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Hotels in East Side, Chicago

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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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, (2,537 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is CA $300
CA $405 total
includes taxes & fees
Jun 30 - Jul 1
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (10,246 reviews)
"Great stay thanks"
United States
Felipa
The price is CA $190
CA $226 total
includes taxes & fees
Jun 29 - Jun 30
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
7.4 out of 10, Good, (2,627 reviews)
"Great location and helpful staff."
United States
Ming
The price is CA $188
CA $224 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (2,243 reviews)
"Great location"
United States
Gabino
The price is CA $171
CA $245 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown
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, (1,088 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is CA $194
CA $272 total
includes taxes & fees
Jul 7 - Jul 8
Staypineapple, An Iconic Hotel, The Loop
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 19.9 km from East Side
9.0 out of 10, Wonderful, (1,008 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is CA $216
CA $298 total
includes taxes & fees
Jul 5 - Jul 6
The Blackstone, Autograph Collection
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.4 out of 10, Very good, (1,853 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is CA $272
CA $324 total
includes taxes & fees
Jul 1 - Jul 2
The Wade
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, (4,412 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is CA $223
CA $305 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Riu Plaza Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (2,851 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is CA $273
CA $366 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Chicago
Restaurant

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 19.5 km from East Side
8.2 out of 10, Very good, (2,723 reviews)
"Clean, working air conditioner, and great staff. Very good location as well."
United States
Alexandra
The price is CA $166
CA $198 total
includes taxes & fees
Jul 1 - Jul 2
Best Western Grant Park Hotel
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, (3,731 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is CA $306
CA $404 total
includes taxes & fees
Jul 1 - Jul 2
LondonHouse Chicago, Curio Collection by Hilton
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very good, (3,095 reviews)
"Staff very easy to talk with and happy to help Useful amenities, location was even better than anticipated."
United States
John
The price is CA $163
CA $260 total
includes taxes & fees
Jul 5 - Jul 6
Freehand Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 22.2 km from East Side
9.2 out of 10, Wonderful, (1,801 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $183
CA $264 total
includes taxes & fees
Jun 30 - Jul 1
Omni Chicago Hotel
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 22.6 km from East Side
8.4 out of 10, Very good, (3,937 reviews)
"Overall a great stay, staff was friendly and bed was comfy."
United States
Meghan
The price is CA $194
CA $231 total
includes taxes & fees
Jun 30 - Jul 1
The Whitehall Hotel, BW Premier Collection
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, (3,637 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is CA $223
CA $265 total
includes taxes & fees
Jul 1 - Jul 2
Eurostars Magnificent Mile
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 21.4 km from East Side
8.6 out of 10, Excellent, (1,656 reviews)
"Excellent location."
United States
Mirna
The price is CA $278
CA $380 total
includes taxes & fees
Jul 5 - Jul 6
Sheraton Grand Chicago Riverwalk
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, (1,254 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is CA $233
CA $277 total
includes taxes & fees
Jul 5 - Jul 6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 21.2 km from East Side
9.4 out of 10, Exceptional, (2,134 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is CA $249
CA $338 total
includes taxes & fees
Jul 5 - Jul 6
Arlo 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, (2,493 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is CA $256
CA $346 total
includes taxes & fees
Jul 2 - Jul 3
Palmer House a Hilton Hotel
Presidential Suite, 1 Bedroom, Non Smoking

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 22 km from East Side
8.8 out of 10, Excellent, (1,597 reviews)
"Great stay"
United States
Matt
The price is CA $197
CA $275 total
includes taxes & fees
Jul 5 - Jul 6
Hotel 55 Chicago Downtown
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

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.

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.

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.

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.
Panoramic view of Lincoln Park and the Chicago skyline.

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

Hilton Chicago

Hilton Chicago

4/10 Poor
"I stayed in a bedroom that was suppose to be a king bedroom but ran out of rooms, room was out dated,shower head had a heavy leak,the shower nossle was coming out the wall and the vent didn't work."
Danny 4-night trip
Posted less than an hour ago
Hilton 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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