--- title: "Chicago to St. Thomas cheap flights from $258 (ORD to STT) - Expedia" description: "Cheap Flights from Chicago (ORD) to St. Thomas (STT) start at $258 for one-way and $604 for round trip. Earn your airline miles on top of our rewards!" canonical: "https://www.expedia.com/lp/flights/ord/stt/chicago-to-st-thomas" language: en-US market: US currency: USD prices_as_of: 2026-11-13T23:29:33Z --- # $258 Cheap Flights from Chicago (ORD) to St. Thomas (STT) ![A coastal landscape with lush green hills, clear turquoise waters, and distant islands.](https://images.trvl-media.com/place/5526611/6604ab04-85b5-4b8e-8856-6e94bed4edd6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) [View $258 flight on Sat, Jan 30, 2027](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/30/2027TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:257.47&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoorvmjAzDq-qMDOExAAFgBagJETnIIUEkyUVVPWTEKLgjCbBIEMjI1MxjlWiCyogEomv6jAzCx%5F6MDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKMGApAMw5YCkAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) ## Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Cyril E. King Airport (STT) [American Airlines](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:11/27/2026TANYT&leg2=from:STT,to:ORD,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) [United](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:11/27/2026TANYT&leg2=from:STT,to:ORD,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) [Delta](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:11/27/2026TANYT&leg2=from:STT,to:ORD,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) [JetBlue Airways](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:11/27/2026TANYT&leg2=from:STT,to:ORD,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) ### Be in the know Get alerts if flight prices drop or rise\* ### Book smarter Save up to 30% on select hotels after you book a flight\* ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Cheap Flights from Chicago to St. Thomas (ORD-STT) Prices were available within the past 7 days and start at $258 for one-way flights and $604 for roundtrip, for the period specified. Prices and availability are subject to change. All deals One way Roundtrip [Select JetBlue Airways flight, departing Sat, Jan 30 from Chicago to St. Thomas, returning Mon, Feb 8, priced at $604 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/30/2027TANYT&leg2=from:STT,to:ORD,departure:2/8/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:603.05&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoorvmjAzDq-qMDOExAAFgBagJETnIIUE40UVVPWTEKLgjCbBIEMjI1MxjlWiCyogEomv6jAzCx%5F6MDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKMGApAMw5YCkAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) Sat, Jan 30 - Mon, Feb 8 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Sat, Jan 30 from Chicago to St. Thomas, returning Mon, Feb 8, priced at $608 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/30/2027TANYT&leg2=from:STT,to:ORD,departure:2/8/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:607.18&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoorvmjAzDq-qMDOExAAFgBagJETnIIUE40UVVPWTEKLgjCbBIEMjI1MxjlWiCyogEomv6jAzCx%5F6MDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKMGApAMw5YCkAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgwIARABGAEqAkI2MgAYASIECAEQASgCKAMoBDAB) Sat, Jan 30 - Mon, Feb 8 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Sat, Jan 30 from Chicago to St. Thomas, returning Fri, Feb 5, priced at $608 Found 2 hours ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/30/2027TANYT&leg2=from:STT,to:ORD,departure:2/5/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:607.71&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoorvmjAzDq-qMDOExAAFgBagJETnIIUEkyUVVPWTEKLgjCbBIEMjI1MxjlWiCyogEomv6jAzCx%5F6MDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKMGApAMw5YCkAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) Sat, Jan 30 - Fri, Feb 5 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Sat, Feb 20 from Chicago to St. Thomas, returning Thu, Feb 25, priced at $612 Found 4 days ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:2/20/2027TANYT&leg2=from:STT,to:ORD,departure:2/25/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:611.75&airProductToken=AQplCh4IwmwSAzg2NBiuHCDlWiii46UDMN%5FkpQM4TEAAWAEKIAjCbBIEMjI1MxjlWiCyogEo9OmlAzCJ66UDOExAAVgBCiEIwmwSBDEwMzYYsqIBIPKcASin7aUDMMrtpQM4TEABWAEKQwogCMJsEgM4MDgY8pwBIMGTASjXmaYDMLicpgM4TEAAWAEKHwjCbBIDMzExGMGTASCuHCj3pKYDMK-mpgM4TEABWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) Sat, Feb 20 - Thu, Feb 25 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Sat, Feb 6 from Chicago to St. Thomas, returning Mon, Feb 15, priced at $615 Found 20 hours ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:2/6/2027TANYT&leg2=from:STT,to:ORD,departure:2/15/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:614.22&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoojsikAzDKyaQDOExAAFgBagJETnIIUEkyUVVPWTEKLgjCbBIEMjI1MxjlWiCyogEo-sykAzCRzqQDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKKHPpAMwxc-kAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) Sat, Feb 6 - Mon, Feb 15 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Mon, Feb 22 from Chicago to St. Thomas, returning Wed, Feb 24, priced at $615 Found 4 days ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:2/22/2027TANYT&leg2=from:STT,to:ORD,departure:2/24/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:614.51&airProductToken=AQpjCh4IwmwSAzg2NBiuHCDlWiji-aUDMJ%5F7pQM4TEAAWAEKHwjCbBIDNzUzGOVaILKiASjcgKYDMPKBpgM4TEABWAEKIAjCbBIDOTM2GLKiASDynAEo0IOmAzD0g6YDOExAAVgBCkMKIAjCbBIDODA4GPKcASDBkwEot46mAzCYkaYDOExAAFgBCh8IwmwSAzMxMRjBkwEgrhwo15mmAzCPm6YDOExAAVgBEgoIARABGAEqAkI2GAEiBAgBEAEoBDAB) Mon, Feb 22 - Wed, Feb 24 · ORD · STT · Roundtrip [Select JetBlue Airways flight, departing Sat, Jan 30 from Chicago to St. Thomas, returning Tue, Feb 2, priced at $619 Found 7 hours ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/30/2027TANYT&leg2=from:STT,to:ORD,departure:2/2/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:618.35&airProductToken=AQqPAQosCMJsEgM4NjQYrhwg5VoorvmjAzDq-qMDOExAAFgBagJETnIIUEkyUVVPWTEKLgjCbBIEMjI1MxjlWiCyogEomv6jAzCx%5F6MDOExAAVgBagJETnIIUEMyQVVFWTEKLwjCbBIEMTAzNhiyogEg8pwBKMGApAMw5YCkAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) Sat, Jan 30 - Tue, Feb 2 · ORD · STT · Roundtrip [Select United flight, departing Mon, Jan 4 from Chicago to St. Thomas, returning Wed, Jan 13, priced at $621 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/4/2027TANYT&leg2=from:STT,to:ORD,departure:1/13/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:620.98&airProductToken=AQo5CjcI1YIBEgQyMTc2GK4cIPKcASiUz6EDMLfRoQM4TkAAWAFqCjFfYmFzaWNlY29yCFROWDhFVUJOCjkKNwjVggESBDIzNjUY8pwBIK4cKPS2ogMwzbmiAzhOQABYAWoKMV9iYXNpY2Vjb3IIVE5YOEVVQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) Mon, Jan 4 - Wed, Jan 13 · ORD · STT · Roundtrip [Select American Airlines flight, departing Thu, Jan 7 from Chicago to St. Thomas, returning Thu, Jan 14, priced at $626 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/7/2027TANYT&leg2=from:STT,to:ORD,departure:1/14/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:625.48&airProductToken=AQpnCjEIwYIBEgQyOTg0GK4cIIwCKNTvoQMwl%5FGhAzhCQABYAWoFQkFTSUNyCE9OWDhNSEJaCjIIwYIBEgQyNzMzGIwCIPKcASjK8qEDMP7zoQM4QkABWAFqBUJBU0lDcghPTlg4TUhCWgo0CjIIwYIBEgQyODgyGPKcASCuHCjGwqIDMKLFogM4QkAAWAFqBUJBU0lDcghPTlg4TUhCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) Thu, Jan 7 - Thu, Jan 14 · ORD · STT · Roundtrip [Select Delta flight, departing Tue, Jan 19 from Chicago to St. Thomas, returning Tue, Jan 26, priced at $630 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:STT,departure:1/19/2027TANYT&leg2=from:STT,to:ORD,departure:1/26/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:629.98&airProductToken=AQpvCjUIxJgBEgQxMjQ3GK4cIOBcKNb3ogMw4PiiAzhFQABYAWoJTUFJTkJBU0lDcghWTlhONk5CWgo2CMSYARIEMTg4ORjgXCDynAEojPmiAzDl-qIDOEVAAVgBaglNQUlOQkFTSUNyCFZOWE42TkJaCm8KNgjEmAESBDE4ODMY8pwBIOBcKNPJowMw0sujAzhFQABYAWoJTUFJTkJBU0lDcghWTlhONk5CWgo1CMSYARIEMTE5ORjgXCCuHCjHzKMDMMTNowM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) Tue, Jan 19 - Tue, Jan 26 · ORD · STT · Roundtrip ## Alternative airports near St. Thomas Prices were available within the past 7 days. Prices and availability are subject to change. [Select flight to Benjamin Rivera Noriega CPX. Flights from $945](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:CPX,departure:11/27/2026TANYT&leg2=from:CPX,to:ORD,departure:12/1/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Chicago (ORD) to St. Thomas (STT) ### January is typically the cheapest month to fly From $553 - $714 per traveler. View flights in January Insights are based on prices from searches for economy trips of 10 days or less on our sites in the last 12 months. Insights are informative only and current prices may differ. ## Book with confidence ### Chicago to St. Thomas Flights #### The cheapest times to fly from Chicago to St. Thomas On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to St. Thomas are during the month of January. You can find some of the cheapest flights from Chicago to St. Thomas with Expedia's search tool and vast selection of airlines. #### The best time to book a flight from Chicago to St. Thomas Sunday is one of the best days to book for cheap flights from Chicago to St. Thomas: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. #### How to find cheap round-trip tickets from Chicago to St. Thomas Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to St. Thomas in 2026\. You can also book with separate airlines for your outbound and return journeys, from $258 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to St. Thomas flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Chicago to St. Thomas airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. *\*Terms apply.* *Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages.* ## Frequently Asked Questions ### How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) cost? You can find cheap one-way flights from $258 and cheap return flights $604 Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) with Expedia. One-way flights usually range from $283 to $1221, and return flights typically cost between $492 and $2298\. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) ticket fares go up or down. *\*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.* ### What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? The cheapest month to fly from ORD to STT is January when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route. ### Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? Choose from 2 airlines operating direct flights from ORD to STT: - United operates around 7 direct flights from ORD to STT every week - American Airlines operates around 8 direct flights from ORD to STT every week ### What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? American Airlines is one of the cheapest airlines offering nonstop flights from Chicago, IL (ORD) to St. Thomas (STT), with round-trip tickets starting from around $1,179\. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget. *\*Prices based on flights available on Expedia in the last year.* ### 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](https://www.expedia.com/why/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) to St. Thomas (STT) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. American Airlines offers the most daily flights from Chicago to St. Thomas, 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)? You can find approximately 1 nonstop flights per day from O'Hare Intl. (ORD) to Cyril E. King (STT). For more options, look at flights that include layovers. ### What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? The earliest flight from O'Hare International Airport (ORD) to Cyril E. King Airport (STT) typically departs at around 12:10 AM. This flight is operated by American Airlines and is part of a seasonal service active in January. An early departure can help you maximize your time in St. Thomas. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search. ### 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) to St. Thomas (STT) are in the early morning, from 6am to 9am. About 46% of passengers prefer this time window. Many major carriers, including American Airlines and Delta Air Lines, offer flights during this window. This timing works well because it allows you to start your day early and arrive in St. Thomas with plenty of time to enjoy the island. ### How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? A nonstop flight from ORD to STT typically takes around 4 hours 50 minutes, covering approximately 2,118 miles. Connecting flights on this route usually add 2 hours to your travel time. 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)? Business class seats are offered on the ORD to STT route with American Airlines. First class cabins are available on: - Spirit Airlines - Delta Air Lines - United Airlines ### How much is a business class flight from Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King)? A direct, return business class ticket from Chicago (ORD) to St. Thomas (STT) typically costs between $2,083 - $2,931\. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Chicago, IL (ORD-O'Hare Intl.) to St. Thomas (STT-Cyril E. King) if you opt for a connecting flight. *\*Prices based on flights available on Expedia in the last year.* ### 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™](https://www.expedia.com/welcome-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)? From O'Hare Intl. (ORD), you can fly into Cyril E. King (STT) to reach St. Thomas. 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) [St Thomas Vacation Packages](https://www.expedia.com/st-thomas.d6140138.destination-travel-guides) 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](https://www.expedia.com/trips) or confirmation email. Or, head to our [Customer Service portal](https://www.expedia.com/helpcenter/) if you'd like more information. ## Travel information | Origin airport | Chicago O'Hare Intl. Airport | | ------------------- | ------------------------------------------------- | | Destination airport | Cyril E. King Airport | | Distance | 2,117 miles away | | Airlines serving | American Airlines, United, Delta, JetBlue Airways | | Popular airline | American Airlines | | Roundtrip price | $604 | | Average flight time | 4 hours 51 mins | ## Explore a world of travel with Expedia - [Flights](?equalTargetTab=tab-0) - [Flights from Pellston (PLN) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pln/stt/pellston-to-st-thomas) - [Flights from South Bend (SBN) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sbn/stt/south-bend-to-st-thomas) - [Flights from Baltimore (BWI) to St. Thomas (STT)](https://www.expedia.com/lp/flights/bwi/stt/baltimore-to-st-thomas) - [Flights from Memphis (MEM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mem/stt/memphis-to-st-thomas) - [Flights from Savannah (SAV) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sav/stt/savannah-to-st-thomas) - [Flights from Philadelphia (PHL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/phl/stt/philadelphia-to-st-thomas) - [Flights from Burlington (BTV) to St. Thomas (STT)](https://www.expedia.com/lp/flights/btv/stt/burlington-to-st-thomas) - [Flights from Charlotte (CLT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/clt/stt/charlotte-to-st-thomas) - [Flights from Cincinnati (CVG) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cvg/stt/cincinnati-to-st-thomas) - [Flights from Detroit (DTW) to St. Thomas (STT)](https://www.expedia.com/lp/flights/dtw/stt/detroit-to-st-thomas) - [Flights from Charleston (CHS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/chs/stt/charleston-to-st-thomas) - [Flights from Columbus (CMH) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cmh/stt/columbus-to-st-thomas) - [Flights from Orlando (MCO) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mco/stt/orlando-to-st-thomas) - [Flights from Cedar Rapids (CID) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cid/stt/cedar-rapids-to-st-thomas) - [Flights from Sacramento (SMF) to St. Thomas (STT)](https://www.expedia.com/lp/flights/smf/stt/sacramento-to-st-thomas) - [Flights from Las Vegas (LAS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/las/stt/las-vegas-to-st-thomas) - [Flights from St. Louis (STL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/stl/stt/st-louis-to-st-thomas) - [Flights from Appleton (ATW) to St. Thomas (STT)](https://www.expedia.com/lp/flights/atw/stt/appleton-to-st-thomas) - [Flights from Jacksonville (JAX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/jax/stt/jacksonville-to-st-thomas) - [Flights from Lexington (LEX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/lex/stt/lexington-to-st-thomas) - [Flights from New York (JFK) to St. Thomas (STT)](https://www.expedia.com/lp/flights/jfk/stt/new-york-to-st-thomas) - [Flights from Knoxville (TYS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/tys/stt/knoxville-to-st-thomas) - [Flights from Boise (BOI) to St. Thomas (STT)](https://www.expedia.com/lp/flights/boi/stt/boise-to-st-thomas) - [Flights from St. Petersburg (PIE) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pie/stt/st-petersburg-to-st-thomas) - [Flights from Harrisburg (MDT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mdt/stt/harrisburg-to-st-thomas) - [Flights from Nashville (BNA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/bna/stt/nashville-to-st-thomas) - [Flights from Pittsburgh (PIT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pit/stt/pittsburgh-to-st-thomas) - [Flights from Omaha (OMA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/oma/stt/omaha-to-st-thomas) - [Flights from Syracuse (SYR) to St. Thomas (STT)](https://www.expedia.com/lp/flights/syr/stt/syracuse-to-st-thomas) - [Flights from Washington (DCA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/dca/stt/washington-to-st-thomas) - [Flights from San Antonio (SAT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sat/stt/san-antonio-to-st-thomas) - [Flights from Washington (IAD) to St. Thomas (STT)](https://www.expedia.com/lp/flights/iad/stt/washington-to-st-thomas) - [Flights from Tampa (TPA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/tpa/stt/tampa-to-st-thomas) - [Flights from Hartford (BDL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/bdl/stt/hartford-to-st-thomas) - [Flights from Richmond (RIC) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ric/stt/richmond-to-st-thomas) - [Flights from Portland (PWM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pwm/stt/portland-to-st-thomas) - [Flights from Little Rock (LIT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/lit/stt/little-rock-to-st-thomas) - [Flights from San Francisco (SFO) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sfo/stt/san-francisco-to-st-thomas) - [Flights from Salt Lake City (SLC) to St. Thomas (STT)](https://www.expedia.com/lp/flights/slc/stt/salt-lake-city-to-st-thomas) - [Flights from Cleveland (CLE) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cle/stt/cleveland-to-st-thomas) - [Flights from New York (NYC) to St. Thomas (STT)](https://www.expedia.com/lp/flights/nyc/stt/new-york-to-st-thomas) - [Flights from Boston (BOS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/bos/stt/boston-to-st-thomas) - [Flights from Seattle (SEA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sea/stt/seattle-to-st-thomas) - [Flights from Huntsville (HSV) to St. Thomas (STT)](https://www.expedia.com/lp/flights/hsv/stt/huntsville-to-st-thomas) - [Flights from Providence (PVD) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pvd/stt/providence-to-st-thomas) - [Flights from Atlanta (ATL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/atl/stt/atlanta-to-st-thomas) - [Flights from Oklahoma City (OKC) to St. Thomas (STT)](https://www.expedia.com/lp/flights/okc/stt/oklahoma-city-to-st-thomas) - [Flights from Sioux Falls (FSD) to St. Thomas (STT)](https://www.expedia.com/lp/flights/fsd/stt/sioux-falls-to-st-thomas) - [Flights from White Plains (HPN) to St. Thomas (STT)](https://www.expedia.com/lp/flights/hpn/stt/white-plains-to-st-thomas) - [Flights from Mexico City (MEX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mex/stt/mexico-city-to-st-thomas) - [Flights from Tulsa (TUL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/tul/stt/tulsa-to-st-thomas) - [Flights from Minneapolis (MSP) to St. Thomas (STT)](https://www.expedia.com/lp/flights/msp/stt/minneapolis-to-st-thomas) - [Flights from Wichita (ICT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ict/stt/wichita-to-st-thomas) - [Flights from Santo Domingo (SDQ) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sdq/stt/santo-domingo-to-st-thomas) - [Flights from Wilmington (ILM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ilm/stt/wilmington-to-st-thomas) - [Flights from Greensboro (GSO) to St. Thomas (STT)](https://www.expedia.com/lp/flights/gso/stt/greensboro-to-st-thomas) - [Flights from San Diego (SAN) to St. Thomas (STT)](https://www.expedia.com/lp/flights/san/stt/san-diego-to-st-thomas) - [Flights from Buffalo (BUF) to St. Thomas (STT)](https://www.expedia.com/lp/flights/buf/stt/buffalo-to-st-thomas) - [Flights from Greenville (GSP) to St. Thomas (STT)](https://www.expedia.com/lp/flights/gsp/stt/greenville-to-st-thomas) - [Flights from Birmingham (BHM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/bhm/stt/birmingham-to-st-thomas) - [Flights from Fort Lauderdale (FLL) to St. Thomas (STT)](https://www.expedia.com/lp/flights/fll/stt/fort-lauderdale-to-st-thomas) - [Flights from Pensacola (PNS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pns/stt/pensacola-to-st-thomas) - [Flights from West Palm Beach (PBI) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pbi/stt/west-palm-beach-to-st-thomas) - [Flights from Philipsburg (SXM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sxm/stt/philipsburg-to-st-thomas) - [Flights from Chattanooga (CHA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cha/stt/chattanooga-to-st-thomas) - [Flights from Milwaukee (MKE) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mke/stt/milwaukee-to-st-thomas) - [Flights from Des Moines (DSM) to St. Thomas (STT)](https://www.expedia.com/lp/flights/dsm/stt/des-moines-to-st-thomas) - [Flights from Dallas (DFW) to St. Thomas (STT)](https://www.expedia.com/lp/flights/dfw/stt/dallas-to-st-thomas) - [Flights from Norfolk (ORF) to St. Thomas (STT)](https://www.expedia.com/lp/flights/orf/stt/norfolk-to-st-thomas) - [Flights from Rochester (ROC) to St. Thomas (STT)](https://www.expedia.com/lp/flights/roc/stt/rochester-to-st-thomas) - [Flights from Myrtle Beach (MYR) to St. Thomas (STT)](https://www.expedia.com/lp/flights/myr/stt/myrtle-beach-to-st-thomas) - [Flights from Houston (IAH) to St. Thomas (STT)](https://www.expedia.com/lp/flights/iah/stt/houston-to-st-thomas) - [Flights from Willemstad (CUR) to St. Thomas (STT)](https://www.expedia.com/lp/flights/cur/stt/willemstad-to-st-thomas) - [Flights from Ontario Intl. Airport (ONT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ont/stt/ontario-to-st-thomas) - [Flights from Phoenix (PHX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/phx/stt/phoenix-to-st-thomas) - [Flights from Miami (MIA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mia/stt/miami-to-st-thomas) - [Flights from Springfield (SGF) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sgf/stt/springfield-to-st-thomas) - [Flights from Portland (PDX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pdx/stt/portland-to-st-thomas) - [Flights from San Juan (SJU) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sju/stt/san-juan-to-st-thomas) - [Flights from Los Angeles (LAX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/lax/stt/los-angeles-to-st-thomas) - [Flights from Grand Rapids (GRR) to St. Thomas (STT)](https://www.expedia.com/lp/flights/grr/stt/grand-rapids-to-st-thomas) - [Flights from Raleigh (RDU) to St. Thomas (STT)](https://www.expedia.com/lp/flights/rdu/stt/raleigh-to-st-thomas) - [Flights from Fort Myers (RSW) to St. Thomas (STT)](https://www.expedia.com/lp/flights/rsw/stt/fort-myers-to-st-thomas) - [Flights from Albany (ALB) to St. Thomas (STT)](https://www.expedia.com/lp/flights/alb/stt/albany-to-st-thomas) - [Flights from Louisville (SDF) to St. Thomas (STT)](https://www.expedia.com/lp/flights/sdf/stt/louisville-to-st-thomas) - [Flights from New York (LGA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/lga/stt/new-york-to-st-thomas) - [Flights from Austin (AUS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/aus/stt/austin-to-st-thomas) - [Flights from Denver (DEN) to St. Thomas (STT)](https://www.expedia.com/lp/flights/den/stt/denver-to-st-thomas) - [Flights from Roanoke (ROA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/roa/stt/roanoke-to-st-thomas) - [Flights from Shreveport (SHV) to St. Thomas (STT)](https://www.expedia.com/lp/flights/shv/stt/shreveport-to-st-thomas) - [Flights from Indianapolis (IND) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ind/stt/indianapolis-to-st-thomas) - [Flights from Port of Spain (POS) to St. Thomas (STT)](https://www.expedia.com/lp/flights/pos/stt/port-of-spain-to-st-thomas) - [Flights from Newark Liberty Intl. Airport (EWR) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ewr/stt/newark-liberty-intl-airport-to-st-thomas) - [Flights from Kansas City (MCI) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mci/stt/kansas-city-to-st-thomas) - [Flights from Fayetteville (XNA) to St. Thomas (STT)](https://www.expedia.com/lp/flights/xna/stt/fayetteville-to-st-thomas) - [Flights from New Orleans (MSY) to St. Thomas (STT)](https://www.expedia.com/lp/flights/msy/stt/new-orleans-to-st-thomas) - [Flights from Green Bay (GRB) to St. Thomas (STT)](https://www.expedia.com/lp/flights/grb/stt/green-bay-to-st-thomas) - [Flights from Manchester (MHT) to St. Thomas (STT)](https://www.expedia.com/lp/flights/mht/stt/manchester-to-st-thomas) - [Flights from Panama City (ECP) to St. Thomas (STT)](https://www.expedia.com/lp/flights/ecp/stt/panama-city-to-st-thomas) - [Flights from Christiansted (STX) to St. Thomas (STT)](https://www.expedia.com/lp/flights/stx/stt/christiansted-to-st-thomas) \*Available to One Key members. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/lp/flights/ord/stt/chicago-to-st-thomas en-IN: https://www.expedia.co.in/lp/flights/ord/stt/chicago-to-st-thomas nl-NL: https://www.expedia.nl/lp/vluchten/ord/stt/chicago-naar-st-thomas zh-hant-HK: https://www.expedia.com.hk/lp/flights/ord/stt/chicago-to-st-thomas en-US: https://www.expedia.com/lp/flights/ord/stt/chicago-to-st-thomas en-AE: https://www.expedia.ae/lp/flights/ord/stt/chicago-to-st-thomas de-DE: https://www.expedia.de/lp/fluge/ord/stt/chicago-nach-st-thomas en-GB: https://www.expedia.co.uk/lp/flights/ord/stt/chicago-to-st-thomas ko-KR: https://www.expedia.co.kr/lp/flights/ord/stt/chicago-to-st-thomas es: https://www.expedia.com/es/lp/vuelos/ord/stt/chicago-a-saint-thomas en-JP: https://www.expedia.co.jp/en/lp/flights/ord/stt/chicago-to-st-thomas de-AT: https://www.expedia.at/lp/fluge/ord/stt/chicago-nach-st-thomas es-ES: https://www.expedia.es/lp/vuelos/ord/stt/chicago-a-saint-thomas it-IT: https://www.expedia.it/lp/voli/ord/stt/chicago-a-st-thomas en-NZ: https://www.expedia.co.nz/lp/flights/ord/stt/chicago-to-st-thomas da-DK: https://www.expedia.dk/lp/fly/ord/stt/chicago-til-sankt-thomas en-KR: https://www.expedia.co.kr/en/lp/flights/ord/stt/chicago-to-st-thomas en-PH: https://www.expedia.com.ph/lp/flights/ord/stt/chicago-to-st-thomas en-AU: https://www.expedia.com.au/lp/flights/ord/stt/chicago-to-st-thomas en-SG: https://www.expedia.com.sg/lp/flights/ord/stt/chicago-to-st-thomas fi-FI: https://www.expedia.fi/lp/lennot/ord/stt/chicago-st-thomas en-CA: https://www.expedia.ca/lp/flights/ord/stt/chicago-to-st-thomas en-IE: https://www.expedia.ie/lp/flights/ord/stt/chicago-to-st-thomas en-HK: https://www.expedia.com.hk/en/lp/flights/ord/stt/chicago-to-st-thomas zh-CN: https://www.expedia.com/cn/lp/flights/ord/stt/chicago-to-st-thomas sv-SE: https://www.expedia.se/lp/flyg/ord/stt/chicago-till-st-thomas es-MX: https://www.expedia.mx/lp/vuelos/ord/stt/chicago-a-saint-thomas ja-JP: https://www.expedia.co.jp/lp/flights/ord/stt/chicago-to-st-thomas ar: https://www.expedia.sa/lp/flights/ord/stt/chicago-to-st-thomas fr-CA: https://www.expedia.ca/fr/lp/vols/ord/stt/chicago-a-saint-thomas ```