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CHI - GCM

$148 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 6/5. 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
0 bags
Thu 6/13
Thu 6/20

Search 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
In the last 7 days travelers have searched 42,566,405 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
7:36 pm - 4:10 pmMDW-GCM
20h 34m1 stop
11:30 am - 7:31 amGCM-MDW
20h 01m1 stop
Tue, Jun 11 - Tue, Jun 18
8:50 pm - 4:10 pmORD-GCM
19h 20m1 stop
11:30 am - 8:21 amGCM-ORD
20h 51m1 stop
Tue, Jun 11 - Tue, Jun 18
4:00 pm - 2:35 pmORD-GCM
22h 35m1 stop
3:45 pm - 8:00 amGCM-ORD
16h 15m2 stops
$476Air Canada
Find Deal
Wed, May 29 - Sun, Jun 2
6:29 pm - 11:45 amORD-GCM
41h 16m2 stops
12:55 pm - 8:43 pmGCM-ORD
7h 48m1 stop
$502Air Canada
Find Deal
Tue, Sep 10 - Sun, Sep 15
5:27 am - 11:45 amORD-GCM
6h 18m1 stop
12:45 pm - 7:22 pmGCM-ORD
6h 37m1 stop
$575American Airlines
Find Deal
Wed, Aug 14 - Tue, Aug 20
5:27 am - 1:05 pmORD-GCM
7h 38m2 stops
12:45 pm - 11:56 pmGCM-ORD
11h 11m1 stop
$580American Airlines
Find Deal
Wed, Aug 14 - Tue, Aug 20
6:00 am - 11:35 amMDW-GCM
5h 35m1 stop
12:55 pm - 8:48 amGCM-MDW
19h 53m2 stops
$583Delta
Find Deal
Tue, Jun 11 - Tue, Jun 18
6:00 am - 11:30 amMDW-GCM
5h 30m1 stop
12:50 pm - 9:44 pmGCM-MDW
8h 54m1 stop
$603Delta
Find Deal
Fri, Sep 6 - Fri, Sep 13
8:53 am - 12:55 pmORD-GCM
4h 02mnonstop
4:15 pm - 7:40 amGCM-ORD
15h 25m1 stop
$654United Airlines
Find Deal
Sun, Jun 16 - Fri, Jun 21
7:00 am - 3:00 pmORD-GCM
8h 00m1 stop
1:50 pm - 6:02 pmGCM-ORD
4h 12mnonstop
$673United Airlines
Find Deal
Wed, Jun 26 - Sat, Jun 29

Flights from Chicago to George Town - Travel Insights & Trends

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 one-way flights from Chicago to George Town.
Our data shows that the cheapest route for a one-way flight from Chicago to George Town cost $296 and was between Chicago O'Hare Intl Airport and George Town. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $595.

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

The average price of all flights from Chicago to George Town clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to George Town on a Wednesday and more expensive on a Friday. On your return trip to Chicago, you should consider flying back on a Friday, and avoid Mondays for better deals.

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 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 $467 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $708 and $685 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago to George Town, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 days before departure.

Which airlines provide the cheapest flights from Chicago to George Town?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to George Town from Chicago were found on Air Canada ($190) and American Airlines ($276), and the lowest round-trip tickets were found on Air Canada ($476) and American Airlines ($575).

Which airlines fly non-stop between Chicago and George Town?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to George Town.
There is just one airline that flies from Chicago to George Town direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $401.

How many flights are there between Chicago and George Town per day?

There is a maximum of 1 nonstop flight a day that takes off from Chicago and lands in George Town, with an average flight time of 4h 02m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 2 flights.

Which cabin class options are there for flights between Chicago and George Town?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to George Town take?

The average nonstop flight takes 4h 02m, covering a distance of 1,602 miles.

What’s the earliest departure time from Chicago to George Town?

Early birds can take the earliest flight from Chicago at 8:53 am and will be landing in George Town at 12:55 pm.

What’s the latest departure time from Chicago to George Town?

If you prefer to fly at night, the latest flight from Chicago to George Town jets off at 9:28 am and lands at 1:30 pm.

Good to know

Low season

September

High season

March

Cheapest flight

$148
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 18% 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 $148 for a one-way ticket and $416 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 Alaska Airlines 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 737-900 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, and Sunday.

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

    The two airlines most popular with KAYAK users for flights from Chicago to George Town are Delta and United Airlines. With an average price for the route of $490 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $628 and an overall rating of 7.4.

  • 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.

See more FAQs

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 $392 or less one-way and $658 or less round-trip.

Prefer to fly non-stop from Chicago to George Town?

Find which airlines fly direct from Chicago to Owen Roberts Intl, which days they fly and book direct flights.

Nonstop departures

Chicago to George Town Owen Roberts Intl

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Nonstop returns

George Town Owen Roberts Intl to Chicago

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

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
DeltaOverall score based on 10706 reviews
8.6Crew
7.9Comfort
8.0Entertainment
8.2Boarding
7.4Food
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

They canceled the flight on us very close to the flight date .

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

Everything went smoothly and as expected. We were on time and one flight arrived early.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

Book cheap flights from Chicago to George Town

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to George Town found on KAYAK in the last 72 hours.
6/5Wed
1 stop
24h 30mORD-GCM
$148
6/5Wed
2 stopsAir Canada
20h 05mORD-GCM
$190
6/5Wed
3 stops
27h 34mORD-GCM
$210
6/27Thu
1 stop
11h 56mORD-GCM
$228
6/27Thu
1 stop
6h 44mMDW-GCM
$229
6/5Wed
1 stop
7h 43mMDW-GCM
$233
6/5Wed
2 stops
29h 51mMDW-GCM
$236
6/27Thu
2 stops
41h 59mORD-GCM
$272
11/3Sun
1 stopAmerican Airlines
16h 30mORD-GCM
$276
11/3Sun
2 stopsAmerican Airlines
14h 20mORD-GCM
$281

Search by stops

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Last minute flights from Chicago to George Town

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to George Town that are departing in the next 10 days.
5/16Thu
multi-stop
39h 05mORD-GCM
5/20Mon
multi-stop
13h 44mGCM-ORD
$869
5/16Thu
multi-stop
8h 35mORD-GCM
5/20Mon
multi-stop
13h 44mGCM-ORD
$888
5/17Fri
multi-stopUnited Airlines
6h 35mORD-GCM
5/20Mon
multi-stopUnited Airlines
17h 24mGCM-ORD
$968
5/16Thu
multi-stopUnited Airlines
6h 35mORD-GCM
5/20Mon
multi-stopUnited Airlines
7h 15mGCM-ORD
$983
5/17Fri
multi-stopAmerican Airlines
7h 00mORD-GCM
5/20Mon
multi-stopAmerican Airlines
11h 44mGCM-ORD
$990
5/17Fri
multi-stopAmerican Airlines
7h 00mORD-GCM
5/20Mon
multi-stopAmerican Airlines
6h 59mGCM-ORD
$995
5/17Fri
multi-stopAmerican Airlines
7h 00mORD-GCM
5/20Mon
multi-stopAmerican Airlines
9h 14mGCM-ORD
$1,000
5/17Fri
multi-stopDelta
5h 26mMDW-GCM
5/20Mon
multi-stopDelta
9h 10mGCM-MDW
$1,058
5/16Thu
multi-stopDelta
16h 38mMDW-GCM
5/20Mon
multi-stopDelta
9h 10mGCM-MDW
$1,078

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Flights to George Town

Destination:

George Town (GCM)Cayman Islands

Cabin classes:

$1,583
$1,581
$595