Armour Square Vacations from $349

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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.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Price was $586, price is now $349 per person
$349
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,655 reviews)
Hotel was really nice and super clean. Staff were amazing.

Reviewed on Mar 3, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,091, price is now $496 per person
$496
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,422 reviews)
This hotel was super nice and it was clean and we did have to use another hotels valet, but it was no problem because it was right next-door, but the staff was super nice and accommodating. I will definitely stay here again.

Reviewed on Mar 5, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,120, price is now $638 per person
$638
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was $675, price is now $396 per person
$396
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again .

Reviewed on Feb 17, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was $681, price is now $404 per person
$404
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,070 reviews)
Very nice & clean hotel and near the Bean and shops are walkable.

Reviewed on Mar 3, 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

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

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
$101 nightly
The price is $118 total per night from Mar 30 to Mar 31
$118 total
Mar 30 - Mar 31
Total with taxes and fees
8/10 Very Good! (9,916 reviews)
Great location! Friendly staff

Reviewed on Mar 5, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $159 total per night from Mar 15 to Mar 16
$159 total
Mar 15 - Mar 16
Total with taxes and fees
9.4/10 Exceptional! (3,459 reviews)
This hotel was super nice and it was clean and we did have to use another hotels valet, but it was no problem because it was right next-door, but the staff was super nice and accommodating. I will definitely stay here again.

Reviewed on Mar 5, 2026

Hotel Riu Plaza Chicago
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
$123 nightly
The price is $144 total per night from Mar 23 to Mar 24
$144 total
Mar 23 - Mar 24
Total with taxes and fees
8.6/10 Excellent! (5,716 reviews)
Old property bad food long lines

Reviewed on Mar 5, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,808 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

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

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

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$61
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
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.