Cheap flights from Chicago O'Hare Intl Airport to Saint Thomas Island from $125

The month of July is another great option to travel to Saint Thomas Island, with average flight prices from Chicago O'Hare Intl Airport averaging around $544.

On average, the least expensive day to fly to Saint Thomas Island from Chicago O'Hare Intl Airport is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $609. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island for around $779.

Fly from Chicago O'Hare Intl to Saint Thomas Island Cyril E King for the best Chicago O'Hare Intl - Saint Thomas Island Cyril E King flight prices

You are more likely to see cheaper flights to Saint Thomas Island from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Saint Thomas Island for around $631 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Saint Thomas Island from Chicago O'Hare Intl Airport for as low as $526 on momondo.

There are 2 cabin classes available to choose from on Chicago O'Hare Intl to Saint Thomas Island Cyril E King flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 9% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Saint Thomas Island flight.

Spirit Airlines, Southwest, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Saint Thomas Island Cyril E King

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Saint Thomas Island from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Saint Thomas Island. Keep in mind that there are 4 different airlines that fly to Saint Thomas Island on a routine basis, so you have a few additional options to choose from.

Historically, on average around 24% of flights between Chicago and Saint Thomas Island have experienced a delay on any given week. The average delay length over the past 12 months has been 131 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 22% of their flights experiencing any sort of delay.

Miami (MIA) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Miami (MIA) offer the lowest average round-trip price of $659.

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 6h 51m.

Atlanta (ATL) has the shortest average layover time for this route: 1h 01m.

As of April 2026, 1 flights take off from Chicago O'Hare Intl Airport and land in Saint Thomas Island each day. The most common flight departure time for this route is 9:00AM, with 100% of daily flights taking off at noon.

7 flights are operational weekly from Chicago O'Hare Intl Airport to Saint Thomas Island as of April 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.