Armour Square Vacations from $216

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Your Armour Square Vacation

History, cafes and dining are just the start of the things to look forward to when you book a vacation package to Armour Square. Whether you're in search of relaxation, adventure or something else, this residential neighborhood 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 Center. Tick off one or all during your trip to Armour Square. No matter your travel plans or budget, booking the ultimate Armour Square vacation is easy with Expedia.

The Latest Armour Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Aurora North - Naperville by IHG

Holiday Inn Aurora North - Naperville by IHG

3 out of 5
West Aurora
Save 100% on your flight
Price was $342, price is now $216 per person
$216
per person
Apr 17 - Apr 21
found 1 hour ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
7.8/10 Good! (807 reviews)
When the weather is extremely cold, I would suggest warming up the customer’s room before they use it, and most people when they travel they need an iron for their clothes, I would suggest you guys start putting this in the rooms, on the websites it says that you guys have a bar and a lounge but you guys don’t have it it’s still being built, on the website the gym looks extremely big but it’s very small with like 6 gym equipments, other than that great customer service and great room service, the rooms are pretty clean. I would definitely stay here again.

Reviewed on Jan 25, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $637, price is now $373 per person
$373
per person
May 1 - May 4
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $679, price is now $423 per person
$423
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Room was clean, staff was so polite and kind and very helpful. We took our 3 year old daughter with us and they were kind to her and welcoming! (That means a lot - not all hotels are welcoming to small children.) they made sure to open the doors for us each time we came in with our stroller. We will absolutely be back to the Riu in Chicago! 10/10

Reviewed on Feb 9, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $736, price is now $463 per person
$463
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $634, price is now $407 per person
$407
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Service was amazing and the location was perfect. Would definitely stay here again.

Reviewed on Jan 28, 2026

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 showing a city

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

Armour Square Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $112 total per night from Feb 11 to Feb 12
$112 total
Feb 11 - Feb 12
Total with taxes and fees
8/10 Very Good! (9,873 reviews)
Establish was great, Steve the doorman was awesome!

Reviewed on Feb 9, 2026

Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $230 total per night from Mar 7 to Mar 8
$230 total
Mar 7 - Mar 8
Total with taxes and fees
8.2/10 Very Good! (2,218 reviews)
Food at sports bar was great along with the service. Bedding was top notch, room clean& nice TV

Reviewed on Feb 9, 2026

Hilton Chicago O'Hare Airport
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
$103 nightly
The price is $120 total per night from Feb 22 to Feb 23
$120 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (5,647 reviews)
Staff was great! Rooms were good. It was very noisy and the elevators were a nightmare at all times.

Reviewed on Feb 9, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,787 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Armour Square

South Wentworth Street

South Wentworth Street

You can find the perfect gifts to bring home at South Wentworth Street during your stay in Chicago. Amble around this family-friendly area's Chinatown and enjoy its top-notch restaurants.

South Wentworth Street

Chinese American Museum of Chicago

You can spend an afternoon exploring the galleries in Chinese American Museum of Chicago in Chicago. Amble around this family-friendly area's Chinatown and enjoy its top-notch restaurants.

Chinese American Museum of Chicago

On Leong Building

You can learn about the history of Chicago with a trip to On Leong Building. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

On Leong Building

Things to do

Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$166
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

$38
per adult
98% of travellers recommend
Flyover in 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.