Palisades Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $4,200 when you book a flight and hotel together*

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

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Your Palisades Vacation

With all the details organized before you go away, our Palisades vacation packages mean you can focus more on having a great time. Whether you're staying in the neighborhood of Clarendon Hills, which is good for golfing, or another area, this fun city promises a world of discoveries. There's tons to see and do during your trip to Palisades, including Willowbrook Community Park and Creekside Park. Whoever you're taking time off with and whatever the size of your budget, your ultimate Palisades vacation is just clicks away with Expedia.

Top Holiday Package Deals in Palisades

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $698
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Everything was clean, staff was friendly, and breakfast was yummy :)

Reviewed on Sep 3, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
CA $5,588
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.

Reviewed on Sep 2, 2026

Freehand Chicago

Freehand Chicago

Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
La habitación muy antigua necesita remodelación, camas con pelos y insectos muertos en fin me tuve que cambiar de hotel por las pésima condición .

Reviewed on Sep 3, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
CA $2,139
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
n/a

Reviewed on Sep 3, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
CA $2,023
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,992 reviews)
Loved everything

Reviewed on Sep 3, 2026

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
A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

Find hotels in The Loop
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

Find hotels in Magnificent Mile
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Find hotels in River North
A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Find hotels in Lincoln Park

Palisades Hotel Deals

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL
Fully refundable
CA $156
CA $185 total
Sep 8 - Sep 9
includes taxes & fees
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $347
CA $408 total
Sep 27 - Sep 28
includes taxes & fees
Hilton Chicago O'Hare Airport
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
CA $234
CA $278 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great stay right in the Loop and convenient to the L."

Reviewed on Sep 1, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
See all 2,902 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Palisades vacation package cost?
Custom build your Palisades package from only CA $698. 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 vacation 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 vacation?
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 vacation 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 organizing 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 vacation 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 vacation package?
We get it — unexpected stuff happens. If you've locked in a Palisades vacation 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

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture 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.