Magnificent Mile Vacations from $233
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago - Schaumburg by IHG
Save 100% on your flight
Price was $359, price is now $233 per person
$233
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (999 reviews)
Staff was very courteous however the hotel needs to be updated. One little tiny bar of soap in the room was rather skimpy.
Reviewed on Jan 11, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was $1,825, price is now $935 per person
$935
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $721, price is now $424 per person
$424
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Room was clean, comfortable and quiet.
Reviewed on Jan 30, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $766, price is now $463 per person
$463
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly
Reviewed on Jan 18, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $600, price is now $391 per person
$391
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Service was amazing and the location was perfect. Would definitely stay here again.
Reviewed on Jan 28, 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
5 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
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
Fully refundable
$188 nightly
The price is $221 total per night from Feb 5 to Feb 6
$221 total
Feb 5 - Feb 6
Total with taxes and fees
9/10 Wonderful! (2,777 reviews)
Staff was excellent, room was very clean and great service, the pool was exceptional!
Reviewed on Jan 26, 2026
The Westin Michigan Avenue Chicago
909 North Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Feb 5 to Feb 6
$170 total
Feb 5 - Feb 6
Total with taxes and fees
8.8/10 Excellent! (1,102 reviews)
Dated
Reviewed on Jan 25, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $114 total per night from Feb 1 to Feb 2
$114 total
Feb 1 - Feb 2
Total with taxes and fees
8/10 Very Good! (9,826 reviews)
Awesome location
Reviewed on Jan 30, 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.
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.
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 acclaimed art scene.
Things to do
Chicago Bulls Basketball Game at United Center
$61
per adult
80% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near Chicago Riverwalk
- Hotels with Free Airport Shuttle in Chicago
- Cheap Hotels in Downtown Chicago
- Hotels near Michigan Avenue
- Hotels near River North
- Luxury Hotels in Downtown Chicago
- Hotels with Free Parking in Chicago
- Extended Stay Hotels in Chicago
- Hotels with a View in Downtown Chicago
- Hotels near Navy Pier
- Hotels near The Loop
- Central Chicago Hotels
- Hotels near Millennium Park
- Hotels near Grant Park
- Hotels near Northwestern Memorial Hospital
- Hotels with Suites in Downtown Chicago
- All-inclusive Resorts in Chicago
- Hotels near Streeterville
- Hotels near Chicago Place Mall
- 4 Star Hotels in Downtown Chicago
- Hilton Hotels in Downtown Chicago
- Hotels with Suites in Chicago
- Hotels near St. James Cathedral
- Hotels near Water Tower Place
- Hotels near Driehaus Museum
- Hotels near Chicago Theatre
- Motels in Chicago
- Hotels near Arts Club of Chicago
- Hotels with Free Parking in Streeterville
- Cheap Hotels in Streeterville
- Boutique Hotels in Streeterville
- Extended Stay Hotels in Streeterville
- Hotels near Chicago Water Tower
- Hotels with Bars in Streeterville
- Hilton Hotels in Streeterville
- Hotels with Suites in Streeterville
- Pet-friendly Hotels in Streeterville
- Marriott Hotels & Resorts in Streeterville
- Beach Hotels in Streeterville
- Family Hotels in Streeterville
- Resorts & Hotels with Spas in Streeterville
- Hotels with Restaurants in Streeterville
- Historic Hotels in Streeterville
- Hotel Wedding Venues Hotels in Streeterville
- Hotels with Laundry Facilities in Streeterville
- 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.