Chicago, IL, USA to Saint John Island from $162: 4 ways by bus, train, flight or car
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How to Get from Chicago to Saint John Island: Cheapest, Fastest and Best Way
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Traveling From Chicago to Saint John Island
Journeying from the bustling city life of Chicago to the serene beaches of Saint John Island reveals a striking contrast between urban energy and tropical tranquility.
Best Neighbourhoods in Saint John Island
Saint John Island boasts charming neighborhoods that enhance your tropical getaway.
Best Times To Visit Saint John Island's Attractions
Timing your visit can elevate your experience at Saint John Island's top spots.
Saint John Island Weather: What to Expect Year-Round
Saint John Island enjoys a warm tropical climate, with temperatures averaging 77°F to 87°F year-round, making it a desirable destination. The best times to visit are during the dry season from December to April, as pleasant weather enhances outdoor activities and beach enjoyment.
Dining Recommendation
For a taste of Saint John Island, try the grilled lobster at The Lime Inn, where fresh, local seafood comes alive in a vibrant, relaxed setting. The flavors are distinctly Caribbean, offering a refreshing contrast to Chicago's diverse dining scene, showcasing tropical ingredients and a laid-back atmosphere that invites you to savor every bite.
Chicago - Saint John Island operators
Explore transport companies operating between Chicago and Saint John Island, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Plane from Chicago O'Hare to Charlotte Amalie
Plane from Chicago O'Hare to Charlotte Amalie via Miami
Plane from Chicago O'Hare to Charlotte Amalie via Charlotte
Plane from Chicago O'Hare to Beef Island via Miami
Plane from Chicago O'Hare to Charlotte Amalie via Atlanta
Plane from Chicago Midway to Charlotte Amalie via Atlanta
Plane from Chicago O'Hare to Charlotte Amalie
Plane from Chicago O'Hare to Beef Island via Charlotte Amalie
Plane from Chicago O'Hare to Beef Island via San Juan
Plane from Chicago O'Hare to Charlotte Amalie via Orlando
Plane from Chicago Midway to Charlotte Amalie via Orlando
Plane from Chicago Midway to Charlotte Amalie via Fort Lauderdale-Hollywood International
Plane from Chicago Midway to Charlotte Amalie via San Juan
Plane from Chicago O'Hare to Beef Island via San Juan
Plane from Chicago O'Hare to Beef Island via San Juan
Ferry from Peter Island to Cruz Bay, St John
Frequently asked questions
Find out more about the route from Chicago to Saint John Island.
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