Magnificent Mile Vacations from $456
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Reviewed on Sep 29, 2026
Level Chicago - River North
Reviewed on Oct 2, 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
Congress Plaza Hotel
"Housekeeping woke me up early in the morning by banging on the door. Otherwise okay"
Reviewed on Oct 2, 2026
Stay near popular Magnificent Mile attractions
Chicago Water Tower
Lookingglass Theatre
Jean Baptiste Pointe Du Sable Homesite
Things to do
Wendella's 90-min Chicago River Architecture Tour
Explore a world of travel with Expedia
- River North Hotels
- Magnificent Mile Hotels
- Hilton Hotels in Magnificent Mile
- Cabins in Chicago
- Luxury Hotels in Magnificent Mile
- Downtown Chicago Hotels
- Free Parking Hotels in Magnificent Mile
- Hyatt Hotels in Downtown Chicago
- Motels in Chicago
- Hotels in Chicago
- The Loop Hotels
- 4 Star Hotels in Magnificent Mile
- 5 Star Hotels in Magnificent Mile
- Delta Air Lines Atlanta (ATL) to Chicago (MDW) flights
- Flights to Evanston
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights to Rosemont
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- Flights to Oak Park
- Flights to Midway Intl.
- Flights to Berwyn
- Flights to Chicago
- Flights from Atlanta (ATL) to Chicago (MDW)
- Oak Park Vacations
- Visit Rush Street
- Where to stay in North Pullman
- Bensenville Vacations
- Chicago Water Tower
- Central Chicago All Inclusive Vacation Packages
- Where to stay in South Side
- Schaumburg Vacations
- Visit Magnificent Mile
- Where to stay in Glenview
- Chicago All Inclusive Vacation Packages
- Visit Chicago
- Rosemont Vacations
- Where to stay in Oakbrook Terrace
- Art Institute of Chicago
- Chicago Vacations
- Where to stay in Chicago
- Bellwood Vacations
- Westchester Vacations
- Central Chicago All Inclusive Vacation Packages
- Visit West Loop
- Central Chicago All Inclusive Vacation Packages
- Where to stay in Rosemont
- Visit Streeterville
- Where to stay in Cicero
- Visit Lincoln Park
- Chicago All Inclusive Vacation Packages
- Chicago All Inclusive Vacation Packages
- Visit United Center
- Visit The Loop
- Where to stay in Central Chicago
- Where to stay in Oak Park
- Chicago All Inclusive Vacation Packages
- Darien Vacations
- Where to stay in Bridgeview
- Navy Pier
- Where to stay in Evanston
- Chicago All Inclusive Vacation Packages
- Blue Island Vacations
- Chicago All Inclusive Vacation Packages
- Downtown Chicago Vacations
- Central Chicago All Inclusive Vacation Packages
- Visit Downtown Chicago
- Visit South Loop
- Chicago Cultural Center
- Visit Gold Coast
- Central Chicago All Inclusive Vacation Packages
- Car rentals near Chicago
- Minivan Car Rentals in Chicago
- SUV Car Rentals in Chicago
- Hertz Rental Cars in Downtown Chicago
- Car rentals near River North
- Car rentals near Magnificent Mile
- Car rentals near Downtown Chicago
- Car rentals near The Loop
- Car rentals near Streeterville
- Enterprise Rental Cars in Downtown Chicago