Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Chicago (Midway) to Savannah/Hilton Head now!
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Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Chicago (Midway) to Savannah/Hilton Head now!
Chicago (Midway), IL to Savannah/Hilton Head, GA
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 35 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
| Fare | Fly one-way from $174 (departing on 4/15)* |
|---|---|
| Departing from | Chicago Midway International Airport (MDW) |
| Arriving at | Savannah/Hilton Head International Airport (SAV) |
| Average flight time | 2 hours 2 minutes |
| Distance | 758 miles |
| 76† | Weekly flights |
|---|---|
| 1‡ | Nonstop flight per day Monday through Friday |
| 1 ‡ | Nonstop flight on Saturday |
| 1 ‡ | Nonstop flight on Sunday |
Other popular flights from Chicago (Midway):
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2025 and 3/31/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2025 and 3/31/2025.
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!
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
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.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.