Princeton Park Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 11 - Jul 13

    The Chicago Hotel Collection Ambassador Gold Coast + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.2/10 - Very Good (1,570 reviews)
    "Beautiful property in a great location. Staff was very friendly and help. The room was spacing clean, but all of the furniture was very low to tue ground. If you have back or knee issues, you would have trouble staying here."
    Reviewed June 9, 2026
    Roundtrip • Toronto (YYZ) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    ￥116,174
    ￥99,036
    per traveler
    found 1 day ago
    The Chicago Hotel Collection Ambassador Gold Coast
  • Smart TV
    Aug 12 - Aug 18

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (493 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥508,927
    ￥399,982
    per traveler
    found 5 hours ago
    Level Chicago Fulton Market
  • Executive lounge
    Jul 11 - Jul 13

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    8.8/10 - Excellent (2,187 reviews)
    "Clean room, overall nice hotel, restaurant was nice for happy hour. Lobby smelled like an old lady and peltons in gym were broken. Overall lovely stay."
    Reviewed June 9, 2026
    Roundtrip • Toronto (YYZ) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    ￥132,393
    ￥109,317
    per traveler
    found 16 hours ago
    Fairmont Chicago at Millennium Park
  • Terrace/patio
    Aug 6 - Aug 9

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,888 reviews)
    "Great job"
    Reviewed June 8, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥499,640
    ￥435,238
    per traveler
    found 12 hours ago
    Trump International Hotel & Tower Chicago
  • Lounge
    Aug 6 - Aug 9

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,127 reviews)
    "Staff was amazing. Great hotel and location!"
    Reviewed June 8, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥434,898
    ￥382,073
    per traveler
    found 12 hours ago
    Pendry Chicago

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

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 ￥21,776 per night from Jun 29 to Jun 30
￥21,776
￥25,890 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,224 reviews)
"This is a very nice hotel in an absolutely ideal part of downtown Chicago. Many areas an easy, lovely walk away and those further out a quick cab ride or train ride. The room was clean and comfortable."

Reviewed on Jun 9, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is ￥25,568 per night from Jul 1 to Jul 2
￥25,568
￥30,396 total
Jul 1 - Jul 2
includes taxes & fees
7.8/10 Good! (1,546 reviews)
"Our room was spacious and very clean"

Reviewed on Jun 8, 2026

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥26,396 per night from Jun 29 to Jun 30
￥26,396
￥31,383 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,570 reviews)
"Beautiful property in a great location. Staff was very friendly and help. The room was spacing clean, but all of the furniture was very low to tue ground. If you have back or knee issues, you would have trouble staying here."

Reviewed on Jun 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,283 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 . 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

Wrigley Field

4.5/5(2,149 reviews)

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(461 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(4,925 reviews)

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,236
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

￥6,276
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,354
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.