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384 € Cheap Flights from Chicago to Owen Roberts International

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Find the cheapest month or even day of the year to fly to Owen Roberts International

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Flight deals from Chicago to Owen Roberts International

Looking for a cheap last-minute deal or the best return flight from Chicago to Owen Roberts International Airport? If you want to travel next month, return fares start from 563 €. Find the lowest prices on one-way and return tickets right here.
George Town.384 € per passenger.Departing Wed, 6 Jan, returning Wed, 20 Jan.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 6 Jan, arriving in Owen Roberts International.Inbound indirect flight with Southwest Airlines, departs from Owen Roberts International on Wed, 20 Jan, arriving in Chicago Midway.Price includes taxes and charges.From 384 €, select.
George Town.393 € per passenger.Departing Sun, 1 Nov, returning Fri, 6 Nov.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sun, 1 Nov, arriving in Owen Roberts International.Inbound indirect flight with Southwest Airlines, departs from Owen Roberts International on Fri, 6 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 393 €, select.
George Town.421 € per passenger.Departing Thu, 10 Dec, returning Tue, 15 Dec.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 10 Dec, arriving in Owen Roberts International.Inbound indirect flight with Southwest Airlines, departs from Owen Roberts International on Tue, 15 Dec, arriving in Chicago Midway.Price includes taxes and charges.From 421 €, select.
George Town.452 € per passenger.Departing Mon, 1 Feb, returning Sat, 6 Feb.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Mon, 1 Feb, arriving in Owen Roberts International.Inbound indirect flight with Southwest Airlines, departs from Owen Roberts International on Sat, 6 Feb, arriving in Chicago Midway.Price includes taxes and charges.From 452 €, select.
George Town.465 € per passenger.Departing Fri, 2 Oct, returning Thu, 8 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Owen Roberts International.Inbound indirect flight with Air Canada, departs from Owen Roberts International on Thu, 8 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 465 €, select.
George Town.470 € per passenger.Departing Thu, 4 Mar, returning Mon, 8 Mar.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 4 Mar, arriving in Owen Roberts International.Inbound indirect flight with Southwest Airlines, departs from Owen Roberts International on Mon, 8 Mar, arriving in Chicago Midway.Price includes taxes and charges.From 470 €, select.
George Town.516 € per passenger.Departing Tue, 8 Sep, returning Tue, 15 Sep.Return flight with Frontier Airlines and Cayman Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 8 Sep, arriving in Owen Roberts International.Inbound indirect flight with Cayman Airways, departs from Owen Roberts International on Tue, 15 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 516 €, select.
George Town.539 € per passenger.Departing Tue, 22 Dec, returning Tue, 29 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 22 Dec, arriving in Owen Roberts International.Inbound direct flight with United departs from Owen Roberts International on Tue, 29 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 539 €, select.
George Town.542 € per passenger.Departing Sun, 3 Jan, returning Fri, 8 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sun, 3 Jan, arriving in Owen Roberts International.Inbound direct flight with United departs from Owen Roberts International on Fri, 8 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 542 €, select.
George Town.551 € per passenger.Departing Thu, 29 Oct, returning Sun, 1 Nov.Return flight with Frontier Airlines and Cayman Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 29 Oct, arriving in Owen Roberts International.Inbound indirect flight with Cayman Airways, departs from Owen Roberts International on Sun, 1 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 551 €, select.
George Town.557 € per passenger.Departing Wed, 29 Jul, returning Mon, 5 Oct.Return flight with Frontier Airlines and Cayman Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 29 Jul, arriving in Owen Roberts International.Inbound indirect flight with Cayman Airways, departs from Owen Roberts International on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 557 €, select.
George Town.560 € per passenger.Departing Sat, 6 Feb, returning Wed, 10 Feb.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 6 Feb, arriving in Owen Roberts International.Inbound direct flight with United departs from Owen Roberts International on Wed, 10 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 560 €, select.
George Town.562 € per passenger.Departing Thu, 4 Mar, returning Tue, 9 Mar.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 4 Mar, arriving in Owen Roberts International.Inbound direct flight with United departs from Owen Roberts International on Tue, 9 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From 562 €, select.
George Town.563 € per passenger.Departing Mon, 17 Aug, returning Mon, 24 Aug.Return flight with Frontier Airlines and Cayman Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in Owen Roberts International.Inbound indirect flight with Cayman Airways, departs from Owen Roberts International on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 563 €, select.
George Town.564 € per passenger.Departing Wed, 25 Nov, returning Wed, 2 Dec.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 25 Nov, arriving in Owen Roberts International.Inbound indirect flight with United, departs from Owen Roberts International on Wed, 2 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 564 €, select.
George Town.569 € per passenger.Departing Thu, 15 Apr, returning Thu, 22 Apr.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 15 Apr, arriving in Owen Roberts International.Inbound direct flight with United departs from Owen Roberts International on Thu, 22 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From 569 €, select.

Find the cheapest month to fly from Chicago to Owen Roberts International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Owen Roberts International flights are currently cheapest in January.
Jul
from 639 €
Aug
from 563 €
Sep
from 516 €
Oct
from 465 €
Nov
from 393 €
Dec
from 421 €
Jan
from 384 €
Feb
from 452 €
Mar
from 470 €
Apr
from 569 €
May
from 1.779 €
Jun
from 1.255 €

Direct flights from Chicago to Owen Roberts International

Chicago to Owen Roberts International: Alternative routes

Compare routes from Chicago to George Town below. You may find an airport to fly into that's cheaper, faster, or easier than Owen Roberts International.

Owen Roberts International

1km from central George Town
ClosestCheapest
from 384 €
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Chicago to George Town: Flight information

The things to know before you go.
Cheapest flight found384 €
Cheapest month to flyJanuary
Average flight time4 hrs, 2 mins
Most popular airlineAmerican Airlines
Average flights per week8

Finding cheap flights from Chicago to Owen Roberts International: Frequently asked questions

The best price we found for a return flight from Chicago to Owen Roberts International is 384 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 2 minutes is the average flight time from Chicago to Owen Roberts International.
American Airlines and United fly direct from Chicago to Owen Roberts International.
As of July 2026, there are 32 flights per week flying from Chicago to Owen Roberts International.
The cheapest month to fly from Chicago to Owen Roberts International is usually January.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Owen Roberts International Airport on Wednesday, 6 January 2027.
Yes – the average flight time is 4 hours and 2 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Owen Roberts International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to George Town is around 40 days in advance, so don’t leave your flight to the last minute.

Flying from Chicago to Owen Roberts International Airport (GCM): What you need to know

  • 4 hours is the average travel time for a direct Chicago to Owen Roberts International Airport flight.

  • Owen Roberts International Airport is located in George Town. The city runs on the UTC-5 timezone and is one hour ahead of Chicago.

  • Take your pick of 4 direct flights every week between Chicago O'Hare International Airport (ORD) and Owen Roberts International Airport (GCM). This is the busiest route, with United Airlines offering a 8:39am departure from ORD to GCM.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you plenty of time to board your flight from Chicago to GCM.

  • With more travellers during busy periods like July, be at your terminal even earlier. Two hours for domestic flights and as much as four for international journeys will help you stay ahead of the crowds. Remember things also get busy during major holidays like Thanksgiving.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) makes it easy to travel directly to your destination. Nonstop flights from Chicago to Owen Roberts International Airport (GCM) can be booked from this terminal.

  • You can lock in a direct flight from Chicago to Owen Roberts International Airport with United Airlines. This top carrier offers services from ORD.

  • The majority of passengers prefer to fly with United from ORD to GCM.

  • The carrier with the most consistent on-time arrivals rate on this route is American Airlines.

  • Travelling from central Chicago to ORD takes around 45 minutes on public transport. If you drive, ride-share or take a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic.

  • Searching for a comfortable hotel near Chicago O'Hare International Airport? If you're catching an early flight from Chicago to Owen Roberts International Airport, these accommodation options will put you moments from check-in:

  • 70% of flights that leave from Chicago O'Hare International Airport land at their destination on schedule.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 16 kilometres from central Chicago. It'll take you 25 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 30 minutes.

  • Want to enjoy an extra night away before your Chicago to GCM flight? Kick back in a hotel near Chicago Midway International Airport before your holiday officially starts. These stays have a room with your name on it:

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival performance of 76%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is roughly 145 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 40 minutes. If you're planning to use public transport, you can expect a journey of around 2 hours.

  • Stay in bed a little longer and still make your Chicago to Owen Roberts International Airport flight without having to rush. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're flying out first thing:

  • Airports have an on-time performance rating that measures how often flights touch down without delays. At RFD, that figure is 71%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Owen Roberts International Airport (GCM)

Getting from Owen Roberts International Airport (GCM) to central George Town

  • From Owen Roberts International Airport, central George Town is around 6 kilometres away. It takes about 10 minutes to reach the city centre by car.

  • Travelling by public transport takes roughly 20 minutes.

How to find the cheapest flights from Chicago to Owen Roberts International Airport (GCM)

  • At the moment, 138 € is the best price we've found for a one-way ticket from Chicago to Owen Roberts International Airport. The cheapest price for a return flight is 384 €. Remember fares may change due to availability at the time of booking.

  • To snag cheap flights from Chicago to GCM, book your ticket two months ahead of your planned departure.

  • The best month for picking up cheap Chicago to Owen Roberts International Airport tickets is July. Use the 'Whole month' tool to compare flight prices, then select the dates that offer the biggest savings.

  • Snapping up a cheap plane ticket from Chicago to GCM is a breeze with Price Alerts. Simply create one of these automatic alerts and we'll let you know when prices go down.

  • Find a cheap flight from Chicago to Owen Roberts International Airport by using filters. Select your preferred duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Owen Roberts International Airport (GCM)

  • March is the busiest month for flights from Chicago to Owen Roberts International Airport (GCM). Visit George Town in September for a more laid-back experience.

  • When booking your Chicago to GCM plane ticket, consider what kind of weather you prefer. August is the warmest month in George Town, with temperatures ranging from 26ºC (79ºF) to 30ºC (86ºF).

  • If you like travelling in cooler conditions, look for a cheap ticket from Chicago to Owen Roberts International Airport in January when temperatures are between 23ºC (73ºF) and 27ºC (81ºF).

More about George Town

  • After booking your flight from Chicago to Owen Roberts International Airport, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring George Town:

  • Every great holiday has to include some sightseeing. Rum Point, Pedro St. James National Historic Site and National Gallery of the Cayman Islands are must-do's during your George Town adventure.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.