CHI - GCM

$165 Find Cheap Flights from Chicago to George Town - Compare and Save

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 9/9. 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
$406
Southwest
Tue 7/14Wed 7/22
MDW - GCM • 1 stop
Cheapest non-stop
$667
Typical prices: $1,018-$665
United Airlines
Sat 10/31Sat 11/7
ORD - GCM • Non-stop
Nonstop flights
Sat
You can fly direct with United Airlines. Average duration is 4h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
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Top airlines
Cheapest • from $406 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $419 (round-trip)
Shortest trip • 5h 25m (one-way)
Insights
Insights
Insights
Insights
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 53% price drop
Most popular
Good to know
Good to know
+1
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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
Booking Insights
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

Tue, Jul 14 - Wed, Jul 22
Southwest Logo
5:10 am - 11:55 am
MDW
-
GCM
6h 45m
1 stop
Southwest Logo
12:50 pm - 10:05 pm
GCM
-
MDW
9h 15m
1 stop
$406Southwest
Fri, Sep 18 - Sat, Oct 3
Air Canada Logo
2:15 pm - 11:30 am
ORD
-
GCM
21h 15m
1 stop
Air Canada Logo
12:25 pm - 9:00 am
GCM
-
ORD
20h 35m
1 stop
$429Air Canada
Fri, Sep 18 - Sat, Oct 3
Air Canada Logo
3:40 pm - 11:30 am
ORD
-
GCM
19h 50m
2 stops
Air Canada Logo
12:25 pm - 9:00 am
GCM
-
ORD
20h 35m
1 stop
$432Air Canada
Fri, Oct 23 - Sat, Oct 31
Air Canada Logo
9:50 am - 11:30 am
ORD
-
GCM
25h 40m
1 stop
Air Canada Logo
12:10 pm - 10:00 am
GCM
-
ORD
21h 50m
1 stop
$433Air Canada
Fri, Oct 23 - Sat, Oct 31
Air Canada Logo
8:45 am - 11:30 am
ORD
-
GCM
26h 45m
2 stops
Air Canada Logo
12:10 pm - 1:56 pm
GCM
-
ORD
25h 46m
1 stop
$436Air Canada
Fri, Sep 18 - Sat, Oct 3
Air Canada Logo
3:40 pm - 11:30 am
ORD
-
GCM
19h 50m
2 stops
Air Canada Logo
12:25 pm - 7:44 am
GCM
-
ORD
19h 19m
2 stops
$437Air Canada
Tue, Jul 14 - Wed, Jul 22
Southwest Logo
5:10 am - 11:55 am
MDW
-
GCM
6h 45m
1 stop
Southwest Logo
12:50 pm - 10:05 pm
GCM
-
MDW
9h 15m
1 stop
$438Southwest
Sat, Oct 3 - Sat, Oct 10
Air Canada Logo
6:21 pm - 11:30 am
ORD
-
GCM
41h 09m
2 stops
Air Canada Logo
12:25 pm - 7:44 am
GCM
-
ORD
19h 19m
2 stops
$439Air Canada
Fri, Oct 23 - Sat, Oct 31
Air Canada Logo
3:40 pm - 11:30 am
ORD
-
GCM
19h 50m
2 stops
Air Canada Logo
12:10 pm - 1:35 pm
GCM
-
ORD
25h 25m
2 stops
$441Air Canada
Sat, Oct 24 - Sat, Oct 31
Air Canada Logo
8:40 pm - 11:00 am
ORD
-
GCM
14h 20m
1 stop
Air Canada Logo
12:10 pm - 9:59 pm
GCM
-
ORD
9h 49m
1 stop
$442Air Canada
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 July.

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 $631 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 Fridays.

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 December, where tickets cost $172 (return) on average. On the other hand, the most expensive months are September and July, where the average cost of round-trip tickets is $569 and $563 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 $580, 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 2 weeks before departure, which saves you about 16% 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.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Good to know

Low seasonSeptember
Cheapest flight$165
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 5 days, the lowest price for a flight from Chicago to George Town was $165 for a one-way ticket and $406 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?

    American Airlines, and JetBlue offer 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?

    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 $687 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 $647 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 $384 or less one-way and $666 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.
7.9
SouthwestOverall score based on 4237 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

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

Information on your arrival and departure airports