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Hotels in East Side, Chicago

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Our top choices for East Side hotels

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, (2,580 reviews)
"The location was very convenient"
United States
Jeffrey
The price is CA $389
CA $512 total
includes taxes & fees
Aug 6 - Aug 7
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.6 out of 10, Excellent, (1,897 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is CA $240
CA $285 total
includes taxes & fees
Jul 8 - Jul 9
The Wade

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 22.2 km from East Side
9.2 out of 10, Wonderful, (1,866 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $240
CA $332 total
includes taxes & fees
Jul 9 - Jul 10
Omni Chicago Hotel

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, (10,194 reviews)
"Great stay!"
United States
Daniel
The price is CA $231
CA $275 total
includes taxes & fees
Jul 8 - Jul 9
Congress Plaza Hotel

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, (1,701 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is CA $233
CA $277 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection Ambassador Gold Coast

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, (1,708 reviews)
"Enjoyed our stay"
United States
keary
The price is CA $220
CA $261 total
includes taxes & fees
Jul 9 - Jul 10
The Chicago Hotel Collection - Magnificent Mile

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, (2,276 reviews)
"Wonderful stay"
United States
Taylor
The price is CA $284
CA $381 total
includes taxes & fees
Aug 7 - Aug 8
Silversmith Hotel Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,156 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is CA $158
CA $256 total
includes taxes & fees
Jul 8 - Jul 9
Freehand Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,705 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is CA $284
CA $338 total
includes taxes & fees
Jul 19 - Jul 20
Eurostars Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 21.2 km from East Side
9.4 out of 10, Exceptional, (2,156 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is CA $344
CA $452 total
includes taxes & fees
Jul 9 - Jul 10
Arlo Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
21.3 km from East Side
9.0 out of 10, Wonderful, (3,452 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is CA $283
CA $386 total
includes taxes & fees
Jul 27 - Jul 28
Swissotel - Chicago

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, (1,028 reviews)
"Great hotel to stay."
United States
Josias
The price is CA $324
CA $427 total
includes taxes & fees
Jul 27 - Jul 28
theWit Chicago, a Hilton Hotel

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.4 out of 10, Exceptional, (156 reviews)
"Very nice place to stay"
United States
Jarrett
The price is CA $267
CA $313 total
includes taxes & fees
Jul 8 - Jul 9
LIVN - West Loop Chicago

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, (2,669 reviews)
"Great location and helpful staff."
United States
Ming
The price is CA $194
CA $231 total
includes taxes & fees
Jul 9 - Jul 10
Travelodge by Wyndham Downtown Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3,456 reviews)
"Staff was great."
United States
Marianne
The price is CA $389
CA $513 total
includes taxes & fees
Jul 9 - Jul 10
Hyatt Regency Chicago

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, (2,633 reviews)
"Excellent location, great staff, clean rooms "
Canada
Brigita
The price is CA $258
CA $343 total
includes taxes & fees
Jul 9 - Jul 10
Hyatt Centric The Loop Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,298 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is CA $288
CA $342 total
includes taxes & fees
Aug 6 - Aug 7
River Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (4,633 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is CA $311
CA $410 total
includes taxes & fees
Jul 19 - Jul 20
Hotel Riu Plaza Chicago

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, (2,308 reviews)
"Would definitely stay there again"
United States
Benjy
The price is CA $218
CA $291 total
includes taxes & fees
Jul 19 - Jul 20
The Godfrey Hotel Chicago

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,309 reviews)
"Very great hotel"
United States
Allesandra
The price is CA $274
CA $326 total
includes taxes & fees
Jul 9 - Jul 10
Aloft by Marriott Chicago Mag Mile
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.

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.

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

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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