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Lowest round trip fares by airline from Chicago and Hilton Head Island
Cheapest prices ($81 One Way, $169 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Great Deals On Cheap Hotels in Hilton Head Island
Red Roof Inn Hilton Head Island
Reviewed on May 1, 2024
Palmera Inn and Suites
Reviewed on May 13, 2024
Hotel Carolina, a Days Inn by Wyndham
Reviewed on May 10, 2024
Fly From Chicago to Hilton Head Island
Origin | Chicago |
|---|---|
Destination | Hilton Head Island |
Number of Daily Flights | 12 |
Earliest Flight Departure Date | May 21 |
Latest Flight Departure Date | May 21 |
Popular Airlines | United Airlines |
Cheap flights from Chicago to Hilton Head Island
Are you ready to book your flight, but feeling nervous about paying too much if the price drops? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus a $50 CheapCash bonus, which you can use to save on your hotel reservation.
If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.
Save Even More Time and Money With a Hilton Head Island Travel Package
Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Hilton Head Island vacation that you can't get when you book flights and hotel separately.
Relax in Hilton Head Island With Confidence and Convenience
Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.
Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Chicago to Hilton Head Island by signing up for exclusive email deals.