,023 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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?

    Delta can get you from Chicago to George Town in just under 6h 06m. Your travel time can differ by up to . There are 1613 mi between Chicago and George Town.

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

    United Airlines, at $453, was found to be the cheapest airline from Chicago to George Town.Alternate airlines to your destination round-trip include American Airlines and Delta. United Airlines is priced at 33% 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 $220. While the most popular route (Chicago O'Hare Intl - George Town Owen Roberts Intl) can be booked for $317 on average, our data indicates $552 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 $370). Flying from Chicago to George Town in September is currently the most expensive (average of $650). 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
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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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$453Average$725FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$500Average$706FlexibilityNo cancel feeOn-time71%
DeltaCheapest$564Average$798FlexibilityNo cancel feeOn-timeN/A

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