Magnificent Mile Vacations from ￥55,265

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    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Magnificent Mile Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Best Western River North Hotel

Best Western River North Hotel

2.5 out of 5
Downtown Chicago
Price was ￥60,435, price is now ￥55,265 per person
￥55,265
per person
Mar 6 - Mar 8
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
7.8/10 Good! (1,012 reviews)
Really enjoyed this hotel great location price is good too! Staff very nice , but $100 each day for deposit is kinda crazy… besides that good.

Reviewed on Jan 13, 2026

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Price was ￥74,384, price is now ￥61,868 per person
￥61,868
per person
Mar 6 - Mar 8
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!

Reviewed on Jan 9, 2026

Chicago Marriott Suites Deerfield

Chicago Marriott Suites Deerfield

4 out of 5
Price was ￥65,799, price is now ￥57,787 per person
￥57,787
per person
Mar 6 - Mar 8
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
Excellent quick check in

Reviewed on Jan 6, 2026

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

4 out of 5
Downtown Chicago
Price was ￥63,783, price is now ￥56,710 per person
￥56,710
per person
Mar 6 - Mar 8
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Room was clean, staff was amazing, but only thing was that we had asked them to tidy up the room when we went out from brunch and when we came back nothing was touched. Ended up having to call

Reviewed on Jan 10, 2026

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Downtown Chicago
Price was ￥71,595, price is now ￥63,716 per person
￥63,716
per person
Mar 6 - Mar 8
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
8.8/10 Excellent! (1,883 reviews)
Staff was wonderful and the city is amazin

Reviewed on Jan 14, 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 showing a city

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.

Find hotels in Downtown Chicago

Magnificent Mile Hotel Deals

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
The price is ￥24,718 per night from Jan 22 to Jan 23
￥24,718
￥34,087 total
Jan 22 - Jan 23
includes taxes & fees
9/10 Wonderful! (2,727 reviews)
Excellent view

Reviewed on Jan 14, 2026

InterContinental Chicago Magnificent Mile by IHG
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥18,111 per night from Feb 5 to Feb 6
￥18,111
￥26,013 total
Feb 5 - Feb 6
includes taxes & fees
8.8/10 Excellent! (1,100 reviews)
Great location. Easy to walk along the Magnificent Mile. Rooms were clean and staff very friendly and helpful

Reviewed on Jan 7, 2026

The Westin Michigan Avenue Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥20,659 per night from Feb 1 to Feb 2
￥20,659
￥28,901 total
Feb 1 - Feb 2
includes taxes & fees
8.4/10 Very Good! (2,530 reviews)
Great staff, good location .

Reviewed on Jan 14, 2026

Hilton Chicago
See all 1,114 properties in Magnificent Mile
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.

Frequently asked questions

How much does a Magnificent Mile vacation package cost?
Create unforgettable memories with our Magnificent Mile vacation packages, which start from only ￥55,265. Choose the hotels and flights that match your travel plans. Then, add on one or two tours or experiences for an incredible getaway.
How do I get a cheap travel package to Magnificent Mile?
Browse and book everything in one place with our Magnificent Mile vacation packages. We have deals on flights, hotels and more that'll keep your hip pocket happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the world to pick from, there are endless opportunities to mix and match all you want.
Where should I stay in Magnificent Mile?
Take the leg work out of sightseeing by staying in a hotel just around the corner from Magnificent Mile's biggest attractions. McCormick Place and Millennium Park are two of the most popular.
What are the top hotels in Magnificent Mile?
If it's your first time in Magnificent Mile, make a reservation at InterContinental Chicago Magnificent Mile, an IHG Hotel or The Westin Michigan Avenue Chicago. Both hotels offer friendly service and are favorites with many travelers.
How far in advance should I book my Magnificent Mile vacation?
Reserving your flights early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Typically, this is the cheapest time to book. If circumstances have left you booking late, low prices to Magnificent Mile sometimes become available in the weeks leading up to departure.
What does an Expedia Magnificent Mile travel package include?
Expedia has all you need to book your Magnificent Mile escape, but what your package looks like depends on you. Pick from any combination of rental cars, flights and hotels. Looking for some tours or activities to fill in your time? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to meet your needs.
What should I know before booking a Magnificent Mile travel package?
Booking all the parts of your trip together is one of the best ways to save. Bundle your flights, car rentals and hotels into one little package. But it's not just hotels. Expedia features all types of properties, including vacation rentals such as beachfront villas and city residences. You've got loads of choices!
Can I choose my airline with a Magnificent Mile Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Magnificent Mile vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've booked your Magnificent Mile vacation package in the last 24 hours, you may be able to cancel or change it without penalty. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,889
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,845
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,263
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.