Princeton Park Vacations from ¥536,128

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The Latest Princeton Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop

Downtown Chicago
¥536,128
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Not a bad stay. Breakfast was good

Reviewed on Sep 11, 2026

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago
¥555,640
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,442 reviews)
Great staff, helpful and concern

Reviewed on Sep 10, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥592,532
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,334 reviews)
This hotel needs renovating. It is dirty. Sleeper sofa had dirty bedding on it with literal mouth marks, food and crumbs all over it. Only two sets of towels for six of us. No special touches. Late check in.

Reviewed on Sep 11, 2026

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

Downtown Chicago
¥588,006
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,008 reviews)
Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago
¥576,382
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,284 reviews)
Clean, comfortable room. Nice staff. Reasonable included breakfast. Very convenient location for entertainment.

Reviewed on Sep 9, 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
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.

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.

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.

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.

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.

Princeton Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
¥25,020
¥29,745 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very Good! (10,205 reviews)
"My stay was great. But the hallway was off putting."

Reviewed on Sep 10, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
¥27,631
¥32,852 total
Oct 12 - Oct 13
includes taxes & fees
8/10 Very Good! (2,210 reviews)
"Property was clean in perfect location. Close to restaurants, shopping, and the beach"

Reviewed on Sep 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
¥23,220
¥27,607 total
Sep 27 - Sep 28
includes taxes & fees
River Hotel
See all 4,181 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.

Frequently asked questions

How much does a Princeton Park vacation package cost?
From as little as ¥536,128. 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,272
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,453
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

¥6,484
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.