Armour Square Vacations from $388

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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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was $613, price is now $388 per person
$388
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Staff very friendly.

Reviewed on Sep 16, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,385, price is now $771 per person
$771
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Beautiful hotel centrally located

Reviewed on Sep 16, 2025

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Save 100% on your flight
Price was $653, price is now $396 per person
$396
per person
Dec 8 - Dec 14
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
7.6/10 Good! (1,005 reviews)
Two mornings received poor service at breakfast. King bed in room. Could not open cabinet

Reviewed on Sep 15, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,106, price is now $680 per person
$680
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
First time but won’t be the last. Very nice place with lots to do right around there.

Reviewed on Sep 9, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $732, price is now $463 per person
$463
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,121 reviews)
Very easy check-in and attractive room and restaurant options.

Reviewed on Sep 15, 2025

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

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
$175 nightly
The price is $206 total per night from Sep 22 to Sep 23
$206 total
Sep 22 - Sep 23
Total with taxes and fees
8.4/10 Very Good! (4,927 reviews)
First time exploring
"To start this hotel is extraordinary, the location is key if you want to explore Chicago. There is a Starbucks conveniently located outside and the grocery store across the street as well as multiple restaurants down the block. I would definitely rebook and consider this hotel as my first pick any ..."

Reviewed on Sep 15, 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $197 total per night from Sep 22 to Sep 23
$197 total
Sep 22 - Sep 23
Total with taxes and fees
7.8/10 Good! (9,181 reviews)
"Beautiful older hotel in a great pedestrian area. Location to tours and sites was fantastic and we walked to everything we wanted to see and do. Only disappointing part is parking. There is a pay lot right next door but pricey and was only available in 24 hour time slots."

Reviewed on Sep 15, 2025

Congress Plaza Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $218 total per night from Oct 2 to Oct 3
$218 total
Oct 2 - Oct 3
Total with taxes and fees
8.4/10 Very Good! (3,882 reviews)
"Bed is not comfortable. Pillows are not good. Staff are very friendly."

Reviewed on Sep 15, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,553 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

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

$45
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.