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George Town

$66+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GCM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Find cheap flights from Chicago to George Town with Cheapflights

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Cheapflights Tip: The best prices from Chicago to George Town Owen Roberts Intl are usually found in October or January, booked 5 days in advance, depart on a Wednesday or Thursday and return on a Friday

Cheap 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 January 28, 2026.

This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:15 am
ORD
-
GCM
1 stop7h 28m
Spirit Airlines
Sat 5/21:40 pm
GCM
-
ORD
1 stop10h 01m
Spirit Airlines
Deal found 1/25$344
This Orbitz deal was found by Cheapflights users on 1/27. 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.
Sat 2/288:16 pm
ORD
-
GCM
1 stop16h 27m
Multiple Airlines
Mon 3/23:40 pm
GCM
-
ORD
1 stop21h 09m
Multiple Airlines
Deal found 1/27$346
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/125:05 am
ORD
-
GCM
1 stop7h 52m
Spirit Airlines
Thu 3/191:52 pm
GCM
-
ORD
2 stops21h 55m
Spirit Airlines
Deal found 1/26$349
This Travelocity deal was found by Cheapflights users on 1/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:15 am
ORD
-
GCM
1 stop7h 38m
Multiple Airlines
Tue 2/101:30 pm
GCM
-
ORD
2 stops30h 25m
Multiple Airlines
Deal found 1/26$351
This Orbitz deal was found by Cheapflights users on 1/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:05 am
ORD
-
GCM
1 stop5h 38m
Multiple Airlines
Sat 6/612:25 pm
GCM
-
ORD
1 stop19h 35m
Multiple Airlines
Deal found 1/25$352
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 2/2112:06 pm
ORD
-
GCM
1 stop24h 37m
Multiple Airlines
Wed 2/2511:30 am
GCM
-
ORD
1 stop23h 09m
Multiple Airlines
Deal found 1/27$355
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/265:15 am
ORD
-
GCM
1 stop7h 28m
Multiple Airlines
Mon 3/24:45 pm
GCM
-
ORD
2 stops25h 07m
Multiple Airlines
Deal found 1/28$356
This Travelocity deal was found by Cheapflights users on 1/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:21 pm
ORD
-
GCM
2 stops41h 09m
Multiple Airlines
Sat 5/91:40 pm
GCM
-
ORD
1 stop10h 01m
Multiple Airlines
Deal found 1/25$357
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/45:32 pm
ORD
-
GCM
1 stop19h 21m
Multiple Airlines
Fri 2/64:45 pm
GCM
-
ORD
1 stop16h 33m
Multiple Airlines
Deal found 1/27$359
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/39:23 am
ORD
-
GCM
1 stop29h 42m
Multiple Airlines
Thu 2/52:49 pm
GCM
-
ORD
1 stop7h 14m
Multiple Airlines
Deal found 1/27$361
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/85:15 am
ORD
-
GCM
1 stop7h 38m
Spirit Airlines
Thu 2/122:49 pm
GCM
-
ORD
2 stops18h 05m
Spirit Airlines
Deal found 1/27$363
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Wed 3/118:42 pm
ORD
-
GCM
2 stops16h 15m
Multiple Airlines
Wed 3/1811:30 am
GCM
-
ORD
1 stop7h 05m
Multiple Airlines
Deal found 1/27$365

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$344
(FlightHub)

One-way from

$66
(Expedia)

Popular in

December

Cheapest in

October

Average price

$560

Good round-trip deal

$498 or less

Good one-way deal

$288 or less
Provider with most accurate pricing for Chicago (CHI)-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-George Town Owen Roberts Intl flights.
Search Deals
From Chicago (CHI) to George Town Owen Roberts Intl
Search Deals
One-way flight from Chicago (CHI) to George Town Owen Roberts Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 28, 2026.
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

Thu 2/12

5:15 am-1:43 pm

1 stop7h 28m

George Town Owen Roberts Intl

Sun 2/15

2:49 pm-11:47 pm

1 stop9h 58m

$388

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Sun 3/1

9:35 pm-12:55 pm

2 stops14h 20m

George Town Owen Roberts Intl

Fri 3/6

1:40 pm-12:55 am

2 stops12h 15m

$414

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Mon 2/23

5:15 pm-12:55 pm

2 stops18h 40m

George Town Owen Roberts Intl

Thu 2/26

1:50 pm-9:00 pm

1 stop8h 10m

$414

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 4/11

8:55 pm-12:57 pm

2 stops16h 02m

George Town Owen Roberts Intl

Wed 4/15

11:30 am-9:12 am

2 stops21h 42m

$422

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 3/13

6:00 am-9:35 pm

1 stop15h 35m

George Town Owen Roberts Intl

Thu 3/19

7:00 am-1:41 pm

1 stop6h 41m

$424

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 3/5

6:15 am-9:15 pm

1 stop14h 00m

George Town Owen Roberts Intl

Mon 3/9

7:00 am-11:20 pm

2 stops16h 20m

$424

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Fri 3/13

6:00 am-9:35 pm

1 stop15h 35m

George Town Owen Roberts Intl

Fri 3/20

7:00 am-10:19 pm

2 stops15h 19m

$479

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 3/10

6:00 am-11:45 am

1 stop5h 45m

George Town Owen Roberts Intl

Wed 3/18

12:40 pm-8:50 pm

1 stop8h 10m

$482

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 4/9

9:15 pm-12:10 pm

2 stops14h 55m

George Town Owen Roberts Intl

Wed 4/15

1:05 pm-7:10 am

2 stops18h 05m

$487

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sun 3/1

8:45 am-1:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Thu 3/5

2:50 pm-6:04 pm

Nonstop4h 14m

$491

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 39 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 January 23, 2026.

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 4 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, December is the cheapest month in which you can book a flight from Chicago to George Town (average of $322). 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 January 28, 2026.

When flying from Chicago to George Town, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 28, 2026.
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
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,124 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,212 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,201 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 1 inbound flight from Chicago per day. 2 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, Southwest, and United Airlines can get you from Chicago to George Town in just under 4h. Your travel time can differ by up to 10h 20m. 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?

    United Airlines, at $341, was found to be the cheapest airline from Chicago to George Town. An alternate airline flying to your destination would be American Airlines. United Airlines is priced at 47% 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 $137. American Airlines flights start at $288 while deals on United Airlines start at $288 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 $245 on average, our data indicates $510 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, December is the cheapest month in which you can book a flight from Chicago to George Town (average of $322). 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.

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
O'Hare Intl to Cayman Brac flights
Moline to George Town flights

Top 2 airlines flying from Chicago to George Town

Discover the top 2 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$341Average$624FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$438Average$707FlexibilityNo cancel feeOn-time71%

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