On this page, you can find and buy flight tickets from George Town to Chicago. The distance between the cities is about 2572 km, and the route is served approximately once a week.
Flights on this route are operated by United Airlines and American Airlines. Ticket prices are dynamic, so use the price chart and calendar to find the best deal. Information is also available on how to get to the airport of departure and the most convenient way to travel from the airport to downtown Chicago.
The table shows direct flights George Town → Chicago on the selected date. The flight takes approximately 7 h 16 min. Regular flights are operated by United Airlines and American Airlines. Departures from Owen Roberts International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for George Town — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 1,397 in e, and the most expensive are around AED 1,527 in b. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
George Town → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 1,906 | high | May | AED 1,334 | low | Sep | AED 1,334 | low |
| Feb | AED 1,524 | medium | Jun | AED 1,715 | high | Oct | AED 1,286 | low |
| Mar | AED 1,810 | high | Jul | AED 1,906 | high | Nov | AED 1,477 | medium |
| Apr | AED 1,429 | medium | Aug | AED 1,620 | medium | Dec | AED 2,049 | high |
Some values are estimated based on seasonality.
The warmest time in Chicago is July, with an average temperature of 26.5°C, while the coldest is January, when the temperature drops to -5°C. The highest rainfall occurs in May, reaching 126 mm, making it the wettest month.
Budget-wise, the most cost-effective month to fly is October, when ticket prices start from 27,863 ₽. Peak prices are observed in July (from 30,243 ₽) and November (from 30,444 ₽).
October is considered the optimal choice for a trip: it is a great compromise between comfortable temperatures and minimal flight costs. It is best to avoid wet May and cold January if you plan on taking long walks.
On the flight route from George Town to Chicago, regular service is provided by two major airlines: United Airlines and American Airlines. Currently, the flight frequency is about once a week, so we recommend booking your tickets in advance. You can find detailed information on departure days and flight options in the interactive list below.
Flights George Town — Chicago depart from Owen Roberts International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The distance between the cities is 2572 km. The approximate travel time for a direct flight is about 3 hours 15 minutes.
Regular flights between the Cayman Islands and the USA are operated by United Airlines and American Airlines.
Yes, direct flights are available on this route; however, they do not operate every day—on average, about once a week.
Ticket prices change constantly based on demand and season. You can always check the current minimum for specific dates in the low-price calendar on this page.
Flights from George Town arrive at Chicago international airports (usually O'Hare or Midway); you can see the exact information in the details of your selected ticket.
Where travelers fly most — pick a route and check prices
