$70 Cheap flight deals from St. Thomas (STT) to Chicago (CHI)

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

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 $70 One Way, $140 Round Trip from St. Thomas to Chicago

Prices starting at $140 for return flights and $70 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from St. Thomas

Route Information for Flights from St. Thomas to Chicago

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

St. Thomas to Chicago

Orbitz is the number one travel site for finding guaranteed low prices on St. Thomas to Chicago flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.

Find Low Prices in One Place

Booking a trip from St. Thomas to Chicago has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Chicago to your flight or hotel reservation to keep the kids happy and active.

Flight Booking, Alerts, and More on Your Mobile Device

Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from St. Thomas to Chicago wherever you are. Book your cheap St. Thomas to Chicago flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from St. Thomas to Chicago.

Don’t Miss out on Miles

Accumulate frequent flyer miles or points on your St. Thomas to Chicago flights. It’s as simple as entering your frequent flyer number when you’re making your flight reservation on Orbitz to rack up miles on qualified flights from St. Thomas to Chicago. You can save your frequent flyer numbers in your Orbitz account to save time during your next flight booking.

Frequently asked questions

Are there non-stop flights from St. Thomas to Chicago?
United Airlines flies directly from St. Thomas to Chicago, so all you have to do is kick back and relax until you arrive at ORD.
What is the shortest flight from St. Thomas to Chicago?
With the flight from Cyril E. King Airport to ORD taking a minimum of 5 hours and 37 minutes, you'll have enough time to kick back and enjoy the experience. Treat yourself to an in-flight wine or two and settle into your seat with an engrossing movie or book.
What airlines fly from St. Thomas to Chicago most frequently?
United Airlines offers the most flights along this route. This leading air carrier operates 4 flights from St. Thomas to Chicago each month.
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.

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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.