Palisades Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,051, price is now CA $760 per person
CA $760
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Friendly staff and rooms are very clean and well maintained

Reviewed on Jul 17, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,169, price is now CA $1,554 per person
CA $1,554
per person
Aug 24 - Aug 28
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (501 reviews)
Level hotels are awesome

Reviewed on Jul 18, 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 CA $2,518, price is now CA $1,807 per person
CA $1,807
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,551, price is now CA $1,123 per person
CA $1,123
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!

Reviewed on Jul 17, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,652, price is now CA $1,208 per person
CA $1,208
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)

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

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

Palisades Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $265 per night from Aug 17 to Aug 18
CA $265
CA $302 total
Aug 17 - Aug 18
includes taxes & fees
Hyatt Regency O'Hare Chicago
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 $391 per night from Aug 7 to Aug 8
CA $391
CA $459 total
Aug 7 - Aug 8
includes taxes & fees
8.4/10 Very good! (2,346 reviews)
"On the airport property very easy to get to my flight in the morning"

Reviewed on Jul 18, 2026

Hilton Chicago O'Hare Airport
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Aug 9 to Aug 10
CA $206
CA $262 total
Aug 9 - Aug 10
includes taxes & fees
Holiday Inn & Suites Chicago - Downtown by IHG
See all 2,843 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 $760. 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 $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and 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.