
Streeterville Holidays from AU$963
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Streeterville Holiday
Experience the best that Streeterville has to offer with a Streeterville holiday package. From its families and history to its culture and more, you'll quickly be won over by this lakeside neighbourhood. Wondering what to see and do during your trip to Streeterville? Nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago are excellent places to start. Don't just wish for it — turn it into reality! Lock in your perfect Streeterville holiday with Expedia and experience travel your way.
Top Holiday Package Deals in Streeterville

theWit Chicago, a Hilton Hotel
Reviewed on 7 Oct 2025

Pendry Chicago
Reviewed on 11 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Reviewed on 4 Oct 2025

Swissotel - Chicago
Reviewed on 9 Oct 2025

Fairmont Chicago at Millennium Park
Reviewed on 10 Oct 2025
Our guide on where to stay in Streeterville

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 Streeterville Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Reviewed on 6 Oct 2025

The Whitehall Hotel, BW Premier Collection
Reviewed on 7 Oct 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Reviewed on 7 Oct 2025
Frequently asked questions
Discover the most popular places to visit in Streeterville

Water Tower Place
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

875 North Michigan Avenue
You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its fascinating museums.
360 CHICAGO
You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.
Activities

Skydeck - Willis Tower Admission
