Magnificent Mile Holidays

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Your Magnificent Mile Holiday

If you're wanting an affluent escape, our Magnificent Mile holiday packages are the answer. Whether you're seeking cafes, shopping or history, this neighbourhood 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 holiday may look like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Aug 6 - Aug 8

    Chicago Marriott Suites Deerfield + Flight

    Deerfield
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,009 reviews)
    "The staff was very helpful"
    Reviewed June 8, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,360
    AU$2,271
    per traveller
    found 1 day ago
    Chicago Marriott Suites Deerfield
  • Smart TV
    Aug 6 - Aug 7

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    1 night
    4.0 star property
    9.2/10 - Wonderful (493 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 2 stops ORD - SYD • 2 stops
    AU$2,760
    AU$2,634
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
    Aug 6 - Aug 7

    Nobu Hotel Chicago + Flight

    Downtown Chicago
    1 night
    5.0 star property
    9.4/10 - Exceptional (864 reviews)
    "Beautiful"
    Reviewed June 8, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 2 stops ORD - SYD • 2 stops
    AU$2,757
    AU$2,660
    per traveller
    found 1 day ago
    Nobu Hotel Chicago
  • Lobby
    Aug 6 - Aug 8

    Embassy Suites by Hilton Chicago Lombard Oak Brook + Flight

    Lombard
    2 nights
    3.5 star property
    8.2/10 - Very good (1,617 reviews)
    "Very nice staff. Great breakfast. Security to make you feel safe."
    Reviewed June 7, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,362
    AU$2,287
    per traveller
    found 1 day ago
    Embassy Suites by Hilton Chicago Lombard Oak Brook
  • Bar (on property)
    Aug 6 - Aug 8

    Wyndham Garden Schaumburg Chicago Northwest + Flight

    Schaumburg
    2 nights
    3.0 star property
    6.8/10 - (1,009 reviews)
    "My stay was great"
    Reviewed June 2, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,351
    AU$2,284
    per traveller
    found 1 day ago
    Wyndham Garden Schaumburg Chicago Northwest

Our guide on 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

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

Our pick of the best 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 AU$379 per night from 1 July to 2 July
AU$379
1 July - 2 July
includes taxes & fees
9.2/10 Wonderful! (3,089 reviews)
"Everything with this hotel stay went smoothly, from the valet parking, easy check-in, staff bringing luggage to our room to the most comfortable bed, spacious room and bathroom, and so convenient to everything in downtown Chicago. Loved our visit and would definitely stay again!"

Reviewed on 8 June 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
The price is AU$314 per night from 7 July to 8 July
AU$314
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (1,148 reviews)
"Stay was amazing, local to everything"

Reviewed on 6 June 2026

The Westin Michigan Avenue Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 29 June to 30 June
AU$229
29 June - 30 June
includes taxes & fees
8/10 Very Good! (10,221 reviews)
"Fantastic room and location."

Reviewed on 9 June 2026

Congress Plaza Hotel
See all 1,115 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Magnificent Mile holiday package cost?
Create unforgettable memories with our Magnificent Mile holiday packages, which start from only . 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 holiday 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 favourites with many travellers.
How far in advance should I book my Magnificent Mile holiday?
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 holiday homes such as beachfront villas and city residences. You've got loads of choices!
Can I choose my airline with a Magnificent Mile Expedia holiday 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 holiday 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 holiday 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.

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

AU$64
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Art Institute of Chicago

Art Institute of Chicago

AU$56
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.