Streeterville Vacations from $534
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Your Streeterville Vacation
Experience the best that Streeterville has to offer with a Streeterville vacation package. From its families and history to its culture and more, you'll quickly be won over by this lakeside neighborhood. 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 vacation with Expedia and experience travel your way.
The Latest Streeterville Vacation Packages
Swissotel - Chicago
Reviewed on Aug 25, 2026
Hotel Riu Plaza Chicago
Reviewed on Aug 25, 2026
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.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Streeterville Hotel Deals
The Chicago Hotel Collection - Magnificent Mile
"Room had a horrible smell and when brought to management’s attention they just dismissed it. No resolution. Refused to change my room."
Reviewed on Aug 25, 2026
Hotel Riu Plaza Chicago
"What an amazing hotel it is!! I just loved it. Might go again to Chicago and stay at RIU plaza❤️"
Reviewed on Aug 25, 2026
The Wade
"Would stay here again. Loved the view. And easy access to everything downtown"
Reviewed on Aug 25, 2026
Stay near popular Streeterville attractions
Water Tower Place
875 North Michigan Avenue
Chicago Children's Museum
Tribune Tower
900 North Michigan Shops
Museum of Contemporary Art Chicago
360 CHICAGO
Broadway Playhouse
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Ticket
Explore a world of travel with Expedia
- Fourth Presbyterian Church
- Chinese Consulate
- Tribune Tower
- Aon Center
- The Loop Vacations
- River North Vacations
- St. John Cantius Church
- Milton Lee Olive Park
- Michigan Avenue Bridge
- Northwestern Pritzker School of Law
- Chicago Place Mall
- Daley Plaza
- Wrigley Field
- Robie House
- Marshall Field Building
- Northwestern Memorial Hospital
- Chicago Children's Museum
- The Salt Shed
- Lincoln Park Zoo
- 311 S Wacker Dr
- Civic Opera House
- Cibc Theatre
- Merchandise Mart
- Cna Center
- Gold Coast Vacations
- Bridgehouse and Chicago River Museum
- Museum of Contemporary Art Chicago
- Millennium Park
- Richard J. Daley Center
- Grant Park
- Richard Norton Gallery
- State Street
- Downtown Chicago Vacations
- Montrose Beach
- Annunciation Greek Orthodox Cathedral
- Goodman Theater
- Chicago Museum Campus Vacations
- Chicago Harbor Lighthouse
- Harold Washington Library Center
- Chicago Symphony Orchestra
- Navy Pier
- Bally's Casino Chicago
- Shops at North Bridge
- Ann and Robert H. Lurie Children's Hospital
- International Museum of Surgical Science
- Chicago History Museum
- Roosevelt University
- North Avenue Beach
- Auditorium Building and Theatre
- 333 West Wacker Drive
- Depaul University-Loop Campus
- Oak Street Beach
- St. James Cathedral
- Chicago Loop Synagogue
- The East Bank Club
- Chicago Vacations
- Marina City
- Near North Side Vacations
- Rookery
- Amazing Chicago's Funhouse Maze
- Ronald McDonald House near Lurie Children’s
- Michigan Avenue
- Smith Museum of Stained Glass Windows
- Lincoln Park Conservatory
- Crown Fountain
- Ohio Street Beach
- Prentice Women's Hospital
- Picasso Statue
- 900 North Michigan Shops
- Unity Temple
- Chicago City Hall
- Chicago Cultural Center
- Aldo Castillo Gallery
- Skydeck Ledge
- Chicago Water Tower
- Cooking & Hospitality Institute of Chicago
- Cadillac Palace Theatre
- Driehaus Museum
- Chicago Riverwalk
- Buckingham Fountain
- Carbide and Carbon Building
- Art Institute of Chicago
- Monadnock Building
- Maggie Daley Park
- Willis Tower
- Dave & Buster's
- Holy Name Cathedral
- Chicago Board of Trade Building
- Magnificent Mile Vacations
- Chase Tower
- House of Blues Chicago
- Lake Point Tower
- Wrigley Building
- University of Illinois Chicago
- 875 North Michigan Avenue
- Fisher Building
- Sullivan Center
- Water Tower Place
- 360 CHICAGO