On this page, you can find and book flights from Chicago to Charlotte Amalie. The total distance between the cities is 3,383 km, and flight frequency averages two flights per week.
Flights on this route are operated by UA and AA. Ticket prices are dynamic, so we recommend using the price trend chart and calendar below to find the best deal. You can also research in advance how to get to the departure airport and how to get from the airport to your destination.
The table shows direct flights Chicago → Charlotte Amalie on the selected date. The flight takes approximately 6 h 26 min. Regular flights are operated by American Airlines and United Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Cyril E. King 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 Chicago — Charlotte Amalie by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $307 in r, and the most expensive are around $388 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.
Chicago → Charlotte Amalie, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | $347 | high | May | $238 | low | Sep | $219 | low |
| Feb | $360 | high | Jun | $277 | medium | Oct | $225 | low |
| Mar | $354 | high | Jul | $341 | high | Nov | $270 | medium |
| Apr | $283 | medium | Aug | $264 | medium | Dec | $373 | high |
Some values are estimated based on seasonality.
Weather conditions in Charlotte Amalie remain consistently warm throughout the year. The hottest weather is recorded in September, when temperatures reach 28.4°C, while the rainiest period occurs in the fall, with peak rainfall in September.
The lowest airfares are typically found in December, starting $308. In November, flight prices from Chicago increase, starting $389, making it one of the more expensive months in the available selection.
For a comfortable trip, it is best to choose April, when the weather is dry with moderate temperatures. It is recommended to avoid September due to the high risk of prolonged rains, which can interfere with beach activities.
Regular flights between the cities are provided by 2 airlines, primarily UA (United Airlines) and AA (American Airlines). There are approximately 2 flights per week on this route, including both direct flights and connecting options. Details regarding the current schedule, days of the week, and aircraft types are available in the interactive list below.
Flights Chicago — Charlotte Amalie depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Cyril E. King Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The approximate travel time for a direct flight is about 4 hours, considering the distance between the cities is 3,383 km.
Regular flights from Chicago to Charlotte Amalie are operated by UA (United Airlines) and AA (American Airlines).
Yes, direct flights are available on this route, though their frequency is limited to approximately 2 departures per week.
Flights from Chicago arrive at Cyril E. King International Airport (STT), which serves Charlotte Amalie.
The most favorable prices are usually available when booking 1.5–2 months before the trip. You can always check the current minimum in the low price calendar on this page.
Where travelers fly most — pick a route and check prices
