Hyde Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Hyde Park

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $1,063
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Clean room. Valet service slow.

Reviewed on Oct 18, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago
CA $1,152
per person
Jan 3 - Jan 9
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.6/10 Excellent! (1,015 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,122
per person
Nov 17 - Nov 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
CA $1,336
per person
Nov 27 - Dec 2
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
I liked the whirlpool

Reviewed on Oct 18, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,163
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,523 reviews)
It was a great location

Reviewed on Oct 18, 2026

Where to stay in Hyde Park

Find the best Hyde Park areas and neighborhoods for the activities you enjoy most. Learn more about Hyde Park
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Hyde Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $148
CA $176 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (10,148 reviews)
"The hotel is very old. Got q dirty toiled and got moved to another room. Then the other room had a dirty shower. After all day out we thought they would take care of it but nothing. On the 4 nights there nobody ever came to clean the room. Oh and the second room has a $5 opened up bottle of water ..."

Reviewed on Oct 18, 2026

Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
CA $215
CA $256 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (5,544 reviews)
"The room had a great view of the river, but there was 2 things that didn’t work for me, the first one the AC unit, the first day that we arrived it was hot, we turned on the AC unit and it didn’t cool enough the room, so that night we had a hard time trying to sleep, the day after I report the issue ..."

Reviewed on Oct 18, 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $171
CA $203 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (2,524 reviews)
"This is an old hotel with small elevators old stairwells which don't have handrails on both sides. the rooms are nice."

Reviewed on Oct 18, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,542 properties in Hyde 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 Hyde Park vacation package cost?
The most affordable Hyde Park vacation package is CA $1,063, so the trip of your dreams can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to build a package that suits you.
How do I get a cheap travel package to Hyde Park?
You'll save a pile of money if you combine your hotels, flights and car rentals into a Hyde Park vacation package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Hyde Park?
Most travelers who visit Hyde Park put both University of Chicago and Chicago Museum of Science and Industry on their bucket lists. Why not select a hotel within walking distance of these popular attractions?
What are the top hotels in Hyde Park?
Get your vacation off to a great start by reserving a room at Sophy Hyde Park. It's one of most popular properties in Hyde Park. Another comfortable option is Hyatt Place Chicago-South/University Medical Center.
How far in advance should I book my Hyde Park vacation?
While prices change from time to time, we generally suggest booking your vacation as early as possible. Many international airfares are available on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still be lucky. Cheaper tickets to Hyde Park sometimes occur only weeks before departure.
What does an Expedia Hyde Park travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to create your perfect Hyde Park travel package. Once you've made your booking, you can add on the fun things like day tours and activities. Remember — the more you bundle, the more cash you'll save!
What should I know before booking a Hyde Park travel package?
A package can be easier on the wallet than separately booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and score impressive savings. Whatever sort of vacation you're planning, you'll find a package that's perfect for you.
Can I choose my airline with a Hyde Park Expedia vacation package?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 550 airline partners across the globe, so you have lots of choice when putting together your Hyde Park escape.
If I'm not able to travel, can I cancel my Hyde Park vacation package?
If your travel plans in Hyde Park have been upended, it's a relief to know that you can amend or cancel your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. To find out more, check our Customer Service Portal.

Stay near popular Hyde Park attractions

A cityscape with historic buildings, a prominent church, and a view of the ocean.

University of Chicago

8.6/10 (3,689 reviews)
Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
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A classical building with a dome and columns, featuring Charlie Brown exhibit banners.

Griffin Museum of Science and Industry

9.2/10 (1,796 reviews)
This large, interactive museum contains a coal mine and World War II submarine among its many attractions.
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A brick building with a red sign, green trees, and a clear sky.

Robie House

9.6/10 (4 reviews)
Witness the simple beauty of Frank Lloyd Wright’s designs in a Chicago house that epitomizes a popular American style of architecture.
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A large Gothic-style cathedral with twin towers and a well-maintained garden in front.

Rockefeller Memorial Chapel

You can find out about the history of Chicago with a visit to Rockefeller Memorial Chapel. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
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Midway Plaisance

10.0/10 (1 review)
Midway Plaisance is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
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Court Theatre

8.0/10 (1 review)
You can enjoy a show at Court Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
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Renaissance Society

You can spend time exploring the galleries in Renaissance Society during your travels in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
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57th Street Beach

Why not spend a lazy afternoon at 57th Street Beach during your trip to Chicago? Take in the museums in this family-friendly area.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $59
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and 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.