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CHI - GCM

Find cheap flights from Chicago to George Town from $163

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 5/1. 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
Sat 5/18
Sat 5/25

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 44,553,814 times on KAYAK, and here is why:

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

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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
8:09 pm - 9:20 pmORD-GCM
25h 11m1 stop
11:30 am - 8:45 amGCM-ORD
21h 15m1 stop
Wed, May 8 - Tue, May 14
9:25 pm - 9:20 pmORD-GCM
23h 55m2 stops
11:30 am - 6:37 pmGCM-ORD
7h 07m1 stop
Wed, May 15 - Wed, May 22
6:00 am - 2:35 pmORD-GCM
8h 35m1 stop
3:45 pm - 10:01 amGCM-ORD
18h 16m2 stops
$555Air Canada
Find Deal
Thu, Jul 25 - Sun, Jul 28
6:00 am - 2:35 pmORD-GCM
8h 35m1 stop
3:45 pm - 8:44 pmGCM-ORD
28h 59m1 stop
$557Air Canada
Find Deal
Thu, Aug 8 - Sun, Aug 11
6:45 pm - 10:55 amORD-GCM
16h 10m1 stop
2:30 pm - 9:29 pmGCM-ORD
6h 59m1 stop
$577American Airlines
Find Deal
Sat, May 25 - Wed, May 29
6:45 pm - 10:55 amORD-GCM
16h 10m1 stop
12:15 pm - 11:57 pmGCM-ORD
11h 42m1 stop
$578American Airlines
Find Deal
Sat, May 25 - Tue, May 28
6:00 am - 11:30 amMDW-GCM
5h 30m1 stop
12:50 pm - 8:40 amGCM-MDW
19h 50m2 stops
$583Delta
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Wed, Jul 10 - Wed, Jul 17
8:15 pm - 12:35 pmORD-GCM
16h 20m1 stop
2:05 pm - 6:15 pmGCM-ORD
4h 10mnonstop
$593United Airlines
Find Deal
Thu, Jul 18 - Sun, Jul 21
8:53 am - 12:55 pmORD-GCM
4h 02mnonstop
1:40 pm - 12:13 amGCM-ORD
10h 33m1 stop
$599United Airlines
Find Deal
Sun, Jul 28 - Sun, Aug 4
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

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 $297 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 $583.

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 Tuesday, and avoid Thursdays 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 January, where tickets cost $493 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $890 and $745 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 1 day before departure. For the absolute cheapest price, our data suggests you should book 74 days before departure.

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 3h 55m. 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 is only one cabin class option available for the route, which is 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 8:45 am and will be landing in George Town at 12:40 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 10:23 am and lands at 2:25 pm.

Good to know

Low season

September

High season

March

Cheapest flight

$163
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Chicago Midway 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 $163 for a one-way ticket and $437 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 $483 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 $624 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 $297 or less one-way and $613 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 11104 reviews
8.6crew
8.0entertainment
7.5food
7.9comfort
8.2boarding
Airline reviews

Seat back monitors and outlets were dead and not working.

8.0 ExcellentCarl, Apr 2024JFK - FLL
Read more about Delta reviews

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

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.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

The control panel for the seat back screen did not work at all after takeoff.

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.

It was good, the staff was friendly and it was a typical flight to Europe.

It was great to check carryon luggage at no charge when there was no room for ours. A hidden benefit of having low-tier tickets. Also great to stay off plane as long as possible. Airline gave us seats we wanted on this last leg, again at no charge.

Fresh fuit or veg snacks would be so great, but there are two good restaurants in Denver airport. Try Etais UDIS or Freshens DIA for nutritious delicious pita sandwiches/ donairs and crepes in Freshens.

The late departure Of two hours waitresses, immature, and gossiping

Crowded plane but it flew on time and had friendly staff

We had a good flight, service was good and lots of leg room. Service was good and the staff were friendly.

The Air Canada agent was very helpful helping with my luggage and cat carrier when I went there instead of United.

Overall I will say it was a very good experience. It was as comfortable as can be expected for such a long flight - 12 hours from Toronto to Tokyo. Everyone was very pleasant and polite. Even the passengers were cooperative and trying to be nice to each other. Of course the space is limited on such a long flight. The bathrooms were actually very clean. The food was very good. I liked how there was a variety of food options. The in flight entertainment system was also very impressive! There were some children on the flight but they were well behaved and hardly ever crying. Great Job Canada Air! I will definitely fly with Air Canada again!

It was upsetting that the flights were canceled but that was due to weather. I did not receive any vouchers for food or a hotel stay when I was forced to spend the night in Montreal. I was also upset when my seat was changed many times.. The plane seemed old with a non-functioning screen and loose side pockets.. All in all in need of updating. On the positive side, the staff in areas was friendly and helpful.

Lost my bag. My first ever flight with them that they forced me to gate check my bag on, due to them having a 30 year old plane with small carry on bins, and they lost my bag. Never again.

United force you to download their App to do the check-in.

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.
5/1Wed
1 stop
26h 03mMDW-GCM
$163
5/1Wed
2 stops
35h 08mMDW-GCM
$186
5/1Wed
1 stop
25h 30mORD-GCM
$188
5/1Wed
2 stopsAir Canada
20h 13mORD-GCM
$205
5/1Wed
3 stops
23h 55mORD-GCM
$219

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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.
4/22Mon
multi-stop
22h 45mORD-GCM
4/25Thu
multi-stop
23h 48mGCM-ORD
$642
4/22Mon
multi-stop
22h 45mORD-GCM
4/25Thu
multi-stop
24h 46mGCM-ORD
$800
4/22Mon
multi-stop
29h 47mORD-GCM
4/25Thu
multi-stop
8h 04mGCM-ORD
$834
4/22Mon
multi-stop
29h 47mORD-GCM
4/25Thu
multi-stop
31h 35mGCM-ORD
$889
4/23Tue
multi-stopDelta
6h 16mORD-GCM
4/24Wed
multi-stopDelta
10h 44mGCM-ORD
$928
4/23Tue
multi-stopDelta
5h 48mMDW-GCM
4/24Wed
multi-stopDelta
9h 06mGCM-MDW
$928
4/23Tue
multi-stopDelta
5h 48mMDW-GCM
4/24Wed
multi-stopDelta
23h 37mGCM-MDW
$956
4/23Tue
multi-stopDelta
6h 16mORD-GCM
4/24Wed
multi-stopDelta
8h 13mGCM-ORD
$978
4/23Tue
multi-stopAmerican Airlines
7h 35mORD-GCM
4/24Wed
multi-stopAmerican Airlines
18h 40mGCM-ORD
$1,020
4/23Tue
multi-stopAmerican Airlines
7h 35mORD-GCM
4/24Wed
multi-stopAmerican Airlines
18h 40mGCM-ORD
$1,025

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Flights to George Town

Destination:

George Town (GCM)Cayman Islands

Cabin classes:

$1,583
$1,581
$583