Palmer Square Vacations from $206
Book a Hotel + Flight or Car together to unlock savings
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.
Level Chicago – Old Town
Downtown Chicago
Price was $1,607, price is now $785 per person
$785
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on Nov 9, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $396, price is now $211 per person
$211
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (317 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on Oct 28, 2025
The French Country Inn Lake Geneva
Save 100% on your flight
Price was $552, price is now $302 per person
$302
per person
Dec 31 - Jan 3
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.2/10 Exceptional! (161 reviews)
Beautiful place, friendly staff. We loved the restaurant.
Reviewed on Nov 1, 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
4 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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Dec 21 to Dec 22
$102 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (5,275 reviews)
It’s conveniently close to several tourist attractions. Highly recommended! 💯
Reviewed on Nov 20, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $145 total per night from Dec 21 to Dec 22
$145 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (2,074 reviews)
The hotel was a beautiful gem. Our room with 2 queen beds & 2 barrooms was huge! Great place to stay in the city, walking distance to attractions & bars & restaurants.
Reviewed on Nov 21, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (3,342 reviews)
Accommodated early arrival and held my bags after checkout
Reviewed on Nov 21, 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
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(332 reviews)
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
4.5/5(4,870 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
96% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
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- Chicago Vacations
- Logan Square Farmers Market
- Illinois Centennial Memorial Column
- Gorilla Tango Theatre
- Visit Logan Square
- National Museum of Puerto Rican Arts & Culture
- Visit Bucktown
- Wicker Park Vacations
- Monique Meloche Gallery
- Holy Trinity Russian Orthodox Cathedral
- Visit Avondale
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- Wood Street Gallery
- St Nicholas Ukrainian Catholic Cathedral
- Ukrainian Institute Of Modern Art
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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.