Question 1

Which layover airport has the shortest connection time from Chicago to Saint Thomas Island?

Accepted Answer

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

Question 2

What is the cheapest airline that flies from Chicago to Saint Thomas Island Cyril E King?

Accepted Answer

Spirit Airlines and Delta are the most popular carriers operating from Chicago to Saint Thomas Island Cyril E King

Question 3

Which layover airport offers the lowest fares from Chicago to Saint Thomas Island?

Accepted Answer

Flights via Fort Lauderdale (FLL) offer the lowest average round-trip price of $183.

Question 4

Which layover airport has the shortest travel time from Chicago to Saint Thomas Island?

Accepted Answer

Flights connecting via Orlando (MCO) have the shortest average one-way travel time: 6h 50m.

Question 5

How far in advance should I book a flight to Saint Thomas Island?

Accepted Answer

You are more likely to see cheaper flights to Saint Thomas Island from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Saint Thomas Island for around $654 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 for as low as $516 on momondo.

Question 6

How many flights depart from Chicago to Saint Thomas Island on average per day?

Accepted Answer

The number of flights available between Chicago and Saint Thomas Island is 2 per day as of December 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

Question 7

Which airline has the best punctuality record on Chicago to Saint Thomas Island flights?

Accepted Answer

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 9% of their flights experiencing any sort of delay.

Question 8

Which airport is the most popular layover for flights between Chicago and Saint Thomas Island?

Accepted Answer

Fort Lauderdale (FLL) was the most common stop: 29% of momondo users choosing 1-stop flights on this route connected there.

Question 9

How many flights depart from Chicago to Saint Thomas Island on average per week?

Accepted Answer

As of December 2025, there are 14 flights per week flying from Chicago to Saint Thomas Island. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

Question 10

What is the cheapest month to fly to Saint Thomas Island?

Accepted Answer

The month of January is another great option to travel to Saint Thomas Island, with average flight prices from Chicago averaging around $549.

Question 11

How often are flights from Chicago to Saint Thomas Island delayed?

Accepted Answer

Historically, on average around 12% 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 138 minutes.

Question 12

What is the cheapest day to depart on your flight to Saint Thomas Island?

Accepted Answer

On average, the least expensive day to fly to Saint Thomas Island from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $610. 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 to Saint Thomas Island for around $910.

Question 13

Can stopping save me money on Chicago to Saint Thomas Island flights?

Accepted Answer

You could potentially save up to 52% on your flight if you consider stops on a Chicago to Saint Thomas Island flight.

Question 14

What cabin class options are available on Chicago to Saint Thomas Island Cyril E King flights?

Accepted Answer

There are 2 cabin classes available to choose from on Chicago 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.

Question 15

What is the cheapest time of day to depart on your flight to Saint Thomas Island?

Accepted Answer

The cheapest time of day to fly to Saint Thomas Island is in the afternoon when flights can be purchased for as low as $397. Flights to Saint Thomas Island are more costly in the morning, with an average ticket price of $762. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Question 16

What is the cheapest Chicago to Saint Thomas Island Cyril E King flight route?

Accepted Answer

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

Question 17

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

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

Question 18

What airlines fly to Saint Thomas Island?

Accepted Answer

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Saint Thomas Island from Chicago according to our data. American Airlines is the first choice among our users, with 50% 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.

Question 19

What is the typical price of a round-trip flight between Chicago and Saint Thomas Island?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from $707 to $1,522.
The lowest price recently found on this route was $263.

Question 20

What is the most punctual flight time for Chicago to Saint Thomas Island flights?

Accepted Answer

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

Question 21

When did momondo last update prices for flights from Chicago to Saint Thomas Island Cyril E King Airport?

Accepted Answer

Prices for flights from Chicago to Saint Thomas Island Cyril E King Airport were last updated today.

Question 22

How many operators does momondo search for flights from Chicago to Saint Thomas Island Cyril E King Airport?

Accepted Answer

As of December 2025, there are 4 operators available to choose from for flights from Chicago to Saint Thomas Island Cyril E King Airport.

Question 23

How old do you have to be to fly from Chicago to Saint Thomas Island Cyril E King Airport?

Accepted Answer

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Saint Thomas Island Cyril E King Airport.

Question 24

What documentation or ID do you need to fly to Saint Thomas Island Cyril E King Airport?

Accepted Answer

The travel and health documents required for your trip to Saint Thomas Island Cyril E King Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Saint Thomas Island Cyril E King Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best Price Found	$584
Fastest flight time	4h 40m
Direct flights	Every day
Airports in Saint Thomas Island	1 airport

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $182	Free Cancellation	Rating 6.3 8,190 reviews	Search Spirit Airlines flights
Delta	PriceFrom $359	Free Cancellation	Rating 7.9 8,005 reviews	Search Delta flights
United Airlines	PriceFrom $474	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
American Airlines	PriceFrom $479	Free Cancellation	Rating 7.2 11,055 reviews	Search American Airlines flights

Cheap flights from Chicago to Saint Thomas Island from $130

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Saint Thomas Island departing on 1/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Chicago to Saint Thomas Island

What is the typical price of a round-trip flight between Chicago and Saint Thomas Island?

What is the cheapest month to fly to Saint Thomas Island?

The month of January is another great option to travel to Saint Thomas Island, with average flight prices from Chicago averaging around $549.

What is the cheapest day to depart on your flight to Saint Thomas Island?

What is the cheapest time of day to depart on your flight to Saint Thomas Island?

What is the cheapest Chicago to Saint Thomas Island Cyril E King flight route?

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

How far in advance should I book a flight to Saint Thomas Island?

What cabin class options are available on Chicago to Saint Thomas Island Cyril E King flights?

There are 2 cabin classes available to choose from on Chicago 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.

Can stopping save me money on Chicago to Saint Thomas Island flights?

You could potentially save up to 52% on your flight if you consider stops on a Chicago to Saint Thomas Island flight.

How have Chicago to Saint Thomas Island flight prices changed over time?

What is the cheapest airline that flies from Chicago to Saint Thomas Island Cyril E King?

Spirit Airlines and Delta are the most popular carriers operating from Chicago to Saint Thomas Island Cyril E King

What airlines fly to Saint Thomas Island?

How often are flights from Chicago to Saint Thomas Island delayed?

Historically, on average around 12% 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 138 minutes.

What is the most punctual flight time for Chicago to Saint Thomas Island flights?

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

What day of the week experiences the fewest flight delays on this route?

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

Which airline has the best punctuality record on Chicago to Saint Thomas Island flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 9% of their flights experiencing any sort of delay.

Which airport is the most popular layover for flights between Chicago and Saint Thomas Island?

Fort Lauderdale (FLL) was the most common stop: 29% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Saint Thomas Island?

Flights via Fort Lauderdale (FLL) offer the lowest average round-trip price of $183.

Which layover airport has the shortest travel time from Chicago to Saint Thomas Island?

Flights connecting via Orlando (MCO) have the shortest average one-way travel time: 6h 50m.

Which layover airport has the shortest connection time from Chicago to Saint Thomas Island?

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

How many flights depart from Chicago to Saint Thomas Island on average per day?

The number of flights available between Chicago and Saint Thomas Island is 2 per day as of December 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

How many flights depart from Chicago to Saint Thomas Island on average per week?

As of December 2025, there are 14 flights per week flying from Chicago to Saint Thomas Island. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

When to book flights from Chicago to Saint Thomas Island

Cheap Chicago to Saint Thomas Island (CHI to STT) flight deals and tips

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How far is Chicago to Saint Thomas Island Cyril E King by plane?

When did momondo last update prices for flights from Chicago to Saint Thomas Island Cyril E King Airport?

How many operators does momondo search for flights from Chicago to Saint Thomas Island Cyril E King Airport?

How old do you have to be to fly from Chicago to Saint Thomas Island Cyril E King Airport?

What documentation or ID do you need to fly to Saint Thomas Island Cyril E King Airport?

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What is the most popular airline from Chicago to Saint Thomas Island?

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