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This Weekend's Flight Deals 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.

Fares from $95 One Way, $164 Round Trip from Chicago to St. Thomas

Prices starting at $164 for return flights and $95 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.

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More About Flying To St. Thomas from Chicago

Route Information for Flights from Chicago to St. Thomas

Origin Airport IATA CodeCHI
Destination Airport IATA CodeSTT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to St. Thomas

Orbitz is your one-stop source for great online deals on {origin.name} to St. Thomas flights. With our cutting-edge mobile tools and low fares, you are never far from finding fantastic savings on flights from Chicago to St. Thomas.

Unbeatable Deals for Flights From Chicago to St. Thomas

If you are looking for the cheapest {origin.name} to St. Thomas flights, you can save your money and your sanity by booking your air fare through Orbitz. Our low price guarantee for international and domestic flights leaves more money in your wallet to spend on activities, restaurants, attractions, and other adventures in your destination.

Book Cheap Chicago to St. Thomas Flights Anytime

There is no need to hover by your computer for the latest air ticket deals—our free mobile apps keep you informed. Find discount air fare and accommodations, research your destination, and buy bargain flights from Chicago to St. Thomas on your Android device, iPad, or iPhone. Stay updated about any updates, disruptions, and delays to your flight by signing up for instant email or text alerts

Don't Miss Out on Frequent Flyer Points

You can still earn points or miles for your frequent flyer program when you take advantage of our low fare Chicago to St. Thomas flights. When you book through Orbitz, you just need to provide your frequent flyer details to get credit for qualifying flights.

Easy Flight Cancellation

In most cases, you can cancel flights from Chicago to St. Thomas online with the same ease as you booked them.

Flights from Chicago to St. Thomas - Frequently Asked Questions

Are there non-stop flights from Chicago to St. Thomas?

With 4 airlines offering nonstop flights from ORD to St. Thomas Airport (STT-Cyril E. King), your memorable vacation is just a few clicks away. Learn what deals are available with these leading carriers:

  • United Airlines
  • American Airlines
  • American Airlines
  • American Airlines
  • United Airlines
What is the shortest flight from Chicago to St. Thomas?

With the journey from Chicago to St. Thomas taking a minimum of 5 hours and 19 minutes, you'll have plenty of time to sit back and enjoy the ride. Indulge in an in-flight wine or two and sink into your seat with a fascinating movie or novel.

What airlines fly from Chicago to St. Thomas most frequently?

There are quite a few airlines to choose from when jetting between Chicago to St. Thomas. The following carriers fly this route most frequently. United Airlines - (UA) with 4 flights every month American Airlines - (AA) with 4 flights every month American Airlines - (AA) with 4 flights every month American Airlines - (AA) with 4 flights every month American Airlines - (AA) with 4 flights every month United Airlines - (UA) with 4 flights every month

If I am not able to travel due to COVID-19, can I cancel my flight to St. Thomas?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to St. Thomas have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to St. Thomas with flexible change policies?

In most cases you'll have the option to reschedule your flight to St. Thomas without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

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 2020 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 the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. 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.