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Flights Charlotte Amalie — Chicago

Saint Thomas
STT
Chicago
CHI

Cheap flights Charlotte Amalie — Chicago

Below you can see the best deals on flights Charlotte Amalie — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 3 July, from $418.

Top 10 cheap flights Charlotte Amalie — Chicago

Direct flights Charlotte Amalie — Chicago

Direct flight options for Charlotte Amalie — Chicago with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight takes around 4 h 44 min.

Top 10 direct flights Charlotte Amalie — Chicago

About the Charlotte Amalie — Chicago flight

On this page, you can find and book flights from Charlotte Amalie to Chicago. The 3,383 km flight operates regularly, averaging about 6 times a week, allowing you to choose a convenient time for your trip to the USA.

The main carriers on this route are United Airlines and American Airlines. Ticket prices change constantly, so we recommend using the low-price calendar and checking in advance how to get to the departure airport and how to get from the airport to the city center.

Flight ticket prices by day: Charlotte Amalie — Chicago

Below is a calendar of the lowest flight ticket prices for Charlotte Amalie — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $418 in y, and the most expensive are around $420 in r. 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.

 
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Prices by month

Charlotte Amalie → Chicago, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$519highMay$396mediumSep$328low
Feb$478highJun$451highOct$369low
Mar$492highJul$464highNov$396medium
Apr$423mediumAug$355lowDec$546high

Some values are estimated based on seasonality.

When to fly

The climate in Chicago is characterized by distinct seasonality: the warmest month is July with an average temperature of up to 26.5°C, while the coldest is January, when temperatures drop to -5°C. Peak precipitation occurs in May and October, which is worth considering when planning your trip.

According to current data, flight prices in July start $418. This is a period of high demand, so prices may be higher than the average rates seen at other times of the year.

For a comfortable trip, it is best to choose August or September, when the heat subsides and the number of rainy days remains moderate. Use caution when planning a flight for October to minimize the risk of traveling during a period of high humidity.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Charlotte Amalie — Chicago ticket

  • Book your tickets at least 4–6 weeks before departure, as the route from Charlotte Amalie is mainly served by major legacy carriers, and the lowest fares are snapped up early.
  • Use the low-price calendar on this page to compare costs across different days of the week; mid-week flights are often significantly cheaper than weekend departures.
  • Pay close attention to baggage allowances for United and American Airlines, as rules on transit routes can vary depending on the booking class.
  • Keep in mind that with a frequency of about 6 flights per week, date options are limited, so 1–2 days of flexibility can help you find a better deal.

Airlines

Two airlines operate flights from Charlotte Amalie to Chicago, with United Airlines and American Airlines being the primary carriers. There are approximately 6 flights per week on this route, including direct services and options with convenient connections. To view a detailed schedule for specific dates and choose the right fare, please see the interactive list of airlines provided below.

  • United Airlines
    United AirlinesUA
    4x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight STT → ORD4x/week
  • American Airlines
    American AirlinesAA
    2x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight STT → ORD2x/week

Cities and airports on the Charlotte Amalie — Chicago route

Flights Charlotte Amalie — Chicago depart from Cyril E. King 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.

Departure airports
Arrival airports

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Frequently asked questions about the Charlotte Amalie — Chicago flight

How long is the flight from Charlotte Amalie to Chicago?

A direct flight covering a distance of 3,383 km takes on average about 4 hours and 30 minutes, depending on the specific flight and weather conditions.

Which airlines fly from Charlotte Amalie to Chicago?

Regular flights on this route are operated by United Airlines and American Airlines.

Are there direct flights?

Yes, there are direct flights available on this route, with a total frequency of approximately 6 flights per week.

How much is the cheapest ticket?

Flight prices are constantly changing. We recommend checking the current minimum in the low-price calendar and monitoring the price dynamics chart on this page.

Which airport does the flight arrive at?

Flights from Charlotte Amalie arrive at Chicago O'Hare International Airport (ORD) or other city hubs depending on the airline.