What’s the cost of a flight from Chicago Midway to Saint Croix?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Saint Croix Island.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Planning flights between Chicago and Saint Croix Island? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

• Airports in Chicago: 3 airports are listed in Chicago - Midway, O'Hare, Rockford.
• Airports in Saint Croix Island: Only Saint Croix Island - Henry E. Rohlsen is currently available.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Flight filters for the route Chicago Midway – Saint Croix

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to United States Virgin Islands are often searched alongside: Christiansted, Saint Croix, Saint Croix Island, Saint Thomas.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.