East Hyde Park Vacation Packages

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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 East Hyde Park

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,394, price is now CA $992 per person
CA $992
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,801, price is now CA $1,315 per person
CA $1,315
per person
Jan 21 - Jan 24
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,001, price is now CA $2,200 per person
CA $2,200
per person
Dec 16 - Dec 21
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Very good service

Reviewed on Nov 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,343, price is now CA $988 per person
CA $988
per person
Dec 31 - Jan 4
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Where to stay in East Hyde Park

Find the best East Hyde Park areas and neighborhoods for the activities you enjoy most. Learn more about East Hyde Park
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

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.

Find hotels in Magnificent Mile

East Hyde 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 $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,146 reviews)
"We stayed at the buckinham wing of the hotel. It’s an old hotel. The water runs brown for the first few seconds . The curtains were bright silver. Not what I expected. The best part is the location ."

Reviewed on Nov 9, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 11 to Nov 12
CA $164
CA $195 total
Nov 11 - Nov 12
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Dec 10 to Dec 11
CA $150
CA $178 total
Dec 10 - Dec 11
includes taxes & fees
River Hotel
See all 4,323 properties in East 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.
All Inclusive Vacations
All Inclusive Vacations
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Family Vacations
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Frequently asked questions

How much does an East Hyde Park vacation package cost?
The cheapest East Hyde Park package is CA $983, so your dream escape can become a reality — without breaking the bank. Bundle flights, hotels, car rentals and more to create a package that matches your travel style.
How do I get a cheap travel package to East Hyde Park?
Just imagine all the amazing things you could do in East Hyde Park with a pile of extra cash in your pocket. Watch your savings stack up when you combine your airfare and hotel bookings into an East Hyde Park vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 properties around the globe. Whether you're taking a break with the family or traveling solo, planning a getaway to East Hyde Park is better with a package.
Where should I stay in East Hyde Park?
Take the hassle out of sightseeing by staying right around the corner from East Hyde Park's iconic attractions. University of Chicago and Chicago Museum of Science and Industry are two of the most popular.
What are the top hotels in East Hyde Park?
Lock in a room at Best Western Plus Hyde Park Chicago Hotel. It's one of the area's most in-demand hotels. Another top option in East Hyde Park is Chicago Lake Shore Hotel.
How far in advance should I book my East Hyde Park vacation?
Earlier is always better. Air carriers typically advertise flight tickets around a year in advance, and this is a perfect opportunity to score some rock-bottom prices. Just been told you need to take your vacation time in a few weeks? Don't fret. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia East Hyde Park travel package include?
You can select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add some activities and tours. Want to pick your airfare class? That's possible too. The choice is yours when it comes to arranging your perfect East Hyde Park trip.
What should I know before booking an East Hyde Park travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on sightseeing tours or experiences. Your next awesome adventure is only a couple of clicks away.
If I'm not able to travel, can I cancel my East Hyde Park vacation package?
We get it — life doesn't always go according to plan. If you've locked in an East Hyde Park vacation package and need to cancel or change it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a fee.

Stay near popular East Hyde Park attractions

Hyde Park Art Center

Enjoy an outing to Hyde Park Art Center during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
See properties

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 $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
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.