$110 Cheap flight deals from Chicago (CHI) to St. Thomas (STT)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to St. Thomas

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $110 One Way, $216 Round Trip from Chicago to St. Thomas

Prices starting at $216 for return flights and $110 for one-way flights to St. Thomas were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

St. Thomas economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Margaritaville Vacation Club - St. Thomas
Castle Villas at Bluebeard's by Capital Vacations
Don't see what you're looking for?
See all available trips from Chicago to St. Thomas
View all trips

St. Thomas first class flight packages

Price found within the past 48 hours. Click for updated prices.
Pirates Pension at Bluebeard's Castle by Capital Vacations
Calichi at Picture Point
Crystal Cove Beachfront Pool Tennis
Don't see what you're looking for?
See all available trips from Chicago to St. Thomas
View all trips

More About Flying To St. Thomas from Chicago

Route Information for Flights from Chicago to St. Thomas

Origin Airport IATA Code
CHI
Destination Airport IATA Code
STT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to St. Thomas

Planning a trip is rarely straight forward, especially when searching for cheap deals. At Orbitz.com, we make it easier than anywhere else by providing you with guaranteed low prices. So if you are looking for Chicago to St. Thomas flights at low cost, you will not be disappointed.

Cruising for a bargain deal

Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Chicago to St. Thomas so you can reach your destination with more money in your pocket to spend.

Cheap Chicago to St. Thomas flights that lead to rewards

Get rewarded for your cheap Chicago to St. Thomas flights by earning miles and points for your airline loyalty or frequent flyer program. Rack up the miles by flying cheaply with Orbitz so you can earn free flights and other savings with your favorite airlines. Just enter your frequent flyer number when booking your discount fare on flights from Chicago to St. Thomas on Orbtiz.com.

Quality combinations

If you require budget Chicago to St. Thomas flights and a bargain hotel to go with it, Orbitz will wow you with the great combinations we can offer. The quality is always high and always a superb value.

Even last minute bookings on our apps

You do not need to be tied to your desktop computer to make your booking. With our cutting-edge mobile tools, you can search for those low cost deals anywhere, anytime. Our app gives you the freedom to secure flights from Chicago to St. Thomas at the very last minute from your mobile device.

Frequently asked questions

Are there non-stop flights from Chicago to St. Thomas?
United Airlines will fly you nonstop from O’Hare Intl. Airport (ORD) to Cyril E. King Airport (STT), which means you won’t have to stress about switching planes or missing your next flight on this route.
What is the shortest flight from Chicago to St. Thomas?
The shortest flight from Chicago, IL (ORD-O’Hare Intl.) to Cyril E. King Airport is 5 hours and 18 minutes. Order your favorite tipple from the drink cart, write in your travel journal or get to know your seat mate — you’ll have enough time on this medium-haul journey.
What airlines fly from Chicago to St. Thomas most frequently?
United Airlines is the most frequent airline operating on the Chicago to St. Thomas route. You can select from 4 flights every month with this carrier.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.