Magnificent Mile Vacations from $376
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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
Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
$376
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,841 reviews)
I didn’t like the fact that they said I would get a discount on being a senior citizen. The party lied and price was more
Reviewed on Oct 20, 2026
Swissotel - Chicago
Downtown Chicago
$542
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,523 reviews)
The first room I checked in to had the door not flushly closing, and looked like someone had pried their way into the room.
I checked in at 2:30am after driving from the Green Bay Packers football game in Green Bay, and they insisted that I check out at 11am.
After two or three calls, they managed to delay it to 12:30pm.
They want a $100 an hour for every hour you stay in the room after 11am and they very aggressively enforce it.
I did not pay this amount and won't be staying at this hotel again and recommend that they change their customer service approach or clients will be choosing other hotels.
Reviewed on Oct 21, 2026
The Emily Hotel
Downtown Chicago
$624
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
We were a bit underwhelmed with our stay at The Emily Hotel, especially considering the price. The rooms were very dark, with limited lighting, which made it difficult to get ready. We also found that the hotel was lacking in amenities, which was disappointing given the overall cost of the stay. While the hotel has a stylish aesthetic and a great location, we felt that the experience didn’t quite justify the price. For what you pay, we would have expected brighter, more functional rooms and a few more amenities to make the stay feel worthwhile. Overall, it was fine, but we felt it was expensive for what was offered.
Reviewed on Oct 20, 2026
Where to stay in Magnificent Mile
Find the best Magnificent Mile areas and neighborhoods for the activities you enjoy most. Learn more about Magnificent Mile
Downtown Chicago
4 out of top 10 points of interest in this area
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
505 N Michigan Ave Chicago IL
Fully refundable
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
The Westin Michigan Avenue Chicago
909 North Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$191 nightly
$227 total
Nov 12 - Nov 13
Total with taxes and fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
$127 total
Nov 11 - Nov 12
Total with taxes and fees
8/10 Very Good! (10,176 reviews)
"The room I stayed in 1270 was terrible maintained. It was clean but shower seemed to have be poorly repaired too many times, toilet was loose and a bit crooked, the door nob on the bathroom door coming off, door on the dresser also crooked and tiles on the bathroom floor broken. The hotel does not ..."
Reviewed on Oct 21, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Magnificent Mile attractions
Chicago Water Tower
9.0/10 (1,235 reviews)
You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Jean Baptiste Pointe Du Sable Homesite
Find out about the history of Chicago with a stop at Jean Baptiste Pointe Du Sable Homesite. Amble around this vibrant area's riverfront or experience its entertainment choices.
Lookingglass Theatre
10.0/10 (2 reviews)
You can enjoy a show at Lookingglass Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Things to do
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.