Armour Square Vacations from $355

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $550, price is now $355 per person
$355
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,573 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on Mar 4, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $773, price is now $403 per person
$403
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Outstanding hotel with a great location

Reviewed on Mar 7, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $688, price is now $409 per person
$409
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

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,056, price is now $683 per person
$683
per person
May 21 - May 26
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Every activity I did was no further than 10 minutes away from the hotel.

Reviewed on Mar 7, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $674, price is now $440 per person
$440
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Great location, kind staff, clean room. Shower head was a little odd but they have a hand held mode as well which worked better. Would visit again!

Reviewed on Mar 7, 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 Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (9,925 reviews)
Staff is very polite and friendly! Grant gardens and bus stops are very convenient. Beautiful views. Historical building and safe feeling.

Reviewed on Mar 7, 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
$156 nightly
The price is $183 total per night from Mar 24 to Mar 25
$183 total
Mar 24 - Mar 25
Total with taxes and fees
9.4/10 Exceptional! (3,476 reviews)
Outstanding hotel with a great location

Reviewed on Mar 7, 2026

Hotel Riu Plaza Chicago
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
$104 nightly
The price is $122 total per night from Mar 18 to Mar 19
$122 total
Mar 18 - Mar 19
Total with taxes and fees
9/10 Wonderful! (3,882 reviews)
Parking was very expensive. Fitness areas were good. Room was ok.

Reviewed on Mar 7, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,815 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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$26
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
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.