Douglas Park Vacations from ￥368,668

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The Latest Douglas Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥475,818, price is now ￥368,668 per person
￥368,668
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Had a great dinner at Fora before a very short walk to the new years eve event we were headed to and then came back for a great night's sleep in a very comfortable room! All the staff we interacted with were great!

Reviewed on Jan 1, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥600,323, price is now ￥444,106 per person
￥444,106
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 3, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was ￥619,657, price is now ￥464,300 per person
￥464,300
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The hotel is beautiful and the staff very attentive. Very nice attention to detail. It was a real luxury experience.

Reviewed on Jan 3, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was ￥626,094, price is now ￥484,335 per person
￥484,335
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Super comfortable bed, and the deep bathtub alone is worth the stay!

Reviewed on Dec 26, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥466,158, price is now ￥370,222 per person
￥370,222
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in

Reviewed on Dec 25, 2025

Where to stay in Douglas Park

Find the best Douglas Park areas and neighborhoods for the activities you enjoy most. Learn more about Douglas 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

Douglas Park Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥14,018 per night from Jan 11 to Jan 12
￥14,018
￥16,454 total
Jan 11 - Jan 12
includes taxes & fees
8.8/10 Excellent! (3,658 reviews)
Everything was good

Reviewed on Jan 3, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,735 per night from Jan 11 to Jan 12
￥21,735
￥30,117 total
Jan 11 - Jan 12
includes taxes & fees
8.4/10 Very Good! (2,473 reviews)
Room was clean and spacious. I liked how unique the hotel was with its historical displays and the architectural elements that are still visible. The game room area is a great place for those looking for something to do while waiting on others.

Reviewed on Jan 4, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥22,378 per night from Jan 11 to Jan 12
￥22,378
￥30,190 total
Jan 11 - Jan 12
includes taxes & fees
8.4/10 Very Good! (2,209 reviews)
We loved the restaurant staff and options. Mrs. Rose and Tony.

Reviewed on Jan 2, 2026

Palmer House a Hilton Hotel
See all 4,850 properties in Douglas 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 Douglas Park vacation package cost?
Perhaps less than you imagined — from a tempting ￥368,668, as a matter of fact! By bundling hotels, flights and car rentals into your own custom-made vacation package, your trip to Douglas Park is just clicks away.
How do I get a cheap travel package to Douglas Park?
Bundle your hotels and flights, add on extras such as activities or a rental car, and save with a Douglas Park vacation package. You won't just land impressive discounts on your trip — you'll have plenty of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 properties all over the world. Your next epic adventure starts right here, right now!
Where should I stay in Douglas Park?
With lots to explore in Douglas Park, we recommend you book a hotel near its attractions. University of Illinois Chicago, United Center and Anna and Frederick Douglass Park are some interesting ones to put on your itinerary.
How far in advance should I book my Douglas Park vacation?
While not all air carriers release ticket prices early, it's usually possible to start comparing international fares on Expedia up to 12 months in advance. This is the time when you can score some fantastic deals. If you've left everything to the last minute, there's a chance you could get lucky. Sometimes the lowest prices appear just weeks before departure.
What does an Expedia Douglas Park travel package include?
That depends on what kind of getaway you have in the works. Douglas Park vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Douglas Park travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, you can add on tours and activities. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Douglas Park Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Douglas Park vacation package?
You can cancel your Douglas Park booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Douglas Park

Magnificent Mile - River North showing night scenes, a city and signage

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
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
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

River tour boat in Chicago

Architecture River Tour

￥6,839
per adult
96% of travellers recommend
Architecture River Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,827
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,310
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.