Magnificent Mile Holidays from AU$3,052

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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.

Top Holiday Package Deals in Magnificent Mile

Price found within the past 48 hours. Click for updated prices.
LakeWood Inn & Suites

LakeWood Inn & Suites

2 out of 5
Price was AU$3,140, price is now AU$3,052 per person
AU$3,052
per person
2 July - 8 July
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
7.2/10 Good! (73 reviews)
Property was nice...exactly what i expected...beds were great..slept like a baby

Reviewed on 20 Oct 2025

The Morris Estate

The Morris Estate

4 out of 5
Price was AU$4,651, price is now AU$4,107 per person
AU$4,107
per person
2 July - 8 July
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
10/10 Exceptional! (128 reviews)
Had a great stay! Great place!

Reviewed on 4 May 2026

The Brewery Lodge Hotel

The Brewery Lodge Hotel

3.5 out of 5
Price was AU$3,852, price is now AU$3,593 per person
AU$3,593
per person
2 July - 8 July
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (831 reviews)
Everything was great other than the bed being super hard. It felt cozy like I was staying at someone’s grandmas house.

Reviewed on 11 May 2026

Holiday Inn Express Hotel & Suites Niles by IHG

Holiday Inn Express Hotel & Suites Niles by IHG

2.5 out of 5
Price was AU$3,684, price is now AU$3,526 per person
AU$3,526
per person
2 July - 8 July
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (749 reviews)
Staff and breakfast was great.

Reviewed on 27 Apr 2026

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$369 per night from 26 May to 27 May
AU$369
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (3,057 reviews)
I have called twice about unauthorized charges on our account and everyone I talk To has a different story about the charges. Check your statements

Reviewed on 12 May 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 AU$258 per night from 25 May to 26 May
AU$258
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,135 reviews)
The staff at the Westin on 900 north Michigan Avenue were super professional check in was fast and nice upgrade

Reviewed on 12 May 2026

The Westin Michigan Avenue Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is AU$219 per night from 26 May to 27 May
AU$219
26 May - 27 May
includes taxes & fees
8/10 Very Good! (10,222 reviews)
I didn't drive. Was close to public transit. Had construction going on in front of hotel, but wasn't given prior warning. Made getting in & out difficult. Came to check in & system was down, leading to a delay in getting our rooms.

Reviewed on 13 May 2026

Congress Plaza Hotel
See all 1,126 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.
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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 AU$3,052. 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$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.