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Hotels in East Side, Chicago

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Check prices for these dates

This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

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Our top choices for East Side hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2,610 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is CA $349
CA $463 total
includes taxes & fees
Aug 9 - Aug 10
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.6 out of 10, Excellent, (1,926 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is CA $394
CA $468 total
includes taxes & fees
Aug 11 - Aug 12
The Wade
Restaurant

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
River North, 22.2 km from East Side
6.8 out of 10, (11 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is CA $243
CA $285 total
includes taxes & fees
Aug 16 - Aug 17
FOUND Hotels, Chicago, Series by Marriott
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.4 out of 10, Exceptional, (2,287 reviews)
"Nice place to stay"
United States
Donilyn
The price is CA $224
CA $310 total
includes taxes & fees
Aug 9 - Aug 10
Silversmith Hotel Chicago Downtown
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 20.1 km from East Side
8.0 out of 10, Very good, (10,274 reviews)
"The hospitality of the staff was wonderful"
United States
Tammy C
The price is CA $266
CA $316 total
includes taxes & fees
Aug 10 - Aug 11
Congress Plaza Hotel
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 20.1 km from East Side
7.6 out of 10, Good, (2,673 reviews)
"Excellent hotel and services"
United Kingdom
Marobe
The price is CA $240
CA $285 total
includes taxes & fees
Aug 10 - Aug 11
Travelodge by Wyndham Downtown Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,536 reviews)
"Great place to stay"
United States
John
The price is CA $304
CA $403 total
includes taxes & fees
Aug 9 - Aug 10
Palmer House a Hilton Hotel
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 22.2 km from East Side
8.6 out of 10, Excellent, (2,990 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is CA $244
CA $331 total
includes taxes & fees
Aug 16 - Aug 17
Warwick Allerton - Chicago
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,205 reviews)
"Great location."
United States
Clifton
The price is CA $162
CA $260 total
includes taxes & fees
Aug 10 - Aug 11
Freehand Chicago
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 22.4 km from East Side
8.8 out of 10, Excellent, (2,335 reviews)
"Clean room and friendly staff"
United States
Pam
The price is CA $245
CA $323 total
includes taxes & fees
Aug 10 - Aug 11
The Godfrey Hotel Chicago
2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3,756 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is CA $304
CA $403 total
includes taxes & fees
Aug 9 - Aug 10
LondonHouse Chicago, Curio Collection by Hilton
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,731 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is CA $281
CA $334 total
includes taxes & fees
Aug 9 - Aug 10
Eurostars Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 22.2 km from East Side
7.8 out of 10, Good, (1,758 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is CA $206
CA $244 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection - Magnificent Mile
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 23.4 km from East Side
8.2 out of 10, Very good, (1,756 reviews)
"Great location, clean, and a super breakfast!"
United States
Tina
The price is CA $272
CA $324 total
includes taxes & fees
Aug 3 - Aug 4
The Chicago Hotel Collection Ambassador Gold Coast
Superior Apartment, 2 Bedrooms, Kitchen | Living area

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.4 out of 10, Exceptional, (171 reviews)
"Clean, new, and cozy stay in a great location."
United States
Pedro
The price is CA $254
CA $298 total
includes taxes & fees
Jul 19 - Jul 20
LIVN - West Loop Chicago
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 20.3 km from East Side
9.6 out of 10, Exceptional, (1,276 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is CA $257
CA $306 total
includes taxes & fees
Aug 9 - Aug 10
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
2 bars/lounges, rooftop bar

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 21.3 km from East Side
9.0 out of 10, Wonderful, (1,038 reviews)
"Love the location and top tier service"
United States
Christine
The price is CA $342
CA $448 total
includes taxes & fees
Aug 16 - Aug 17
theWit Chicago, a Hilton Hotel
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (4,723 reviews)
"The location was perfect close to a lot of activities the included breakfast buffet was really great."
United States
Jessica
The price is CA $293
CA $389 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Riu Plaza Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 21.1 km from East Side
9.4 out of 10, Exceptional, (1,145 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is CA $292
CA $389 total
includes taxes & fees
Aug 9 - Aug 10
Staypineapple, An Iconic Hotel, The Loop
Rooftop bar

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (2,656 reviews)
"Great room and very convenient"
United States
Vikram Surana
The price is CA $274
CA $361 total
includes taxes & fees
Aug 16 - Aug 17
Hyatt Centric The Loop Chicago
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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Where to stay in East Side

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

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
A historic castle-like building with intricate stonework and a paved walkway.

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 river with a city skyline in the background, surrounded by green trees and grass.

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.

Top East Side Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Outstanding breakfast and one of the nicer traveling experiences I've had in a while. Big Europe vibes (but with AC!) Highly recommend!"
Nicholas 4-night trip
Posted 2 hours ago
Hotel Riu Plaza Chicago

Frequently asked questions

When is the best time to go to East Side?
The best time to visit East Side, Illinois is typically during the late spring (May to early June) or early autumn (September to October) when the weather is most pleasant.

During these months, you'll find comfortable temperatures, generally ranging from 15°C to 25°C, which are ideal for exploring the area's outdoor attractions and enjoying local events without the extreme heat of summer or the chill of winter. The foliage in autumn can be quite lovely, adding to the scenic appeal.

For those interested in outdoor activities like hiking or cycling along the Mississippi River, these seasons offer the most agreeable conditions.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right East Side hotel for you.
How can I save on a East Side hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on East Side hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a East Side hotel?
Hotel prices in East Side often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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