Lower West Side Vacations from $538
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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.
The Latest Lower West Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $832, price is now $538 per person
$538
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,797 reviews)
Rooms were small, but for the price it was good. The valet was expensive and took a while to get our car, but I don't think they are associated with the hotel, just use their lobby.
Reviewed on Jul 3, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,217, price is now $780 per person
$780
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on Jul 2, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,476, price is now $1,595 per person
$1,595
per person
Sep 14 - Sep 17
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Excellent hotel. We love staying there whenever we visit Chicago.
Reviewed on Jul 3, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,192, price is now $773 per person
$773
per person
Sep 14 - Sep 17
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,209, price is now $795 per person
$795
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
Excellent hotel, service, amenities, and location. The included breakfast was a wonderful option.
Reviewed on Jul 3, 2026
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
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.
Lower West Side Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $144 total per night from Jul 6 to Jul 7
$144 total
Jul 6 - Jul 7
Total with taxes and fees
8/10 Very Good! (10,145 reviews)
"We got in pretty late. The front desk staff that assisted us barely put more than 5 words together. He didn’t give any information..most of all the things that didn’t work/broken. The room was extremely small, the bathroom so tight if you closed the door while on the toilet your knees would be jammed ..."
Reviewed on Jul 3, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,840 reviews)
"Exceptional hotel with even better service and accommodations! The location can’t be beat. We had a really great experience with Keith at the front desk. He went above and beyond to make sure we were comfortable and taken care of. We went with our two children and found it to be a more upscale hotel ..."
Reviewed on Jul 3, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $225 total per night from Jul 5 to Jul 6
$225 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (4,488 reviews)
"My boyfriend & I had a great stay here and I’d love to come back. The King Suite was super nice & clean with a good view, and the staff were helpful, friendly, & attentive. I also liked how we were walking distance from the pier, shopping, & nice restaurants. I was only slightly disappointed to find ..."
Reviewed on Jul 3, 2026
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.
Stay near popular Lower West Side attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.