$293 Cheap American Airlines flights from Chicago to George Town (ORD to GCM)

Find The Best Day To Fly from Chicago to George Town

Amazing American Airlines ORD to GCM Flight Deals

The cheapest flights to Owen Roberts Intl. found within the past 7 days were $610 round trip and $293 one way. Prices and availability subject to change. Additional terms may apply.

GCM From ORD Economy Coach Packages on Similar Airlines

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Frequently asked questions

Can I catch a flight from O'Hare Airport to Owen Roberts Intl. Airport (GCM) right now?
Make sure you visit our Covid-19 Travel Advisor to see if there are any current travel advice reports or quarantine requirements in effect in Owen Roberts Intl. Airport (GCM) when flying from O’Hare Airport.
What terminal is American Airlines at O'Hare Airport?
Your ticket usually displays exactly which terminal your American Airlines flight will be leaving from at ORD. It might also be able to give you the arrival details for Owen Roberts Intl. Airport (GCM). If not, you could always ask your airline before you fly.
Are there American Airlines non-stop flights from ORD to GCM?
Be prepared to make a stopover when traveling from ORD to Owen Roberts Intl. Airport (GCM), as American Airlines doesn’t offer any nonstop flights between these two locations. While waiting for your connection, you might like to purchase a gripping novel or an interesting magazine from the airport bookstore to help pass the time.
How long is an American Airlines flight from ORD to GCM?
Depending on no delays and good weather, your American Airlines flight from ORD to Owen Roberts Intl. Airport should take approximately 5 hours and 14 minutes. That means you’ve got plenty of time to enjoy some refreshments, squeeze in a nap and go over your itinerary before touchdown.
How many direct and indirect flights does American Airlines fly from ORD to GCM?
You’ll find about 2 American Airlines flights every day from ORD to GCM.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to GCM, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best American Airlines flight from Chicago ORD to George Town GCM 

To find the best deals on flights to Chicago from George Town with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to George Town GCM with American Airlines 

If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $610 to $610, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way American Airlines flights from Chicago ORD to George Town GCM 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from Chicago to George Town costs from $293. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to George Town GCM from  Chicago ORD with American Airlines 

To find a cheap American Airlines flight from Chicago ORD to George Town GCM, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on American Airlines flights from Chicago ORD to George Town GCM 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as July, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to George Town GCM with American Airlines 

If you’re keen to be on George Town soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for American Airlines flights from Chicago ORD to George Town GCM 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to George Town GCM from  Chicago ORD with American Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

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