Palisades Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Palisades

Find the best Palisades areas and neighborhoods for the activities you enjoy most. Learn more about Palisades
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

Top hotels in Palisades

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 24 Nov to 25 Nov
S$181
24 Nov - 25 Nov
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The staff is very friendly and professional."

Reviewed on 27 Oct, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$275 per night from 28 Nov to 29 Nov
S$275
28 Nov - 29 Nov
includes taxes & fees
8.6/10 Excellent! (2,581 reviews)
"The most expensive room service and gratuity charges I’ve ever paid for (for very mediocre cafeteria food!)."

Reviewed on 28 Oct, 2026

Hilton Chicago O'Hare Airport
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
The price is S$177 per night from 24 Nov to 25 Nov
S$177
24 Nov - 25 Nov
includes taxes & fees
Club Quarters Hotel, Central Loop, Chicago
See all 3,020 properties in Palisades
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.

Frequently asked questions

How much does a Palisades holiday package cost?
Custom build your Palisades package from only . Pick from any combination of rental cars, flights and hotels to pull together the getaway of your dreams. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Palisades?
You'll save big if you bundle your hotels, car rentals and flights into a Palisades travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the world, which means you'll always have plenty of variety to choose from. Want to save even more? Add some fun activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Palisades?
A holiday in Palisades isn't complete without visiting Willowbrook Community Park. Why not choose a hotel near this fantastic tourist attraction?
How far in advance should I book my Palisades holiday?
Reserving your flight early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, great deals to Palisades will sometimes occur in the weeks leading up to departure.
What does an Expedia Palisades travel package include?
Expedia has everything you need to lock in Palisades trip, but what goes into your package is up to you. Pick from any combination of hotels, rental cars and flights. In search of some tours or activities to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a holiday package to meet your needs.
What should I know before booking a Palisades travel package?
When you book your flights, hotels and car rentals together, you'll walk away with awesome discounts. Whether you're organising a beach break in a villa or would rather stay in a fancy hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Palisades Expedia holiday package?
Most definitely. We offer more than 550 partner airlines worldwide, so you can tailor your Palisades escape according to your needs and budget.
If I'm not able to travel, can I cancel my Palisades holiday package?
We get it — unexpected stuff happens. If you've locked in a Palisades holiday package and have to cancel or change it, we're here to help. We recommend checking out our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

S$54
per adult
86% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.