£197 Cheap Flights from Chicago (ORD) to Hilton Head Island (HHH)

You can find cheap one-way flights from £197 and cheap return flights ORD to HHH with Expedia. One-way flights typically cost between £189 and £615. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to HHH ticket fares go up or down.

The cheapest months to fly from ORD to HHH are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

There are 2 airlines offering direct flights from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH):
* American Airlines operates 7 direct flights from ORD to HHH every week.
* United operates 7 direct flights from ORD to HHH every week.

American Airlines offers one of the cheapest connecting return flights with a layover in Raleigh - Durham Intl. (RDU), starting from around £313. United is one of the cheapest airlines offering nonstop return flights from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH), with tickets starting from around £351 for flights that can be booked for departure within the next year. These prices are per adult, for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. American Airlines offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

You'll find approximately 2 nonstop flights per day from Chicago O'Hare International (ORD) to Hilton Head Island (HHH). For even more choices, look at flights that include layovers, as there are around 76 connecting flights per day. Some common connection points include LaGuardia (LGA), Charlotte-Douglas Intl. (CLT), and Indianapolis Intl. (IND).

Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.

You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) on a Sunday, with around 35 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, United, and Delta.

The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer this because it allows for an early arrival at your destination, giving you more time to enjoy your trip.

A non-stop flight from Chicago O'Hare International Airport (ORD) to Hilton Head Island (HHH) typically takes around 2 hours 30 minutes. This route covers a distance of approximately 1,257 kilometers. If you opt for a flight with one stop, your journey will usually be longer, taking about 6 hours. Flights with two or more stops generally take around 8 hours 30 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.

You can fly business class or first class between ORD and HHH. You can fly business class with Delta.

First class cabins are available on Delta, United, and American Airlines.

It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Chicago, IL (ORD-O'Hare Intl.) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.