Palisades Vacation Packages

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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.
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $831, price is now CA $645 per person
CA $645
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Staff was great. The hotel is quirky and cool with an unbeatable location right in the middle of shopping, theater and restaurants. Easily walkable to the Art Institute and Millennium Park. The rooms are not large, and could use some new furniture, but very clean. Will definitely be back.

Reviewed on Feb 14, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,194, price is now CA $811 per person
CA $811
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel is very nice and the staff are super friendly and helpful. The breakfast buffet has everything you could want!

Reviewed on Feb 16, 2026

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
Downtown Evanston
Price was CA $1,010, price is now CA $769 per person
CA $769
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,652 reviews)
Comfortable bed, clean room, nice hotel

Reviewed on Feb 12, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $863, price is now CA $660 per person
CA $660
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
I would definitely stay here again

Reviewed on Feb 15, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,184, price is now CA $912 per person
CA $912
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Where to stay in Palisades

Find the best Palisades areas and neighborhoods for the activities you enjoy most. Learn more about Palisades
Downtown Chicago showing a city

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

Palisades Hotel Deals

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 CA $267 per night from Mar 14 to Mar 15
CA $267
CA $313 total
Mar 14 - Mar 15
includes taxes & fees
8.2/10 Very Good! (2,203 reviews)
Food at sports bar was great along with the service. Bedding was top notch, room clean& nice TV

Reviewed on Feb 9, 2026

Hilton Chicago O'Hare Airport
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Feb 22 to Feb 23
CA $108
CA $127 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,850 reviews)
Clean room

Reviewed on Feb 14, 2026

Hilton Garden Inn Chicago Downtown South Loop
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
The price is CA $135 per night from Mar 1 to Mar 2
CA $135
CA $158 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (1,962 reviews)
Clean room, comfortable bed, friendly staff, good location

Reviewed on Feb 10, 2026

Crowne Plaza Chicago West Loop by IHG
See all 2,963 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

Frequently asked questions

How much does a Palisades vacation package cost?
Custom build your Palisades package from only CA $645. 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.

Discover the most popular places to visit in Palisades

Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Millennium Park featuring autumn colours, street scenes and a city

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.