Book Exclusive South Chicago Vacation Packages

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South Chicago flight + hotel packages

Chicago Marriott Downtown Magnificent Mile
Trump International Hotel & Tower Chicago
Fairmont Chicago at Millennium Park Gold Experience
Palmer House a Hilton Hotel
Thompson Chicago, by Hyatt
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

South Chicago Vacations

Traveling is about being inspired, discovering new things and collecting magnificent memories. And all of that starts with learning a few things about your destination! Ready to discover a few details about South Chicago?

About 10 miles (16 kilometers) to the southeast of downtown Chicago, South Chicago is just one of the neighborhoods that make this city so interesting.

Visitors to Chicago will be sharing space with roughly 2,700,000 locals.

Places to visit in South Chicago

Routinely bombarded with countless "how?" and "why?" questions from the kids? Nurture their curiosity at Bronzeville Children's Museum. This fantastic attraction features hands-on exhibits that make learning about the world around them loads of fun. Want more? Put on your finest khakis and bust out your favorite driver. If you're to itching to indulge in an afternoon on the green, lock in a tee time at South Shore Golf Course. But that's not all there is. Calumet Park is a lovely place to unwind in if you're tired of trudging around town. Find a bench, sit yourself down and rest your weary legs.

Where do you fly into for South Chicago?

Pack your suitcase and get set for an exciting adventure. The moment you step out of Midway International Airport (MDW), you'll be just 10 miles (16 kilometers) to the west of South Chicago.

Frequently asked questions

How much are vacation packages to South Chicago?
With vacation packages available for only CA $1,046, there’s no need to blow out the credit card for your getaway to South Chicago. Travelocity can help. Bundle your flights, hotels and experiences into a convenient package and walk away with excellent discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for South Chicago?
It’s difficult to beat Travelocity when it comes to crafting your South Chicago package deal. There are as many as 400 partner airlines and 665,000 properties worldwide to select from. Lock in your trip now and get ready to cross another amazing destination off your bucket list.
Why should I book my South Chicago vacation package via Travelocity?
With exceptional service, 24/7 support and some of the most idyllic getaways on offer, you’ll never roam alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my South Chicago car rental if I book it with a hotel or flight?
Booking a South Chicago vacation package with Travelocity is one of the best ways to save you money. You can choose a car, hotel and flight, or any combination of them, and land awesome discounts. You can also add in some experiences and activities. Once you’ve picked up the keys to your rental car, head out of the neighborhood and uncover what this place has to offer. About 76 kilometersfrom South Chicago, Six Flags Great America is the perfect road trip.
What is the best time of year to go to South Chicago?
If a limited budget is what’s driving your travel decisions, you’ll score the best deals in . is the most expensive time of year. Most tourists come to this destination around . If you’d prefer to avoid peak time, it’s likely to be more peaceful around .
What is there to do in South Chicago?
South Shore Hospital and South Shore Hospital are much loved by tourists and locals alike. Tick these attractions off your itinerary and discover what the buzz is about.
Can I go on vacation to South Chicago at this time?
Don’t fly off to South Chicago without up-to-date facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor can fill you in. Our local experts have pulled together all the information you need to make your vacation and flight as stress-free as possible.