$253 Find Cheap Flights from Chicago to Saint Thomas Island - Compare and Save

STT offers meet and greet, porter services, and VIP lounge access suitable for corporate travelers. Request the services before arriving at the airport and once you step out of the aircraft, a personal assistant with your name tag will meet you. Your airport assistant will escort you to the private VIP lounge or an executive limousine while a dedicated porter will take care of your luggage.

Yes. Travelers who wish to tour Charlotte Amalie and the surrounding driving can rent a car at STT upon arrival. In the arrivals hall, you will find car rental counters operated by Avis, Budget, and Hertz. They offer various types of cars, including SUVs, sedans, and vans.

Greater Rockford Airport (RFD) in Chicago is an ideal option for travelers accompanied by their pets or service animals. The airport allows service animals into the terminal building and provides pet-friendly facilities such as a doggie bag station and pet waste station. The airport has pet lodge services with pet relief and wash areas.

Yes. There are about 200 art pieces exhibited in the RFD terminal which passengers can walk around enjoying viewing during their downtime at the airport. You can also pass by the art gallery near the baggage claim to learn more about the airport's art collection.

Among airlines operating Chicago to Saint Thomas Island flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

2 airlines operate flights between Chicago and Saint Thomas Island. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flights from Chicago to Saint Thomas Island may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Saint Thomas Island Cyril E King (STT).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Two cabin classes are available on flights from Chicago to Saint Thomas Island:

• Economy Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $378 round-trip via Fort Lauderdale (FLL), compared to $727 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Chicago to Saint Thomas Island most commonly connect through:

• Fort Lauderdale (FLL) - 35% of one-stop connections
• Miami (MIA) - 27% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 15% of one-stop connections
• Orlando (MCO) - 12% of one-stop connections

Fort Lauderdale (FLL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 22% on the Chicago to Saint Thomas Island route. Wednesday is the cheapest departure day at $590 round-trip on average, while Friday is the most expensive at $752, a difference of $162. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Saint Thomas Island route, 25% of flights were delayed in the past 3 months, with delays averaging 2 hours 17 minutes.

Some of the most popular sights in Saint Thomas Island are Sapphire Beach, Magens Bay and Coki Beach. These are among the most viewed places in Saint Thomas Island on KAYAK.

These are the earliest and latest flight times available from Chicago to Saint Thomas Island:

• Earliest: departs at 7:40 am and lands at 12:31 pm
• Latest: departs at 9:00 am and lands at 1:51 pm.

The flight takes about 4h 51m.

Last-minute fares on this route - booked within 2 weeks of departure - run 28% above the route average of $670. Book 4 weeks before departure for the lowest fares.

A nonstop flight from Chicago to Saint Thomas Island takes 4h 51m, covering 2,101 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $562 to $4,469. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from Chicago to Saint Thomas Island are currently lower than usual. Average one-way flight prices are about $305, which is 16% below the typical average for this route.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 7h 22m, compared with 7h 27m via Charlotte Douglas (CLT) and 7h 29m via Atlanta Hartsfield-Jackson (ATL).

Saint Thomas Island is 1 hour ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Saint Thomas Island Cyril E King Airport (STT) hosts 5 major car rental companies, with daily rates starting from around $19 for economy cars. Top options include:
• Budget
• Thrifty
• Dollar
• Alamo
• Hertz

Round-trip flights from Chicago to Saint Thomas Island range from $533 to $858, with an average of $670 over the past 12 months. Anything below $533 counts as a good deal.

American Airlines is the only airline on the Chicago to Saint Thomas Island route offering in-flight Wi-Fi. Pricing depends on fare class.