Magnificent Mile Vacations from $435
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Your Magnificent Mile Vacation
If you're wanting an affluent escape, our Magnificent Mile vacation packages are the answer. Whether you're seeking cafes, shopping or history, this neighborhood has a bit of something for everyone. Your trip to Magnificent Mile wouldn't be complete without a visit to popular attractions nearby such as Millennium Park, Willis Tower and Art Institute of Chicago. No matter what your dream Magnificent Mile vacation may look like, you can make it a reality with Expedia.
The Latest Magnificent Mile Vacation Packages
Level Chicago – Old Town
Reviewed on Sep 19, 2026
Trump International Hotel & Tower Chicago
Reviewed on Sep 19, 2026
Where to stay in Magnificent Mile
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.
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.
West Loop
Consider a visit to The Old Post Office and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
Magnificent Mile Hotel Deals
InterContinental Chicago Magnificent Mile by IHG
The Westin Michigan Avenue Chicago
"Hotel is in a nice area but for the price I expected the rooms to be better. Rooms are very outdated I would stay somewhere else"
Reviewed on Sep 18, 2026
River Hotel
"The elevator system needs to be updated."
Reviewed on Sep 19, 2026
Stay near popular Magnificent Mile attractions
Chicago Water Tower
Lookingglass Theatre
Jean Baptiste Pointe Du Sable Homesite
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Explore a world of travel with Expedia
- Water Tower Place
- Aon Center
- Milton Lee Olive Park
- Lake Point Tower
- Northwestern Memorial Hospital
- Richard J. Daley Center
- Tribune Tower
- Chicago Place Mall
- State Street
- The East Bank Club
- St. John Cantius Church
- Chicago Cultural Center
- 875 North Michigan Avenue
- Oak Street Beach
- Near North Side Vacations
- Chicago Riverwalk
- Downtown Chicago Vacations
- House of Blues Chicago
- Aldo Castillo Gallery
- 360 CHICAGO
- Chicago City Hall
- Chicago Harbor Lighthouse
- Lincoln Park Zoo
- Chicago History Museum
- Cadillac Palace Theatre
- Fisher Building
- Fourth Presbyterian Church
- Bridgehouse and Chicago River Museum
- The Salt Shed
- 311 S Wacker Dr
- Prentice Women's Hospital
- Unity Temple
- Ronald McDonald House near Lurie Children’s
- Ohio Street Beach
- Cyrus McCormick Mansion
- Monadnock Building
- North Avenue Beach
- Chicago Loop Synagogue
- Rookery
- Daley Plaza
- Wrigley Building
- Cibc Theatre
- University of Illinois Chicago
- Chicago Children's Museum
- Michigan Avenue
- Picasso Statue
- Chicago Museum Campus Vacations
- Carbide and Carbon Building
- 333 West Wacker Drive
- Cna Center
- Millennium Park
- Grant Park
- Marina City
- Skydeck Ledge
- Bally's Casino Chicago
- Maggie Daley Park
- Ann and Robert H. Lurie Children's Hospital
- River North Vacations
- International Museum of Surgical Science
- Chinese Consulate
- Robie House
- Chicago Temple
- The Loop Vacations
- Gold Coast Vacations
- Wrigley Field
- Driehaus Museum
- Shops at North Bridge
- Crown Fountain
- Northwestern Pritzker School of Law
- Merchandise Mart
- St. James Cathedral
- 900 North Michigan Shops
- Chase Tower
- Buckingham Fountain
- Amazing Chicago's Funhouse Maze
- Marshall Field Building
- Roosevelt University
- Willis Tower
- Montrose Beach
- Chicago Board of Trade Building
- Art Institute of Chicago
- Chicago Vacations
- Michigan Avenue Bridge
- Cooking & Hospitality Institute of Chicago
- Goodman Theater
- Navy Pier
- Civic Opera House
- Lincoln Park Conservatory
- Museum of Contemporary Art Chicago
- Streeterville Vacations
- Harold Washington Library Center
- Depaul University-Loop Campus
- Annunciation Greek Orthodox Cathedral
- Auditorium Building and Theatre
- Dave & Buster's
- Richard Norton Gallery
- Chicago Symphony Orchestra
- Chicago Water Tower
- Holy Name Cathedral