Princeton Park Vacation Packages

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  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in Princeton Park

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $988, price is now CA $727 per person
CA $727
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,320, price is now CA $954 per person
CA $954
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,560, price is now CA $1,140 per person
CA $1,140
per person
Apr 16 - Apr 21
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Amazing hotel. Always stay here when I make a trip to Chicago.

Reviewed on Feb 10, 2026

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,478, price is now CA $1,085 per person
CA $1,085
per person
Apr 16 - Apr 21
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,034 reviews)
All good. bar staff was not that friendlly

Reviewed on Feb 3, 2026

Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,195, price is now CA $887 per person
CA $887
per person
Apr 14 - Apr 19
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
the room was good the sheets were clean amenities were nice parking was available staff was very courteous gave me water bottle when I asked

Reviewed on Jan 24, 2026

Where to stay in Princeton Park

Find the best Princeton Park areas and neighborhoods for the activities you enjoy most. Learn more about Princeton Park
Downtown Chicago showing 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

Princeton Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Feb 11 to Feb 12
CA $121
CA $142 total
Feb 11 - Feb 12
includes taxes & fees
8/10 Very Good! (9,863 reviews)
Good location for many activities. Room was good but less than great.

Reviewed on Feb 7, 2026

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Feb 22 to Feb 23
CA $139
CA $163 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (5,643 reviews)
The shower curtain in our room was too short so water got on the floor.

Reviewed on Feb 10, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Feb 11 to Feb 12
CA $153
CA $218 total
Feb 11 - Feb 12
includes taxes & fees
9.2/10 Wonderful! (3,287 reviews)
Yes

Reviewed on Feb 4, 2026

Hotel Riu Plaza Chicago
See all 4,405 properties in Princeton Park
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
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Frequently asked questions

How much does a Princeton Park vacation package cost?
From as little as CA $727. Yes, you read that correctly. Our Princeton Park vacation packages are the quickest way to make your budget stretch further. Combine your hotels, flights and car rentals and discover this lively destination.
How do I get a cheap travel package to Princeton Park?
Browse and book everything in the one place with our Princeton Park vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 properties throughout the world to select from, you have countless opportunities to mix and match your own way.
Where should I stay in Princeton Park?
Stay where the action happens. Many travelers like to book hotels in the vicinity of top sights, such as Harborside International Golf Center, Abbott Park and Bronzeville Childrens Museum.
How far in advance should I book my Princeton Park vacation?
While prices change frequently, we generally advise booking your spot as early as possible. Many international fares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still get lucky. Discount prices to Princeton Park sometimes appear just weeks before departure.
What does an Expedia Princeton Park travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to create your ideal Princeton Park package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget — the more you bundle, the more deals you'll score!
What should I know before booking a Princeton Park travel package?
A package can be easier on the hip pocket than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a packet. Whatever type of vacation you have in mind, you're sure to find a package that matches your budget.
Can I choose my airline with a Princeton Park Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Princeton Park in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners around the world.
If I'm not able to travel, can I cancel my Princeton Park vacation package?
We totally understand that the universe can throw the odd curveball. If you've booked a Princeton Park vacation package and need to cancel or change it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Princeton Park

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
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
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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
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.