Armour Square Holidays from AU$1,953

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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.
Sheraton Suites Chicago Elk Grove

Sheraton Suites Chicago Elk Grove

3.5 out of 5
Price was AU$2,924, price is now AU$1,953 per person
AU$1,953
per person
1 Feb - 8 Feb
found 3 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
16/10 Exceptional! (1,002 reviews)
There was only one elevator working, but they had the service elevator working as well. There was still a long wait for an elevator at times. There was no cooling system available in the room was hot, so we left the windows open. When we got there, there was pubic hair in the bathtub and a used wash cloth laying underneath the shower curtain on the tub side other than that or stay was pleasant

Reviewed on 18 Nov 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Price was AU$3,042, price is now AU$2,012 per person
AU$2,012
per person
1 Feb - 8 Feb
found 3 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
17.2/10 Exceptional! (2,617 reviews)
The rooms were ok. There is little counter space and it looks and feels a little old and needs a refresh.

Reviewed on 21 Nov 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was AU$3,043, price is now AU$2,014 per person
AU$2,014
per person
1 Feb - 8 Feb
found 3 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
14.4/10 Exceptional! (1,003 reviews)
The room was clean but the air flow was terrible. Very stuffy and felt like the dust particles was in the room. Maybe the air filters should be change.

Reviewed on 17 Nov 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was AU$2,991, price is now AU$1,981 per person
AU$1,981
per person
1 Feb - 8 Feb
found 3 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
18/10 Exceptional! (2,591 reviews)
The staff were amazing! Went above and beyond expectations. Our room was so fun watching planes land and take off! Hotel was very clean and beds very comfortable! We will be staying again.

Reviewed on 19 Nov 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was AU$4,074, price is now AU$2,711 per person
AU$2,711
per person
1 Feb - 8 Feb
found 3 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
16.4/10 Exceptional! (2,158 reviews)
Rooms are a little dated, but clean and comfortable. Location across from the airport is quite convenient. Carry out café was good. Sit down restaurant had very tasty dinners and huge portions. Staff was consistentlyknowledgeable, polite, and cheerful.

Reviewed on 20 Nov 2025

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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

4 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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 23 Dec to 24 Dec
AU$225
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (2,073 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!

Reviewed on 18 Nov 2025

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 21 Dec to 22 Dec
AU$159
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (5,271 reviews)
Great location. Fantastic staff. Breakfast was absolutely amazing. Only issue we had was insufficient bath towels and front desk resolved this quickly. I would gladly stay here again without a doubt

Reviewed on 18 Nov 2025

Embassy Suites by Hilton Chicago Downtown River North
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$151 per night from 7 Dec to 8 Dec
AU$151
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (3,335 reviews)
Friendly staff, clean rooms

Reviewed on 19 Nov 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,748 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.
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Frequently asked questions

How much does an Armour Square holiday package cost?
Starting from as low as AU$1,953, 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

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$68
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$38
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$69
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.