Armour Square Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

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

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 Armour Square Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is AU$337 per night from 3 June to 4 June
AU$337
3 June - 4 June
includes taxes & fees
8/10 Very Good! (10,145 reviews)
"Very good location right in the heart of Downtown Chicago."

Reviewed on 26 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is AU$436 per night from 16 June to 17 June
AU$436
16 June - 17 June
includes taxes & fees
9.4/10 Exceptional! (4,263 reviews)
"The staff is very helpful, always ready to answer any question about the hotel or about the city of Chicago. The hotel is very clean , the breakfast is very good with many choices and the staff in the restaurant is excellent. My wife and I stayed in that place for eight days and seven nights and ..."

Reviewed on 27 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is AU$315 per night from 16 June to 17 June
AU$315
16 June - 17 June
includes taxes & fees
7.8/10 Good! (1,476 reviews)
"Everything"

Reviewed on 27 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,730 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 , 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.

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$37
per adult
86% 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$55
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.