CHI - GCM

$174 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 8/31. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Expert advice
Booking Insights
Flights 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

Mon, Jan 12 - Wed, Jan 21
Southwest Logo
7:55 pm - 12:55 pmMDW-GCM
16h 00m2 stops
Southwest Logo
1:50 pm - 9:00 pmGCM-MDW
8h 10m1 stop
$438Southwest
Find Deal
Mon, Jan 12 - Wed, Jan 21
Southwest Logo
6:05 am - 12:55 pmORD-GCM
5h 50m1 stop
Southwest Logo
1:50 pm - 9:50 pmGCM-ORD
9h 00m1 stop
$448Southwest
Find Deal
Mon, Jan 12 - Wed, Jan 21
Southwest Logo
5:00 am - 12:55 pmMDW-GCM
6h 55m1 stop
Southwest Logo
1:50 pm - 9:00 pmGCM-MDW
8h 10m1 stop
$448Southwest
Find Deal
Wed, Oct 15 - Mon, Oct 20
Air Canada Logo
8:25 pm - 11:55 amORD-GCM
15h 30m1 stop
Air Canada Logo
12:50 pm - 9:51 amGCM-ORD
21h 01m2 stops
$451Air Canada
Find Deal
Sat, Aug 30 - Thu, Sep 4
American Airlines Logo
6:30 pm - 11:25 amORD-GCM
16h 55m1 stop
American Airlines Logo
12:25 pm - 8:27 pmGCM-ORD
8h 02m1 stop
$452American Airlines
Find Deal
Sat, Aug 30 - Thu, Sep 4
American Airlines Logo
9:11 pm - 11:10 amORD-GCM
13h 59m2 stops
American Airlines Logo
12:10 pm - 9:22 pmGCM-ORD
9h 12m1 stop
$456American Airlines
Find Deal
Sat, Nov 22 - Thu, Nov 27
Air Canada Logo
2:00 pm - 12:20 pmORD-GCM
21h 20m1 stop
Air Canada Logo
1:30 pm - 1:01 pmGCM-ORD
24h 31m1 stop
$462Air Canada
Find Deal
Sat, Aug 30 - Thu, Sep 4
Delta Logo
6:00 am - 11:37 amMDW-GCM
5h 37m1 stop
Delta Logo
12:50 pm - 9:26 pmGCM-MDW
8h 36m1 stop
$477Delta
Find Deal
Sun, Dec 14 - Fri, Dec 19
United Airlines Logo
7:35 am - 4:30 pmORD-GCM
7h 55m1 stop
United Airlines Logo
2:50 pm - 6:04 pmGCM-ORD
4h 14mnonstop
$510United Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
Delta Logo
7:59 pm - 12:30 pmORD-GCM
15h 31m1 stop
Delta Logo
1:55 pm - 11:58 pmGCM-ORD
11h 03m1 stop
$520Delta
Find Deal
Expert advice

Expert advice for your flight from Chicago to George Town

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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
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.

What is the cheapest Chicago to George Town flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to George Town.

Our data shows that the cheapest route for a return flight from Chicago to George Town cost $429 and was between Chicago O'Hare Intl Airport (ORD) and George Town (GCM). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $429.

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 Monday and avoid Fridays 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 September, where tickets cost $535 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $840 and $735 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.

No, with an average price for the route of $1,568, prices are generally cheapest when you fly direct.

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 3 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$174
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 25% 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 $174 for a one-way ticket and $438 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 is the only airline alliance operating flights between Chicago and George Town.

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

    You can catch a nonstop flight from Chicago to George Town on on Saturday.

  • 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 $650 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $609 and an overall rating of 8.0.

  • 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 $358 or less one-way and $515 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

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

George Town Owen Roberts Intl to Chicago

Saturday

United 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.
8.0
SouthwestOverall score based on 4241 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

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

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.