CHI - GCM

$87 Find Cheap Flights from Chicago to George Town

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to George Town departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to George Town

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to George Town, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to George Town, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$240
Overall average: $595
Spirit Airlines
Sat 1/10Sat 1/17
ORD - GCM • 1 stop
Cheapest non-stop
$438
Typical prices: $424-$636
American Airlines
Wed 1/28Wed 2/4
ORD - GCM • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus gives 6 inches more legroom.
American's Main Cabin Extra includes early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Air Canada
Cheapest • from $361 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-GCM
Cheapest
ORD-GCM
Most popular
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 24% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 20% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to George Town!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to George Town (CHI-GCM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to George Town that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to George Town

Sat, Jan 10 - Sat, Jan 17
Spirit Airlines Logo
5:15 am - 1:38 pm
ORD
-
GCM
7h 23m1 stop
Spirit Airlines Logo
2:34 pm - 11:46 pm
GCM
-
ORD
10h 12m1 stop
$240Spirit Airlines
Thu, Jan 8 - Thu, Jan 15
Spirit Airlines Logo
5:15 am - 1:53 pm
ORD
-
GCM
7h 38m1 stop
Spirit Airlines Logo
2:49 pm - 9:03 pm
GCM
-
ORD
7h 14m1 stop
$247Spirit Airlines
Thu, Jan 8 - Thu, Jan 15
Spirit Airlines Logo
5:15 am - 1:53 pm
ORD
-
GCM
7h 38m1 stop
Spirit Airlines Logo
2:49 pm - 9:03 pm
GCM
-
ORD
7h 14m1 stop
$269Spirit Airlines
Sat, Jan 24 - Sat, Jan 31
Spirit Airlines Logo
5:15 am - 1:38 pm
ORD
-
GCM
7h 23m1 stop
Spirit Airlines Logo
2:34 pm - 9:03 pm
GCM
-
ORD
7h 29m1 stop
$289Spirit Airlines
Thu, Jan 8 - Thu, Jan 15
Multiple Airlines Logo
5:15 am - 1:53 pm
ORD
-
GCM
7h 38m1 stop
Multiple Airlines Logo
2:49 pm - 8:57 pm
GCM
-
ORD
7h 08m1 stop
$304Multiple Airlines
Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
4:49 pm - 1:53 pm
ORD
-
GCM
20h 04m2 stops
Multiple Airlines Logo
2:49 pm - 11:22 am
GCM
-
ORD
21h 33m1 stop
$308Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
4:10 pm - 12:55 pm
MDW
-
GCM
19h 45m2 stops
Southwest Logo
1:50 pm - 9:00 pm
GCM
-
MDW
8h 10m1 stop
$411Southwest
Sun, Apr 19 - Wed, Apr 22
Southwest Logo
5:05 am - 11:55 am
MDW
-
GCM
6h 50m1 stop
Southwest Logo
1:05 pm - 7:10 am
GCM
-
MDW
18h 05m2 stops
$431Southwest
Sun, Apr 19 - Wed, Apr 22
Delta Logo
6:00 am - 11:24 am
MDW
-
GCM
5h 24m1 stop
Delta Logo
12:45 pm - 9:45 pm
GCM
-
MDW
9h 00m1 stop
$452Delta
Thu, Jan 29 - Thu, Feb 5
Delta Logo
6:00 am - 12:40 pm
MDW
-
GCM
5h 40m1 stop
Delta Logo
2:05 pm - 10:22 pm
GCM
-
MDW
9h 17m1 stop
$482Delta
Booking Insights

KAYAK's insights & trends for Chicago to George Town flights

Get data-powered insights and trends into flights from Chicago to George Town to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to George Town?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to George Town departing in January.

What is the cheapest Chicago to George Town flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to George Town costs $339 on the route between Chicago O'Hare Intl Airport (ORD) and George Town (GCM). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to George Town?

The average price of all round-trip flights from Chicago to George Town clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to George Town, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Sundays and the most expensive ones on Wednesdays.

What is the cheapest month to fly from Chicago to George Town?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to George Town, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to George Town is October, where tickets cost $537 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $827 and $768 respectively.

Can I save money by flying with a layover from Chicago to George Town?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $620 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to George Town, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to George Town, you should book around 5 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to George Town

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.


American's Flagship Lounges provide upgraded seating, meals, and cocktail service.

United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


United's Priority Boarding places you in Zone 2, avoiding overhead bin space issues.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Good to know

Low seasonSeptember
Cheapest flight$87
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago O'Hare Airport to George Town

When to book flights from Chicago to George Town

Are your dates flexible? Find out the best times to travel from Chicago to George Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to George Town

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

    In the last 3 days, the lowest price for a flight from Chicago to George Town was $72 for a one-way ticket and $240 for a round-trip.

  • Do I need a passport to fly between Chicago and George Town?

    Yes

  • Which airports will I be using when flying from Chicago to George Town?

    Chicago is served by 2 major airports and there is only 1 main airport in George Town. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at George Town Owen Roberts Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to George Town?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to George Town flight route.

  • Which aircraft models fly most regularly from Chicago to George Town?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to George Town flight route.

  • Which airline alliances offer flights from Chicago to George Town?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and George Town, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago to George Town?

    There are nonstop flights from Chicago to George Town on a daily basis.

  • Which is the best airline for flights from Chicago to George Town, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to George Town are Southwest and Delta. With an average price for the route of $645 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $544 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to George Town?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to George Town.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to George Town?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to George Town from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to George Town?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to George Town with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to George Town?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to George Town from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to George Town

  • Looking for a cheap flight? 25% of our users found flights on this route for $288 or less one-way and $449 or less round-trip.

Prefer to fly direct from Chicago to George Town?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to George Town Owen Roberts Intl.
Find which airlines fly direct from Chicago to George Town Owen Roberts Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to George Town Owen Roberts Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

George Town Owen Roberts Intl to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 4 airlines serving from Chicago to George Town

 
See real verified KAYAK customer reviews for airlines flying from Chicago to George Town. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to George Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

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

Information on your arrival and departure airports