Title: Cheap Flights from Chicago to Hilton Head Island (ORD to HHH) - Expedia.co.uk ![](https://images.trvl-media.com/place/601684/bf7867d4-38b9-46dc-8fbc-81fefd2b81cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/601684/bf7867d4-38b9-46dc-8fbc-81fefd2b81cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chicago (ORD) to Hilton Head Island (HHH) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago O'Hare International Airport (ORD) to Hilton Head Island Airport (HHH) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:hhh,departure:01/10/2025TANYT&leg2=from:hhh,to:ord,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:hhh,departure:01/10/2025TANYT&leg2=from:hhh,to:ord,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.co.uk/Flights-Search?leg1=from:ord,to:hhh,departure:01/10/2025TANYT&leg2=from:hhh,to:ord,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ## Plan, book, fly with confidence - ### Be in the know Get alerts if flight prices drop or rise\* - ### Book smarter Save up to 25% on select hotels after you book a flight\* - ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Find the cheapest month to fly from Chicago (ORD) to Hilton Head Island (HHH) ### February is typically the cheapest month to fly From £165 - £410 per traveller. Flight from Chicago to Hilton Head Island route information | Origin airport | O'Hare Intl. | | --- | --- | | Destination airport | Hilton Head Island | | Distance | 1250 km | ## Compare flights from Chicago to Hilton Head Island easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Hilton Head Island. Operating between them flights per day, airlines cover the route. And fly direct, getting you to Hilton Head Island in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Hilton Head Island.   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from O'Hare Intl. (ORD) to Hilton Head Island (HHH) The easiest way to view the best deals on flights from Chicago to Hilton Head Island today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Hilton Head Island start at just and range up to .   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Chicago and Hilton Head Island - booking your flight during , the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Chicago to Hilton Head Island flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Hilton Head Island for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   ## Frequently asked questions ### How much is a flight from ORD to Hilton Head Island Airport (HHH)? > Pack your bags, because round-trip journeys from O'Hare Airport to Hilton Head Airport start from . That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can increase quickly, so book today to get the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Hilton Head Airport? > Most flights can be cancelled online, but every airline has its own set of terms and conditions. If you do decide to cancel your flight, check out our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033) and follow the instructions. ### How do I find cheap flights from O'Hare Intl. Airport (ORD) to HHH that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Airport to Hilton Head Airport flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from O'Hare Airport to Hilton Head Airport? > You won't have time for a movie marathon on this flight — it's just 1,250 kilometres from Chicago to Hilton Head Island. Sit down, buckle up and you'll be there in no time. ### Which airlines fly direct from ORD to Hilton Head Airport? > If you want to fly straight from O'Hare Intl. Airport (ORD) to Hilton Head Airport, you'll have to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly on this route. ### Are O'Hare Intl. Airport (ORD) to Hilton Head Island Airport (HHH) flight tickets cheaper when they're purchased at the last minute? > It is possible to get a fantastic last-minute deal from O'Hare Airport to Hilton Head Island Airport (HHH), but it can also be hit-or-miss. As many airlines release prices up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. 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