Palmer Square Holidays from AU$3,630

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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.

Top Holiday Package Deals in Palmer Square

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$3,764, price is now AU$3,630 per person
AU$3,630
per person
8 Dec - 11 Dec
found 1 day ago
Return direct flight included
Perth (PER) to Chicago (ORD)
8.2/10 Very good! (3,105 reviews)
Location was great. Front desk staff were friendly and helpful

Reviewed on 26 Oct 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was AU$3,960, price is now AU$3,789 per person
AU$3,789
per person
8 Dec - 11 Dec
found 1 day ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (2,727 reviews)
The property is located in a nice area however that’s really the only thing. It looks nice from the exterior and the common areas. However my room had used floss stuck to a baseboard from a prior occupant. My AC did not work the entire stay. My room never dropped below 75 degrees. Housekeeping did not come once during my three day stay. When i arrived i was told there’s a 20 dollar a day mandatory fee. That was never disclosed in my booking. Also the layout is odd. You have to walk a ways down the hall to get to one of the bays which is where i was staying. I couldn’t find it at first. All in all, I was very disappointed in my stay and I won’t be booking there again. All in all im very disappointed

Reviewed on 26 Oct 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$4,047, price is now AU$3,894 per person
AU$3,894
per person
8 Dec - 11 Dec
found 1 day ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was AU$3,932, price is now AU$3,799 per person
AU$3,799
per person
8 Dec - 11 Dec
found 1 day ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.2/10 Wonderful! (479 reviews)

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was AU$3,864, price is now AU$3,739 per person
AU$3,739
per person
8 Dec - 11 Dec
found 1 day ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (2,419 reviews)

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
A busy city street with tall buildings, a bus, and cars.

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.

Find hotels 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$179 per night from 10 Nov to 11 Nov
AU$179
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,117 reviews)
"The building is architecturally beautiful. It needs major consideration on the interior such as the walls they elevators and improved the smell of the interior and it’s definitely overpriced."

Reviewed on 26 Oct 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 22 Nov to 23 Nov
AU$205
22 Nov - 23 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
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$196 per night from 22 Nov to 23 Nov
AU$196
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (5,574 reviews)
"Not the greatest property, outdated"

Reviewed on 26 Oct 2026

River Hotel
See all 4,792 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
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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 AU$3,630. 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.

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$58
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

AU$61
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
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.