CA $303 Cheap Flights from Chicago (ORD) to St. Thomas (STT)

View CA $303 flight on Fri, Aug 28, 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Cyril E. King Airport (STT)

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Cheap flights from Chicago (ORD) to St. Thomas (STT)

Prices were available within the past 7 days and start at CA $303 for one-way flights and CA $578 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Thu, Aug 13 - Tue, Sep 1
ORD
Chicago
STT
St. Thomas
CA $578 Roundtrip, found 4 hours ago
CA $578
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Chicago to St. Thomas, returning Tue, Sep 1, priced at CA $578 found 4 hours ago
JetBlue Airways
Thu, Jul 30 - Tue, Aug 18
ORD
Chicago
STT
St. Thomas
CA $583 Roundtrip, found 4 hours ago
CA $583
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Jul 30 from Chicago to St. Thomas, returning Tue, Aug 18, priced at CA $583 found 4 hours ago
JetBlue Airways
Thu, Aug 13 - Sat, Aug 29
ORD
Chicago
STT
St. Thomas
CA $602 Roundtrip, found 4 hours ago
CA $602
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Chicago to St. Thomas, returning Sat, Aug 29, priced at CA $602 found 4 hours ago
JetBlue Airways
Thu, Aug 6 - Tue, Aug 25
ORD
Chicago
STT
St. Thomas
CA $610 Roundtrip, found 4 hours ago
CA $610
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Aug 6 from Chicago to St. Thomas, returning Tue, Aug 25, priced at CA $610 found 4 hours ago
JetBlue Airways
Fri, Aug 21 - Tue, Sep 8
ORD
Chicago
STT
St. Thomas
CA $611 Roundtrip, found 4 hours ago
CA $611
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Fri, Aug 21 from Chicago to St. Thomas, returning Tue, Sep 8, priced at CA $611 found 4 hours ago
JetBlue Airways
Fri, Jul 3 - Tue, Jul 21
ORD
Chicago
STT
St. Thomas
CA $647 Roundtrip, found 4 hours ago
CA $647
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Fri, Jul 3 from Chicago to St. Thomas, returning Tue, Jul 21, priced at CA $647 found 4 hours ago
Spirit Airlines
Fri, Aug 28 - Sun, Aug 30
ORD
Chicago
STT
St. Thomas
CA $649 Roundtrip, found 4 days ago
CA $649
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, Aug 28 from Chicago to St. Thomas, returning Sun, Aug 30, priced at CA $649 found 4 days ago
American Airlines
Thu, Aug 20 - Mon, Aug 24
ORD
Chicago
STT
St. Thomas
CA $757 Roundtrip, found 3 days ago
CA $757
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Aug 20 from Chicago to St. Thomas, returning Mon, Aug 24, priced at CA $757 found 3 days ago
United
Mon, Nov 16 - Thu, Dec 3
ORD
Chicago
STT
St. Thomas
CA $776 Roundtrip, found 13 hours ago
CA $776
Roundtrip
found 13 hours ago
Select United flight, departing Mon, Nov 16 from Chicago to St. Thomas, returning Thu, Dec 3, priced at CA $776 found 13 hours ago
Delta
Wed, Aug 26 - Tue, Sep 15
ORD
Chicago
STT
St. Thomas
CA $792 Roundtrip, found 4 hours ago
CA $792
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Aug 26 from Chicago to St. Thomas, returning Tue, Sep 15, priced at CA $792 found 4 hours ago

Alternative airports near St. Thomas

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Cyril E. King STT. Cheapest option available. Flights from CA $990
STT
Cyril E. King
Cheapest
Flights from CA $990

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to STT?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price quoted for a round-trip flight from O'Hare Intl. Airport (ORD) to STT was CA $578. Fares this good don't stick around for long, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Cyril E. King Airport?
Most flights can be cancelled online, but every airline has different terms and conditions. If you do need to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from ORD to Cyril E. King Airport that have flexible change policies?
Use our "No change fees" filter to find flexible ticketing options for your flight from O'Hare Intl. Airport (ORD) to Cyril E. King Airport. This allows you to secure a low rate in advance and still have the freedom to reschedule without any extra fees. Keep in mind that you'll need to cover the fare difference.
How many hours is the flight from O'Hare Intl. Airport (ORD) to Cyril E. King Airport (STT)?
The flight time from ORD to Cyril E. King Airport (STT) is around 6 hours and 15 minutes. Grab your headphones, listen to a good podcast and the hours will whiz by.
How far is the flight from ORD to STT?
The flight distance between O'Hare Intl. Airport (ORD) and STT is 3,400 kilometres. Close your eyes or read a good book and the journey will zip by.
Which airlines fly direct from O'Hare Airport to STT?
United Airlines (UA) is one of the top choices for many travellers flying between O'Hare Intl. Airport (ORD) and STT. Choose from the 13 flights it offers on this route each month. Another carrier operating on this route is American Airlines (AA). You'll have 4 flights each month to select from.
Are O'Hare Intl. Airport (ORD) to Cyril E. King Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so not always. While last-minute deals between ORD and STT are of course possible, it also makes sense to monitor prices well before you fly. In fact, some air carriers advertise their prices up to a year before the departure date. Expedia is continuously updating the best bargains around, so keep checking and be ready to book when the price dips.

Frequently asked questions

Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
Enter ORD to STT and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) will differ from traveler to traveler. If you like to fly early, AA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. AA offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
There are approximately 67 connecting flights per day from Chicago O'Hare International (ORD) to St. Thomas Cyril E. King (STT). Some common connection points include Logan Intl. (BOS), John F. Kennedy Intl. (JFK), and Ronald Reagan Washington National (DCA).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
The earliest flight from Chicago O'Hare International Airport (ORD) to St. Thomas Cyril E. King (STT) typically departs at approximately 12:10 AM local time, operated by American Airlines. This is a seasonal service active in January. An early departure like this can help maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) on a Saturday, with around 27 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, United Airlines, and Spirit Airlines. Saturdays offer notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) are in the early morning, from 6am to 9am. About 49% of passengers prefer this time. Many major carriers, including American Airlines and Delta Air Lines, offer flights during this window. Many travellers prefer these early flights as they allow you to arrive at your destination with plenty of time to settle in and start your holiday.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
Flying nonstop from ORD to STT takes around 4 hours 50 minutes, with the route covering approximately 2,118 miles. Flights with a layover typically take 2 hours 30 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
Select the "Business class" and "First class" filters when looking for ORD to STT flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for St. Thomas from O'Hare Intl. (ORD)?
If you're planning to travel to St. Thomas from O'Hare Intl. (ORD), you can fly directly into Cyril E. King (STT) Some flights may connect through major hubs like Ronald Reagan Washington National (DCA), Dallas-Fort Worth Intl. (DFW), LaGuardia (LGA) before reaching St. Thomas. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Cyril E. King
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Roundtrip price
CA $578
Distance
3388 km
Average flight time
4 hours 1 min

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