Palmer Square Holidays from AU$1,102

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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$1,480, price is now AU$1,102 per person
AU$1,102
per person
10 June - 14 June
found 15 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
Very nice place and staff, breakfast very well prepared and served

Reviewed on 23 Apr 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$1,783, price is now AU$1,310 per person
AU$1,310
per person
10 June - 14 June
found 15 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
Clean rooms, small rooms, small elevators. Friendly and helpful staff.

Reviewed on 21 Apr 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was AU$1,785, price is now AU$1,349 per person
AU$1,349
per person
10 June - 14 June
found 15 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.6/10 Exceptional! (3,910 reviews)
This is a GREAT hotel in the best location. Our room was comfortable with a nice view. I loved all the special touches like the yoga mat, band weights in the corner of the room — and the cappuccino machine machine downstairs and popcorn in the afternoon. I like the soap — shampoo — conditioner— lotion products they use — plant based from Brooklyn NY. The food downstairs was good. Staff is super nice and friendly. I appreciate that check out is at 11am versus 10. Highly recommend!

Reviewed on 23 Apr 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was AU$1,724, price is now AU$1,344 per person
AU$1,344
per person
10 June - 14 June
found 15 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (1,047 reviews)
This property is in a great location. The staff were friendly and the room was clean. The room we were in was very small and used. The building is really cool but we were super disappointed with it being under construction with no place to hang out and have a drink. We weren’t notified of the construction until right before our stay. We would have chosen somewhere else because of this.

Reviewed on 21 Apr 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was AU$1,851, price is now AU$1,444 per person
AU$1,444
per person
10 June - 14 June
found 15 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (2,975 reviews)
Booked for a stay cation at a busy time . The pool Was a highlight Burt does has carpet in the testing area and other parties left it unkept but house keeping came at the end of the end would be better if there was an attendant near rendering towels

Reviewed on 19 Apr 2026

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

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.

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$189 per night from 26 Apr to 27 Apr
AU$189
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,127 reviews)
Great price for the location. Common areas are beautiful. The rooms are ok. One of the staff members was great. She went out of her way to help and offer suggestions. The rest of the staff we encountered were hard to find and not particularly motivated to be helpful. It took 30 minutes to get someone ...

Reviewed on 24 Apr 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is AU$197 per night from 25 May to 26 May
AU$197
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,118 reviews)
Excellent location, great view on the river. Very comfortable room.

Reviewed on 23 Apr 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 29 Apr to 30 Apr
AU$184
29 Apr - 30 Apr
includes taxes & fees
8.2/10 Very Good! (2,632 reviews)
Very nice place and staff, breakfast very well prepared and served

Reviewed on 23 Apr 2026

Hotel Felix River North/Magnificent Mile
See all 4,839 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.
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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$1,102. 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

Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
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

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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of Chicago
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.