Douglas Park Vacation Packages

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Your Douglas Park Vacation

From its highlights to its hidden treasures, this city is best explored with a Douglas Park vacation package. Find somewhere to stay in Magnificent Mile, which is great for cafes, shopping and history. Fill your schedule with tours of University of Illinois Chicago, United Center and Credit Union 1 Arena, some of the top attractions you just have to see during a trip to Douglas Park. Browse Expedia's extensive range of travel options and start organizing your perfect vacation to Douglas Park today.

Top Holiday Package Deals in Douglas 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 $1,259, price is now CA $829 per person
CA $829
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (469 reviews)
Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous

Reviewed on Mar 1, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,688, price is now CA $1,057 per person
CA $1,057
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago.

Reviewed on Mar 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,701, price is now CA $1,696 per person
CA $1,696
per person
May 2 - May 8
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
This was my first time in Chi-City great experience. Room was spotless clean every day of my stay . Staff was amazing and friendly I will be back soon!

Reviewed on Mar 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,587, price is now CA $1,025 per person
CA $1,025
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Riu Chicago was a wonderful hotel. Room was clean and spacious. Breakfast was an added bonus. Within walking distance to many restaurants and stores.

Reviewed on Mar 17, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $3,917, price is now CA $2,572 per person
CA $2,572
per person
May 2 - May 8
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Nice bellmen, nice front staff, rooms were cozy and well kept. Everyone was very friendly and helpful. We would stay again.

Reviewed on Mar 1, 2026

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

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 $140 per night from Apr 1 to Apr 2
CA $140
CA $164 total
Apr 1 - Apr 2
includes taxes & fees
8/10 Very Good! (9,951 reviews)
The condition of the halls of the hotel and building in general showed its age, but the room had been updated and was clean. The sink and tub drainage was poor. The room was heated very well especially on a cold day. The front desk lady that checked me in seemed in a foul mood but I am sure with ...

Reviewed on Mar 17, 2026

Congress Plaza Hotel
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 $175 per night from Apr 6 to Apr 7
CA $175
CA $244 total
Apr 6 - Apr 7
includes taxes & fees
9.4/10 Exceptional! (3,547 reviews)
I actually love the hotel and the location. Staff is always available. However, we stayed on the 20th floor, is an inconvenient to have to go all the way to the lobby level bar to get ice, most of the time we have to wait for the bar server to be available to get it for me because they have customers ...

Reviewed on Mar 17, 2026

Hotel Riu Plaza Chicago
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
The price is CA $178 per night from Mar 23 to Mar 24
CA $178
CA $209 total
Mar 23 - Mar 24
includes taxes & fees
8.6/10 Excellent! (5,753 reviews)
Good

Reviewed on Mar 16, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,804 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.
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Frequently asked questions

How much does a Douglas Park vacation package cost?
Perhaps less than you imagined — from a tempting CA $829, 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

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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $36
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
Flyover in Chicago

Flyover in Chicago

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