
South Loop Holidays from AU$3,142
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your South Loop Holiday
Cafes, bars and pubs and history are just the start of the things waiting for you when you lock in a holiday package to South Loop. Whether you're craving adventure, relaxation or something else, this commercial neighbourhood is likely to have it. Not sure what to see and do during your trip to South Loop? Nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago are good places to begin. Expedia will help you turn your ideal South Loop holiday into reality, whatever your budget or travel plans.
Top Holiday Package Deals in South Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on 10 Aug. 2025


Level Chicago - River North
Reviewed on 27 Jul. 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Reviewed on 9 Aug. 2025

LondonHouse Chicago, Curio Collection by Hilton
Reviewed on 10 Aug. 2025
Our guide on where to stay in South Loop

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best South Loop Hotel Deals

Congress Plaza Hotel
Reviewed on 11 Aug. 2025

Hilton Chicago
Reviewed on 8 Aug. 2025

Travelodge by Wyndham Downtown Chicago
Reviewed on 9 Aug. 2025
Frequently asked questions
Discover the most popular places to visit in South Loop
Columbia College Chicago
Walk around the campus at Columbia College Chicago during your visit to Chicago. Discover the entertainment choices and notable monuments in this vibrant area.
Activities

Chicago's Dark Side Self-Guided Smartphone Walking Tour

Field Museum of Natural History Ticket with Self-Guided Audio Tour
More holiday ideas
Expedia's Latest Trends
- Tanoa International Hotel
- ibis Brisbane Airport Hotel
- Domain Serviced Apartments
- Bellarine Bayside Holiday Parks
- Mykonos hotels
- Port Macquarie hotels
- Castle at Kona Reef
- Tamworth hotels
- Downtown Chicago Hotels
- Downtown Atlanta Hotels
- Melbourne hotels
- Ramada Suites by Wyndham Wailoaloa Beach Fiji
- Carmel by the Sea
- The Rose Residence Bangkok
- Life Hotel New York
- Mayfair Plaza Motel
- Near North Side Hotels