Lower West Side Vacations

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Your Lower West Side Vacation

Discover the delights of Lower West Side with a tailor-made Lower West Side vacation package. From its history to its culture and beyond, this neighborhood offers plenty of opportunities for relaxation and fun. Your trip to Lower West Side wouldn't be complete without a visit to top attractions nearby such as University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Don't just dream it — make it happen! Reserve your perfect Lower West Side vacation with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
  • Aug 25 - Aug 28

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,365 reviews)
    "Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
    Reviewed June 6, 2026
    Roundtrip Atlanta (ATL) - Chicago (MDW)
    ATL - MDWNonstop MDW - ATLNonstop
    Save 100% on your flight
    $777
    $461
    per traveler
    found 2 days ago
    Swissotel - Chicago
  • Aug 25 - Aug 28

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (4,358 reviews)
    "Excelente atención de todo el personal del hotel. Muy limpio todo, un desayuno super bueno y muy variado. El rooftop con excelente servicio y ofertas, además de vistas increíbles. Excelente ubicación. Definitivamente la cadena hotelera Riu se ha convertido en mi favorita para cualquier destino🤗"
    Reviewed June 5, 2026
    Roundtrip Atlanta (ATL) - Chicago (MDW)
    ATL - MDWNonstop MDW - ATLNonstop
    Save 100% on your flight
    $847
    $505
    per traveler
    found 2 days ago
    Hotel Riu Plaza Chicago
  • Aug 25 - Aug 28

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

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,526 reviews)
    "Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission."
    Reviewed June 4, 2026
    Roundtrip Atlanta (ATL) - Chicago (MDW)
    ATL - MDWNonstop MDW - ATLNonstop
    Save 100% on your flight
    $974
    $601
    per traveler
    found 2 days ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Aug 25 - Aug 28

    The Emily Hotel + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,321 reviews)
    "Great gym. I like that there was a coffee shop downstairs as well. Room was very clean and comfortable."
    Reviewed June 5, 2026
    Roundtrip Atlanta (ATL) - Chicago (MDW)
    ATL - MDWNonstop MDW - ATLNonstop
    Save 100% on your flight
    $864
    $552
    per traveler
    found 2 days ago
    The Emily Hotel
  • Aug 31 - Sep 3

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,121 reviews)
    "I absolutely loved it! I little bit noisy but close to literally everything!"
    Reviewed June 2, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $789
    $513
    per traveler
    found 2 days ago
    Pendry Chicago

Where to stay in Lower West Side

Find the best Lower West Side areas and neighborhoods for the activities you enjoy most. Learn more about Lower West Side

Lower West Side 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! (10,177 reviews)
"We had a clean room, the staff was attentive. It was a great experience!"

Reviewed on Jun 5, 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
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (1,521 reviews)
"Had a great stay and the staff were excellent and very accommodating. Location is perfect for anyone looking to stay close to the Magnificent Mile. You can park your car and walk to everything. Highly recommend!"

Reviewed on Jun 6, 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! (4,358 reviews)
"Excelente atención de todo el personal del hotel. Muy limpio todo, un desayuno super bueno y muy variado. El rooftop con excelente servicio y ofertas, además de vistas increíbles. Excelente ubicación. Definitivamente la cadena hotelera Riu se ha convertido en mi favorita para cualquier destino🤗"

Reviewed on Jun 5, 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 Lower West Side

Things to do

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