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.
Ohio House Motel

Ohio House Motel

3 out of 5
Downtown Chicago
Price was CA $1,817, price is now CA $1,395 per person
CA $1,395
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,080 reviews)
Great location, friendly staff

Reviewed on Mar 27, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $3,387, price is now CA $2,185 per person
CA $2,185
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Best breakfast buffet I’ve ever had while in Chicago. ALL staff was nice, welcoming and willing to be of assistance. Definitely plan on staying again the next time I’m in Chicago‼️

Reviewed on Mar 29, 2026

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was CA $2,300, price is now CA $1,574 per person
CA $1,574
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
Excellent location, courteous staff. Older building, but nicely renovated.

Reviewed on Mar 29, 2026

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Price was CA $2,250, price is now CA $1,635 per person
CA $1,635
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7/10 Good! (974 reviews)
Excellent location. Clean rooms

Reviewed on Mar 24, 2026

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Price was CA $3,359, price is now CA $2,580 per person
CA $2,580
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (1,103 reviews)
Clean room and nice for a family of 4. The rooms could use some touch ups (paint, shower grout) and the pool could use a clean (clearly coming out of winter but still nice).

Reviewed on Mar 27, 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

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 $159 per night from Apr 5 to Apr 6
CA $159
CA $187 total
Apr 5 - Apr 6
includes taxes & fees
8/10 Very Good! (10,012 reviews)
The bellman Steve was awesome. Holding luggage before and after check in was super helpful.

Reviewed on Mar 29, 2026

Congress Plaza Hotel
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 CA $190 per night from Apr 5 to Apr 6
CA $190
CA $224 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (4,018 reviews)
.

Reviewed on Mar 29, 2026

Hilton Chicago/Magnificent Mile Suites
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 $198 per night from Apr 12 to Apr 13
CA $198
CA $233 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (5,799 reviews)
Pretty pricey for what you actually get. Valet is $79 per night on top of room fee. Beds are hard and uncomfortable. The linen on bed was full of stains. The temperature in room is either too hot or too cold. Pool water is disgusting. On the other hand:valet staff was excellent. The location is excellent. ...

Reviewed on Mar 29, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,788 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 $1,395, 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

Wrigley Field

4.5/5(159 reviews)

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

4.5/5(20 reviews)

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
Chicago Skyline at North Beach

Naval Base Great Lakes

4.5/5(3 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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
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.