Palmer Square Vacations from $266
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Your Palmer Square Vacation
Book a Palmer Square vacation package and experience the way of life and rhythm of this vibrant neighborhood. With all your travel plans taken care of, the only thing you need to worry about here is having a good time. When it's time to see the sights, you'll find loads of big-name attractions nearby including Wrigley Field, DePaul University-Lincoln Park and Humboldt Park. Visit one, two or more during your trip to Palmer Square. Expedia is here to help put your plans into action. Book your dream Palmer Square vacation now.
The Latest Palmer Square Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $698, price is now $395 per person
$395
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great friendly service. Great location! Great Breakfast.
Reviewed on Oct 3, 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,418, price is now $831 per person
$831
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
The building and the apartment was excellent
Reviewed on Oct 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,112, price is now $655 per person
$655
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Clean room. Great staff
Reviewed on Oct 2, 2025
Where to stay in Palmer Square
Find the best Palmer Square areas and neighborhoods for the activities you enjoy most. Learn more about Palmer Square
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.
Palmer Square Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,273 reviews)
"Rooms were updated"
Reviewed on Oct 3, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $120 total per night from Nov 4 to Nov 5
$120 total
Nov 4 - Nov 5
Total with taxes and fees
7.8/10 Good! (2,425 reviews)
"Staff very helpful and polite"
Reviewed on Oct 2, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$185 nightly
The price is $217 total per night from Nov 4 to Nov 5
$217 total
Nov 4 - Nov 5
Total with taxes and fees
8.4/10 Very Good! (5,025 reviews)
"Overall a great stay - will be saying this place for future - Thanks"
Reviewed on Oct 3, 2025
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 Palmer Square
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Chicago Sightseeing River and Lake Cruise
$45
per adult
100% of travellers recommend
Chicago By Night River & Lake Cruise
$45
per adult
96% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Chicago Vacations
- Logan Square Farmers Market
- Illinois Centennial Memorial Column
- Gorilla Tango Theatre
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- National Museum of Puerto Rican Arts & Culture
- Visit Bucktown
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.