Title: $232 Cheap flights from Chicago to St. Thomas (MDW to STT) - Expedia.com ![](https://images.trvl-media.com/place/6140138/57cc4b04-8c90-4cee-a0ef-1a113eaebf69.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6140138/57cc4b04-8c90-4cee-a0ef-1a113eaebf69.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $232 Cheap Flights from Chicago (MDW) to St. Thomas (STT) [View $232 flight on Wed, Apr 1, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:MDW,to:STT,departure:4/1/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:232.00&airProductToken=AQpiCi8I15wBEgQxNjc0GOywASDMcCi0lokDMNSXiQM4RkAAWAFqA1dHQXIHRkxBVksyRgovCNecARIEMjYxNBjMcCDynAEovZiJAzDsmYkDOEZAAVgBagNXR0FyB0ZMQVZLMkYSDAgBEAEYASoCV04yABgBIgQIARABKAIoAygEMAE) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago Midway Airport (MDW) to Cyril E. King Airport (STT) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:STT,departure:2/20/2026TANYT&leg2=from:STT,to:MDW,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:STT,departure:2/20/2026TANYT&leg2=from:STT,to:MDW,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### 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 (MDW-STT) Prices were available within the past 7 days and start at $232 for one-way flights and $468 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sun, May 3 - Tue, May 12 MDW Chicago STT St. Thomas $468 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/3/2026TANYT&leg2=from:STT,to:MDW,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:467.84&airProductToken=AQqRAQouCNecARIDMTM2GOywASDlWii2hIwDMOWFjAM4RkAAWAFqA1dHQXIHRkxBVksyRgouCNecARIEMzY1NRjlWiDMcCiiiYwDMOOJjAM4RkABWAFqA1dHQXIHRkxBVksyRgovCNecARIEMzIxMxjMcCDynAEotYuMAzDfjIwDOEZAAVgBagNXR0FyB0ZMQVZLMkYKYgovCNecARIENDUyNhjynAEgzHAogueMAzDP6IwDOEZAAFgBagNXR0FyB0ZMQVZLMkYKLwjXnAESBDEyNTAYzHAg7LABKMfpjAMw8eqMAzhGQAFYAWoDV0dBcgdGTEFWSzJGEgwIARABGAEqAldOMgAYASIECAEQASgCKAMoBDAB) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sun, May 24 - Tue, May 26 MDW Chicago STT St. Thomas $484 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/24/2026TANYT&leg2=from:STT,to:MDW,departure:5/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:483.84&airProductToken=AQqSAQouCNecARICNTkY7LABIMejASik8I0DMKPyjQM4WkAAWAFqA1dHQXIHWkxBVksyRgovCNecARIEMjM2MhjHowEgzHAouPWNAzC_9o0DOFpAAVgBagNXR0FyB1pMQVZLMkYKLwjXnAESBDMyMTMYzHAg8pwBKNX3jQMw__iNAzhaQAFYAWoDV0dBcgdaTEFWSzJGCmIKLwjXnAESBDQ1MjYY8pwBIMxwKMKEjgMwj4aOAzhGQABYAWoDV0dBcgdGTEFWSzJGCi8I15wBEgQxMjUwGMxwIOywASiHh44DMLGIjgM4RkABWAFqA1dHQXIHRkxBVksyRhIMCAEQARgBKgJXTjIAGAEiBAgBEAEoAigDKAQwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Mon, May 18 - Sat, May 23 MDW Chicago STT St. Thomas $504 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/18/2026TANYT&leg2=from:STT,to:MDW,departure:5/23/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:503.84&airProductToken=AQpiCi8I15wBEgQzODM4GOywASDMcCj7po0DMJGojQM4RkAAWAFqA1dHQXIHRkxBVksyRgovCNecARIEMzIxMxjMcCDynAEo9aiNAzCfqo0DOEZAAVgBagNXR0FyB0ZMQVZLMkYKYgovCNecARIEMzMyNhjynAEgwUUo3eKNAzDh5I0DOEVAAFgBagNXR0FyB0VMQVZXMkYKLwjXnAESBDIzMzMYwUUg7LABKKLljQMwpOaNAzhFQAFYAWoDV0dBcgdFTEFWVzJGEgwIARABGAEqAldOMgAYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Mar 18 - Wed, Mar 25 MDW Chicago STT St. Thomas $510 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:3/18/2026TANYT&leg2=from:STT,to:MDW,departure:3/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:509.84&airProductToken=AQpwCjYIxJgBEgQxMjg1GOywASDgXCj0-IcDMOz5hwM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloKNgjEmAESBDE4ODkY4Fwg8pwBKPX6hwMwxfyHAzhFQAFYAWoJTUFJTkJBU0lDcghWTlhONk5CWgpwCjYIxJgBEgQxNzc0GPKcASDgXCjzyogDMPDMiAM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloKNgjEmAESBDEwNzYY4Fwg7LABKL_OiAMws8-IAzhFQAFYAWoJTUFJTkJBU0lDcghWTlhONk5CWhIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sun, May 3 - Tue, May 12 MDW Chicago STT St. Thomas $514 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/3/2026TANYT&leg2=from:STT,to:MDW,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:513.84&airProductToken=AQpiCi8I15wBEgQzODM4GOywASDMcCj9_YsDMJP_iwM4R0AAWAFqA1dHQXIHR0xBVlYyRgovCNecARIEMzIxMxjMcCDynAEo9_-LAzCmgYwDOEdAAVgBagNXR0FyB0dMQVZWMkYKYgovCNecARIENDUyNhjynAEgzHAogueMAzDP6IwDOEZAAFgBagNXR0FyB0ZMQVZLMkYKLwjXnAESBDEyNTAYzHAg7LABKMfpjAMw8eqMAzhGQAFYAWoDV0dBcgdGTEFWSzJGEgwIARABGAEqAldOMgAYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 8 - Wed, Apr 15 MDW Chicago STT St. Thomas $530 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:4/8/2026TANYT&leg2=from:STT,to:MDW,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:529.84&airProductToken=AQpwCjYIxJgBEgQxMjg1GOywASDgXCiU5YkDMIzmiQM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloKNgjEmAESBDE4ODMY4Fwg8pwBKNfmiQMwq-iJAzhFQAFYAWoJTUFJTkJBU0lDcghWTlhONk5CWgpwCjYIxJgBEgQxODgzGPKcASDgXCjUt4oDMNC5igM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloKNgjEmAESBDEwNzYY4Fwg7LABKN66igMw0LuKAzhFQAFYAWoJTUFJTkJBU0lDcghWTlhONk5CWhIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sun, May 3 - Tue, May 12 MDW Chicago STT St. Thomas $534 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/3/2026TANYT&leg2=from:STT,to:MDW,departure:5/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:533.84&airProductToken=AQpiCi8I15wBEgQyNTYxGOywASDBRSiH_osDMPD-iwM4VUAAWAFqA1dHQXIHVUxBVlAyRgovCNecARIENDQ1OBjBRSDynAEogYCMAzDxgYwDOFVAAVgBagNXR0FyB1VMQVZQMkYKYgovCNecARIENDUyNhjynAEgzHAogueMAzDP6IwDOEZAAFgBagNXR0FyB0ZMQVZLMkYKLwjXnAESBDEyNTAYzHAg7LABKMfpjAMw8eqMAzhGQAFYAWoDV0dBcgdGTEFWSzJGEgwIARABGAEqAldOMgAYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Apr 11 - Wed, Apr 15 MDW Chicago STT St. Thomas $535 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:4/11/2026TANYT&leg2=from:STT,to:MDW,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:534.84&airProductToken=AQpwCjYIxJgBEgQxMjg1GOywASDgXCj0hooDMOyHigM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5OUTNOQloKNgjEmAESBDE4ODkY4Fwg8pwBKISJigMw04qKAzhFQAFYAWoJTUFJTkJBU0lDcghWTk5RM05CWgpwCjYIxJgBEgQxODgzGPKcASDgXCjUt4oDMNC5igM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5YTjZOQloKNgjEmAESBDEwNzYY4Fwg7LABKN66igMw0LuKAzhFQAFYAWoJTUFJTkJBU0lDcghWTlhONk5CWhIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Thu, Feb 26 - Wed, Mar 4 MDW Chicago STT St. Thomas $540 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:2/26/2026TANYT&leg2=from:STT,to:MDW,departure:3/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:539.44&airProductToken=AQqRAQouCNecARIDMTE3GOywASCMYSjmn4YDMM-ghgM4RkAAWAFqA1dHQXIHRkxBVksyRgouCNecARIEMjIwMxiMYSDMcCi8o4YDMLSkhgM4RkABWAFqA1dHQXIHRkxBVksyRgovCNecARIEMzgzNRjMcCDynAEowKWGAzDvpoYDOEZAAVgBagNXR0FyB0ZMQVZLMkYSDAgBEAEYASoCV04yABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, May 7 - Mon, May 11 MDW Chicago STT St. Thomas $540 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:STT,departure:5/7/2026TANYT&leg2=from:STT,to:MDW,departure:5/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:539.84&airProductToken=AQpwCjYIxJgBEgQxMjg1GOywASDgXCjSq4wDMM2sjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5OUTNOQloKNgjEmAESBDE4ODMY4Fwg8pwBKPesjAMw166MAzhFQAFYAWoJTUFJTkJBU0lDcghWTk5RM05CWgpwCjYIxJgBEgQxODgzGPKcASDgXCiU3IwDMJPejAM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5OUTNOQloKNgjEmAESBDEwNzYY4Fwg7LABKMrejAMwwd-MAzhFQAFYAWoJTUFJTkJBU0lDcghWTk5RM05CWhIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ## Alternative airports near St. Thomas Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:STT,departure:2/20/2026TANYT&leg2=from:STT,to:MDW,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) STT Cyril E. King Cheapest [Flights from $680 ](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:STT,departure:2/20/2026TANYT&leg2=from:STT,to:MDW,departure:2/23/2026TANYT&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 (MDW) to St. Thomas (STT) ### September is typically the cheapest month to fly From $359 - $1,084 per traveler. __Flights from Chicago (MDW) to St. Thomas (STT)__ | Origin airport | Midway Intl. | | ------------------- | ------------------------- | | Destination airport | Cyril E. King | | Airlines serving | Delta, Southwest Airlines | | Roundtrip price | $468 | | Distance | 2102 mi | ## 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 May. 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 $232 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 Midway Intl. Airport (MDW) to Cyril E. King Airport (STT) cost? ### What is the cheapest month to fly from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? ### Which airlines fly direct from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? ### What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? ### How many flights per day from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? ### What day of the week has the most flights from MDW to STT? ### What is the best time to fly from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? ### Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT) last-minute? ### Is it cheaper to book a MDW to STT flight and hotel package? ### Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Cyril E. King Airport (STT)? \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Hotels near Lindbergh Bay ](https://www.expedia.com/Lindbergh-Bay-Hotels.0-l6243563-0.Travel-Guide-Filter-Hotels) - [Hotels near Lindberg Beach ](https://www.expedia.com/Lindberg-Beach-Hotels.0-l553248635980612247-0.Travel-Guide-Filter-Hotels) - [Vacation Homes in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Private-Vacation-Homes.d553248635997993060-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Apartments.d553248635997993060-aaApartments.Travel-Guide-Accommodation) - [Charlotte Amalie Hotels ](https://www.expedia.com/Destinations-In-Charlotte-Amalie.d553248635997993060.Hotel-Destinations) - [Cottages in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Cottages.d553248635997993060-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Guest-Houses.d553248635997993060-aaGuestHouses.Travel-Guide-Accommodation) - [Condo Rentals in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Condos.d553248635997993060-aaCondos.Travel-Guide-Accommodation) - [Hostels in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Hostels.d553248635997993060-aaHostels.Travel-Guide-Accommodation) - [Aparthotels in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Apart-Hotels.d553248635997993060-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Bed-And-Breakfast.d553248635997993060-aaBedAndBreakfast.Travel-Guide-Accommodation) - [All-inclusive Resorts in Charlotte Amalie ](https://www.expedia.com/Destinations-In-Charlotte-Amalie-All-Inclusive-Hotel.0-0-d553248635997993060-tAllinclusiveHotel.Hotel-Filter-Destinations) - [Gay friendly Hotels in Charlotte Amalie ](https://www.expedia.com/Destinations-In-Charlotte-Amalie-LGBT-Welcoming-Hotel.0-0-d553248635997993060-tLGBTWelcomingHotel.Hotel-Filter-Destinations) - [Resorts in Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie-Resorts.d553248635997993060-aaResorts.Travel-Guide-Accommodation) - [Estate Lindbergh Bay Hotels ](https://www.expedia.com/Estate-Lindbergh-Bay-Hotels.d553248635975865801.Travel-Guide-Hotels) - [Flights from Estate Lindbergh Bay ](https://www.expedia.com/lp/flights/553248635975865801/flights-from-estate-lindbergh-bay) - [Flights to Charlotte Amalie ](https://www.expedia.com/Destinations-In-Charlotte-Amalie.d553248635997993060.Flight-Destinations) - [Flights from Charlotte Amalie ](https://www.expedia.com/lp/flights/553248635997993060/flights-from-charlotte-amalie) - [Flights to Estate Lindbergh Bay ](https://www.expedia.com/Cheap-Flights-To-Estate-Lindbergh-Bay.d553248635975865801.Travel-Guide-Flights) - [Lindbergh Bay ](https://www.expedia.com/Lindbergh-Bay-St-Thomas.d6243563.Vacation-Attraction) - [Visit Charlotte Amalie ](https://www.expedia.com/Charlotte-Amalie.dx553248635997993060) - [Charlotte Amalie Vacations ](https://www.expedia.com/Charlotte-Amalie.d553248635997993060.Destination-Travel-Guides) - [Car rentals near Lindbergh Bay ](https://www.expedia.com/Car-Rentals-In-Lindbergh-Bay.d6243563.Car-Rental-Guide) - [Car rentals near Estate Lindbergh Bay ](https://www.expedia.com/Car-Rentals-In-Estate-Lindbergh-Bay.d553248635975865801.Car-Rental-Guide) - [Things to do in Charlotte Amalie ](https://www.expedia.com/Things-To-Do-In-Charlotte-Amalie.d553248635997993060.Travel-Guide-Activities) \*Available to One Key members.