Armour Square Vacations

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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.

Price found within the past 48 hours. Click for updated prices.
  • Aug 13 - Aug 17

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,002 reviews)
    "Staff was amazing and very helpful, gave us a lot of great recommendations for places to check out and also upgraded our room for free. The room was very nice, a little tight but that is expected in Chicago. Bathroom was perfect great shower, amazing view from room and bathroom window. Very conveniently located, quick walk from the train. Highly recommend and would stay again"
    Reviewed June 1, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop MDW - ATLNonstop
    Save 100% on your flight
    $823
    $564
    per traveler
    found 1 day ago
    Le Méridien Essex Chicago
  • Aug 4 - Aug 8

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (4,315 reviews)
    "Everything was great for my stay. Only flaws was that the shower pressures were a bit low and water temperatures were not warm enough to my liking. And maybe fresh squeezed juices instead of the machine ones. Other wise it was good breakfast selection. "
    Reviewed June 1, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,137
    $738
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Aug 4 - Aug 8

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,365 reviews)
    "The gym is on 43 floor.. amazing"
    Reviewed May 31, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,066
    $700
    per traveler
    found 1 day ago
    Swissotel - Chicago
  • Jul 9 - Jul 12

    Level Chicago – Old Town + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (484 reviews)
    "Staff was amazing and the apartment building was phenomenally clean!"
    Reviewed May 28, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,206
    $822
    per traveler
    found 1 day ago
    Level Chicago – Old Town
  • Aug 4 - Aug 8

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,521 reviews)
    "Great experience and beautiful views"
    Reviewed June 1, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,116
    $770
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

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

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
$145 nightly
The price is $173 total per night from Jun 29 to Jun 30
$173 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,150 reviews)
"Wouldn't stay again unless it's free"

Reviewed on Jun 1, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
$146 nightly
The price is $174 total per night from Jun 3 to Jun 4
$174 total
Jun 3 - Jun 4
Total with taxes and fees
7.8/10 Good! (1,503 reviews)
"Everything was fine."

Reviewed on Jun 1, 2026

The Chicago Hotel Collection - Magnificent Mile
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
$203 nightly
The price is $242 total per night from Jun 30 to Jul 1
$242 total
Jun 30 - Jul 1
Total with taxes and fees
9.4/10 Exceptional! (4,315 reviews)
"Everything was great for my stay. Only flaws was that the shower pressures were a bit low and water temperatures were not warm enough to my liking. And maybe fresh squeezed juices instead of the machine ones. Other wise it was good breakfast selection."

Reviewed on Jun 1, 2026

Hotel Riu Plaza Chicago
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.

Discover the most popular places to visit in Armour Square

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.