Magnificent Mile Vacations from $237
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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.
Holiday Inn Chicago - Schaumburg by IHG
Save 100% on your flight
Price was $447, price is now $237 per person
$237
per person
Dec 26 - Dec 31
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
16.4/10 Exceptional! (999 reviews)
Rooms were clean and overall the hotel was nice
Reviewed on Nov 1, 2025
Level Chicago – Old Town
Downtown Chicago
Price was $3,257, price is now $1,529 per person
$1,529
per person
Dec 28 - Jan 3
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on Nov 9, 2025
The Westin Michigan Avenue Chicago
Downtown Chicago
Save 100% on your flight
Price was $970, price is now $486 per person
$486
per person
Dec 20 - Dec 23
found 4 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
I didn’t have breakfast. Just coffee from the Starbucks kiosk.
Reviewed on Nov 17, 2025
Wind Creek Southland Casino and Hotel
East Hazel Crest
Save 100% on your flight
Price was $743, price is now $400 per person
$400
per person
Dec 26 - Dec 31
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
18.8/10 Exceptional! (160 reviews)
Everything was great
Reviewed on Nov 19, 2025
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.
Magnificent Mile Hotel Deals
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
$89 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 15
Total with taxes and fees
8.4/10 Very Good! (2,986 reviews)
The room was clean, we got an unexpected upgrade, which was lovely.
Reviewed on Nov 17, 2025
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
Fully refundable
$197 nightly
The price is $226 total per night from Dec 16 to Dec 17
$226 total
Dec 16 - Dec 17
Total with taxes and fees
9/10 Wonderful! (2,566 reviews)
Great location and service
Reviewed on Nov 17, 2025
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $244 total per night from Dec 7 to Dec 8
$244 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (1,602 reviews)
Staff was great. Room was clean and spacious. Great location and able to walk everywhere easily. Bar/restaurant was nice. Only issue we had was with the elevators. They were pretty slow and we had to wait pretty long a few times. Other than that the stay was great and we would definitely stay there ...
Reviewed on Nov 11, 2025
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.
Discover the most popular places to visit in Magnificent Mile
Chicago Water Tower
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 theater scene.
Tribune Tower
You can learn about the history of Chicago with a stop at Tribune Tower. Discover the acclaimed theater scene and notable monuments in this vibrant area.
Lookingglass Theatre
You can enjoy a show at Lookingglass Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
98% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Explore a world of travel with Expedia
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- Chicago Vacations
- Visit Downtown Chicago
- Navy Pier
- Water Tower Place
- Chicago Water Tower
- John Hancock Center
- Chicago Place Mall
- Northwestern Memorial Hospital
- St. James Cathedral
- Driehaus Museum
- Ann and Robert H. Lurie Children's Hospital
- Streeterville Vacations
- Shops at North Bridge
- Holy Name Cathedral
- Michigan Avenue
- Lookingglass Theatre
- Ohio Street Beach
- Prentice Women's Hospital
- Chinese Consulate
- Tribune Tower
- Ronald McDonald House near Lurie Children’s
- Fourth Presbyterian Church
- Broadway Playhouse
- 900 North Michigan Shops
- American Medical Association Headquarters
- Wrigley Building
- Rush Street Vacations
- Milton Lee Olive Park
- Northwestern Pritzker School of Law
- Chicago Riverwalk
- Seneca Park
- Chicago Theatre
- Michigan Avenue Bridge
- Oak Street Beach
- Downtown Chicago Vacations
- Museum of Broadcast Communications
- Marina City
- Newberry Library
- Visit Chicago
- Dave & Buster's
- Carbide and Carbon Building
- House of Blues Chicago
- Aldo Castillo Gallery
- Visit Streeterville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.