Palisades Holidays

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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 S$2,188, price is now S$1,835 per person
S$1,835
per person
4 May - 9 May
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on 4 Mar, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was S$3,103, price is now S$2,187 per person
S$2,187
per person
4 May - 9 May
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Great stay! No complaints! Breakfast buffet was a great plus!

Reviewed on 15 Mar, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was S$3,823, price is now S$3,038 per person
S$3,038
per person
4 May - 9 May
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,844 reviews)
Room was perfect/staff was great

Reviewed on 12 Mar, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$2,445, price is now S$2,061 per person
S$2,061
per person
4 May - 9 May
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Room was extremely small and talked to front desk and they were extremely nice and upgraded the room. The room gets extremely humid which is a problem if you want to do your hair because it turns into a frizzy mess. Hallways smelled like weed the first night. I wouldn’t recommend this hotel at all for the price I paid. The valet guy was amazing and extremely helpful.

Reviewed on 16 Mar, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was S$2,498, price is now S$2,111 per person
S$2,111
per person
4 May - 9 May
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar, 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 which includes a city

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

Top hotels in Palisades

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$314 per night from 5 Apr to 6 Apr
S$314
5 Apr - 6 Apr
includes taxes & fees
8.4/10 Very Good! (2,227 reviews)
STAFF were excellent. Food in restaurant really delicious.

Reviewed on 15 Mar, 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 S$178 per night from 13 Apr to 14 Apr
S$178
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (1,909 reviews)
Clean room

Reviewed on 15 Mar, 2026

Hilton Garden Inn Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 25 Mar to 26 Mar
S$203
25 Mar - 26 Mar
includes taxes & fees
8.8/10 Excellent! (2,277 reviews)
Beautiful view and excellent service! Love the heat lamps in the front of the building.

Reviewed on 16 Mar, 2026

Homewood Suites by Hilton Chicago Downtown South Loop
See all 2,945 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 S$1,835. 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place showing a high rise building and a city

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$33
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

S$56
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

S$51
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. 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.