Palmer Square Holidays

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Your Palmer Square Holiday

Book a Palmer Square holiday package and experience the way of life and rhythm of this vibrant neighbourhood. 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 holiday now.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Our guide on 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 featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best Palmer 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
The price is AU$182 per night from 8 Dec to 9 Dec
AU$182
includes taxes & fees
8 Dec - 9 Dec
7.8/10 Good! (8,163 reviews)
"Clean updated room with great view of lake"

Reviewed on 24 Nov. 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 26 Dec to 27 Dec
AU$187
includes taxes & fees
26 Dec - 27 Dec
8.6/10 Excellent! (3,554 reviews)
"Hotel was beautiful"

Reviewed on 23 Nov. 2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 26 Dec to 27 Dec
AU$174
includes taxes & fees
26 Dec - 27 Dec
8.4/10 Very Good! (3,270 reviews)
"The staff are very accommodating in allowing for early luggage drop off before check in and after checking out. Super convenient to local transit and Amtrak Chicago Union Station."

Reviewed on 24 Nov. 2024

Club Quarters Hotel, Central Loop, Chicago
See all 4,256 properties in Palmer Square
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Palmer Square holiday package cost?
Say yes to new adventures with our Palmer Square holiday packages, which start from just . Choose the flights and hotels that suit your plans. Then, add on a couple of tours or activities for an unforgettable getaway.
How do I get a cheap travel package to Palmer Square?
Booking a Palmer Square holiday package with Expedia is one of the easiest ways to save. We offer access to over 550 partner airlines and 1 000 000 hotels spread across the globe. With such a huge range to select from, you’ll have no issues pulling together your perfect trip.
Where should I stay in Palmer Square?
Take the hassle out of sightseeing by staying someplace just a stone’s throw away from Palmer Square’s biggest attractions. Wrigley Field and Lincoln Park Zoo are two visitor favourites.
How far in advance should I book my Palmer Square holiday?
To score cheap prices, book nice and early. Airlines usually release flights, along with some of the lowest fares, nearly a year in advance. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Palmer Square, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Palmer Square travel package include?
Expedia has everything you need to book your Palmer Square getaway, but what your package looks like is your call. Choose from a combination of rental cars, hotels and flights. Looking for some activities to keep you busy? Once you’ve made your booking, you can add them too. No matter your style, there’s a holiday package to meet your needs.
What should I know before booking a Palmer Square travel package?
You’ll pick up great savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one place will make your trip planning easier. So why waste your money or time? Whether you’re putting together a ritzy city getaway or a budget solo adventure, check out our holiday packages today.
Can I choose my airline with a Palmer Square Expedia holiday package?
Yes, the choice is yours. We offer more than 550 airlines worldwide, so you can design your Palmer Square adventure according to your travel preferences.
If I'm not able to travel, can I cancel my Palmer Square holiday package?
Yes, it’s possible to cancel your Palmer Square booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Palmer Square

McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

4.5/5(73 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Activities

Flyover in Chicago

Flyover in Chicago

AU$58
Per adult
94% of travellers recommend
Flyover in Chicago
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

AU$68
Per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
River tour boat in Chicago

Architecture River Tour

AU$75
Per adult
94% of travellers recommend
Architecture River Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.