Pack your bags and leave the Midwest behind for beautiful Savannah/Hilton Head. Book a Southwest Airlines flight from Chicago Midway International Airport to Savannah/Hilton Head International Airport and find great prices that can’t be beat. Choose a flight that suits your schedule no matter what brings you to Savannah/Hilton Head. If your trip dates are flexible, explore flights with our Low Fare Calendar to see the lowest fares available. Discover all that Southwest Vacations® has to offer, including flights and hotels, rental cars, and more.
Trade the City of the Big Shoulders for the Hostess City of the South and book your flight today!
Chicago (Midway), IL to Savannah/Hilton Head, GA
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 63 travel days available.
| Departing from | Chicago Midway International Airport (MDW) |
|---|---|
| Arriving at | Savannah/Hilton Head International Airport (SAV) |
| Average flight time | 2 hours 3 minutes |
| Distance | 758 miles |
| 68† | Weekly flights |
|---|---|
| 1‡ | Nonstop flight per day Monday through Friday |
| 2‡ | Nonstop flights on Saturday |
| 2‡ | Nonstop flights on Sunday |
Other popular flights from Chicago (Midway):
View our interactive map†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2023 and 10/31/2023. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2023 and 10/31/2023.
Whatever brings you to Savannah and Hilton Head, both towns provide an excellent experience, with arts, culture, dining, and entertainment.
Savannah offers a quintessential Southern experience, with a rich history, cobblestone streets, and mighty oak trees all over town. Explore Forsyth Park that locals and tourists love. Enjoy its 30 acres of lush greenery and beautiful landscaping as well as concerts and a weekly farmer’s market. Take a tour of the city in a hop-on, hop-off trolley. The City Market offers visitors easy access to local vendors as well as musical acts, dining, and people watching. Discover the Telfair Museum of Art, featuring a sculpture gallery, rotunda, paintings, period furniture, and more.
Savannah also has access to both a river waterfront and the Atlantic Ocean. Walk along the river on River Street to see the history of the former warehouse row, now home to dining, shopping, galleries, and more. Tybee Island is known as Savannah’s beach, providing beautiful sandy beaches and an 18th-century lighthouse. Make a day trip to enjoy the island and its hotels and attractions.
Hilton Head Island offers all that you want from a resort town. Be sure to take a trip to Harbour Town Lighthouse, an easily recognizable symbol of Hilton Head, and take the day to enjoy 18-holes of golf on one of its scenic golf courses. Enjoy the ocean and beaches for swimming, fishing, or basking in the sun. Wander around the neighborhoods to find the shops and restaurants around the island to try fresh seafood and take home some great souvenirs. Bring the whole family, spend time with a loved one, or take a solo trip to the Savannah/Hilton Head area!
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
When you deplane at Savannah/Hilton Head International Airport, you can take your pick between two great getaway destinations.
At Southwest, we know it takes more than great deals on Savannah/Hilton Head airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (Midway) to Savannah/Hilton Head the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to Savannah/Hilton Head International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Savannah/Hilton Head, know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
6Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
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