How much is a ticket from Chicago Midway to Hilton Head?

Depending on when you travel and how far in advance you book, fares between Chicago and Hilton Head Island can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Is there more than one airport in Chicago or Hilton Head Island?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Hilton Head Island: Hilton Head Island - Hilton Head is the only airport in operation.

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Hilton Head Island as well.

Smart ways to search flights from Chicago Midway to Hilton Head

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include the best airlines and travel agencies.

Other popular destinations

Flying to United States? Other travelers also searched: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.