Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 51% when planning your travel around this day of the week.
Travelers have found it’s best to book a flight 37 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 37 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Hilton Head Island to Chicago 1-2 weeks in advance for as low as $177, or $177 for flights within the next 24 hours.
It’s typically best to fly out from Hilton Head Island to Chicago in the noon. Doing so could potentially save you 30% on the flight price compared to flying in the afternoon, which is usually more expensive.