Planning a flight from Chicago Midway to Saint Croix?

Flight prices from Chicago to Saint Croix Island change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Best airport options between Chicago and Saint Croix Island

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.
• Airports in Saint Croix Island: Saint Croix Island - Henry E. Rohlsen is the sole airport currently available.

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Find flights from Chicago Midway to Saint Croix that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in United States Virgin Islands? These cities are also in demand: Christiansted, Saint Croix, Saint Croix Island, Saint Thomas.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.