Douglas Park Holidays from £445

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Your Douglas Park Holiday

From its highlights to its hidden treasures, this city is best explored with a Douglas Park holiday 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 Centre 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 organising your perfect holiday to Douglas Park today.

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
6 Nov - 10 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location of this hotel is outstanding. A quick four block walk to the train stations, including all the "L" lines. So close to State and Michigan Ave as well. The bed was completely comfortable and the room was well maintained. I am not a coffee drinker, but there is no coffee in the rooms itself, but they serve it complimentary in the lobby area each morning. The bar was great, with a pleasant bartender. I would definitely stay there again.

Reviewed on 17 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
One of the best hotels. I will definitely stay here again.

Reviewed on 16 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable

Reviewed on 17 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.

Reviewed on 17 Aug 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
6 Nov - 10 Nov
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great property. Outstanding all the way around.

Reviewed on 13 Aug 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 featuring 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

Top hotels in Douglas Park

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 £116 per night from 1 Sept to 2 Sept
£116
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,943 reviews)
"It takes around 20min for the hot shower to come out."

Reviewed on 17 Aug 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £131 per night from 1 Sept to 2 Sept
£131
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"

Reviewed on 17 Aug 2025

The Wade
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 £139 per night from 3 Sept to 4 Sept
£139
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,714 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"

Reviewed on 17 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,715 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Douglas Park travel package cost?
Customize your Douglas Park travel package from as low as £445. Choose from any combination of hotels, flights and rental cars to build the getaway you've been dreaming of. Don't forget to add on a few activities!
If I'm not able to travel, can I cancel my Douglas Park travel package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Douglas Park?
Our Douglas Park holiday packages promise plenty of savings for the savvy wanderer. For the best deals, simply bundle your hotel, flights and tours into one neat package. But great bargains are only the start of your next epic adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 hotel options across the globe to pick from. Whatever your budget, there's a holiday package here just for you.
Does Expedia offer Book Now, Pay Later Douglas Park holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If paying a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this plan. Just put down a small deposit on your escape and then get on your way.

Where should I stay in Douglas Park?
A holiday in Douglas Park wouldn't be complete without paying a visit to University of Illinois Chicago, United Centre and Credit Union 1 Arena. Stay near these attractions and make sightseeing easy.
What are the top hotels in Douglas Park?
If this will be your first time in Douglas Park, secure a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both offer friendly service and are favourites among many savvy travellers.
How far in advance should I book my Douglas Park holiday?
To land rock-bottom prices, book early. Airlines usually advertise flight tickets, along with some of the lowest fares, around a year in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway to Douglas Park, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Douglas Park travel package include?
Expedia has all you need to book your Douglas Park getaway, but how your package is structured is your choice. Select from a combination of flights, rental cars and hotels. Searching for some tours or activities to fill in your time? Once you've made your booking, you can add them too. No matter your budget or style, there's a deal to match your needs.
What should I know before booking a Douglas Park travel package?
Our prices are already low. However, you'll enjoy an even better deal when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Douglas Park Expedia travel package?
Yes, you can. We have more than 550 partner airlines across the globe, so go with the carrier that fits your budget and travel needs.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home 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

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

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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. Flight-inclusive packages are ATOL protected.