Armour Square Holidays from AU$2,046

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Your Armour Square Holiday

History, cafes and dining are just the start of the things to look forward to when you book a holiday package to Armour Square. Whether you're in search of relaxation, adventure or something else, this residential neighbourhood offers it all. When it's time to get out and explore, you'll find loads of awesome attractions nearby including Guaranteed Rate Field, Illinois Institute of Technology and Bridgeport Art Centre. Tick off one or all during your trip to Armour Square. No matter your travel plans or budget, booking the ultimate Armour Square holiday is easy with Expedia.

Top Holiday Package Deals in Armour Square

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
12 Aug - 16 Aug
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (1,785 reviews)
I like that it was so close to the nightlife.

Reviewed on 6 Jul. 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
12 Aug - 16 Aug
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The Front Desk was not very friendly a) I wanted to inform my late arrival but front desk was very difficult to reach b) Asked Front desk of my options to go to airport at 3:00am. He was not polite.

Reviewed on 7 Jul. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
12 Aug - 16 Aug
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
From the moment we arrived, this hotel exceeded every expectation. The staff greeted us warmly and went out of their way to make us feel welcome. Check-in was seamless, and our room was ready way before regular check in time. The room itself was immaculate—beautifully designed, stunning view of the lake, spacious, and stocked with every amenity we could need. The bed was exceptionally comfortable, and the housekeeping by Maggie kept everything spotless throughout our stay. What truly set this property apart was the attention to detail and the personalized service. Every staff member we encountered was courteous, professional, and genuinely invested in our comfort especially Pablo Criado. Whether it was the concierge helping us plan a day of sightseeing or the restaurant staff remembering our preferences, the service was simply world-class. The on-site dining was another highlight. Each meal was delicious. The breakfast/brunch was especially impressive, offering a wide variety of high-quality options. Our waiter for dinner was Alex and the service was outstanding. The property itself is stunning, with beautifully views, perfect location and excellent amenities and the spa experience was top-notch, Jessica was amazing with her massage service. We’ve stayed at many luxury hotels, but this one stands out for its exceptional service, thoughtful touches, and warm hospitality. We can’t wait to return and highly recommend it to anyone looking for an unforgettable stay.

Reviewed on 6 Jul. 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
12 Aug - 16 Aug
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (1,950 reviews)
The property was very nice until we got to the room. The room seemed more dark and dingy. Very expensive for the quality of the room. Staff were extremely nice and the hotel was more central to different parks and modes of transportation.

Reviewed on 2 Jul. 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
12 Aug - 16 Aug
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (3,439 reviews)
Great location, clean, safe and perfect amenities!

Reviewed on 6 Jul. 2025

Our guide on where to stay in Armour Square

Find the best Armour Square areas and neighborhoods for the activities you enjoy most. Learn more about Armour Square
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Our pick of the best Armour Square 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$513 per night from 7 Aug to 8 Aug
AU$513
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (1,978 reviews)
"Great hotel."

Reviewed on 5 Jul. 2025

InterContinental Chicago Magnificent Mile by IHG
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$256 per night from 4 Aug to 5 Aug
AU$256
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,891 reviews)
"I have stayed here a couple of times. The location is awesome. It is easy to walk places, catch a bus, or a train. The staff are very nice, and check-in and check-out are a breeze. The only thing I wish were better was the AC. It is set on an old unit, and we were not able to make it cooler."

Reviewed on 6 Jul. 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 10 July to 11 July
AU$301
10 July - 11 July
includes taxes & fees
8.8/10 Excellent! (2,377 reviews)
"Friendly staff, beautiful views, excellent location"

Reviewed on 5 Jul. 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,500 properties in Armour Square
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 an Armour Square holiday package cost?
Starting from as low as AU$2,046, you can tailor your Armour Square package the way you want. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Armour Square?
You'll save a ton of money if you combine your hotels, car rentals and flights into an Armour Square travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1 000 000 hotels across the world, which means you'll always have plenty of variety to choose from. Like to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Armour Square?
Most visitors who travel to Armour Square include University of Chicago and Chicago Museum of Science and Industry on their must-see lists. Why not consider a hotel that's close to these great attractions?
How far in advance should I book my Armour Square holiday?
Reserving your flight 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. This is usually the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Armour Square will sometimes occur just a few weeks before departure.
What does an Expedia Armour Square travel package include?
You can select from a combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like tours and experiences. Want to pick your airfare class? That's possible too. The choice is yours when it comes to putting together your dream Armour Square trip.
What should I know before booking an Armour Square travel package?
Discover deals that suit your budget with an Expedia package. Hotels, flights, rental cars --- we have everything you need to plan your escape. You'll save big dollars just by bundling your bookings. Whether you're heading away on an adventure in the snow or sunning yourself on a warm beach, your dream getaway is just clicks away.
Can I choose my airline with an Armour Square Expedia holiday package?
Yes, you're in control. We offer more than 550 airlines all over the world, so you can design your Armour Square trip according to your travel preferences.
If I'm not able to travel, can I cancel my Armour Square holiday package?
You can. We realise even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Armour Square holiday package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Armour Square

Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

4.5/5(73 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

4.5/5(47 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Chicago White Sox Baseball Game at Guaranteed Rate Field

AU$50
per adult
Chicago White Sox Baseball Game at Guaranteed Rate Field
River tour boat in Chicago

Architecture River Tour

AU$76
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$70
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.