Hotels in East Side, Chicago

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Check prices for these dates

Tonight
May 9 - May 10
Tomorrow
May 10 - May 11
Next weekend
May 15 - May 17
In two weeks
May 22 - May 24

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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, (2,495 reviews)
"Great place to stay "
United States
Mark
The price is CA $274
CA $373 total
includes taxes & fees
May 25 - May 26
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
8.4 out of 10, Very good, (1,833 reviews)
"We enjoy our stay."
United States
Nuria
The price is CA $176
CA $210 total
includes taxes & fees
May 10 - May 11
The Wade
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, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is CA $294
CA $399 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
21.3 km from East Side
9.0 out of 10, Wonderful, (3,311 reviews)
"Breakfasr good, view great"
United States
Jan
The price is CA $281
CA $383 total
includes taxes & fees
May 24 - May 25
Swissotel - Chicago
Terrace/patio

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 21.8 km from East Side
8.8 out of 10, Excellent, (2,462 reviews)
"Great location, convenient, very welcoming"
United States
Claire
The price is CA $201
CA $239 total
includes taxes & fees
May 26 - May 27
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 21.7 km from East Side
8.2 out of 10, Very good, (2,852 reviews)
"Great stay"
United States
Darin
The price is CA $207
CA $286 total
includes taxes & fees
May 25 - May 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
21.2 km from East Side
8.6 out of 10, Excellent, (1,941 reviews)
"Great location, friendly staff, great amenities."
United States
Melissa
The price is CA $266
CA $359 total
includes taxes & fees
May 10 - May 11
Radisson Blu Aqua Hotel Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 21.2 km from East Side
8.8 out of 10, Excellent, (2,152 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is CA $263
CA $362 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,232 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is CA $149
CA $177 total
includes taxes & fees
May 10 - May 11
Aloft Chicago Mag Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 21.9 km from East Side
8.8 out of 10, Excellent, (1,257 reviews)
"Great stay! "
United States
Taira
The price is CA $187
CA $220 total
includes taxes & fees
May 26 - May 27
Ivy Boutique Hotel
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (2,460 reviews)
"Great place to stay."
United States
Yuge
The price is CA $201
CA $239 total
includes taxes & fees
May 10 - May 11
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1,009 reviews)
"The breakfast was great."
United States
Liangsheng
The price is CA $163
CA $194 total
includes taxes & fees
May 10 - May 11
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 22.6 km from East Side
9.0 out of 10, Wonderful, (4,279 reviews)
"Loved the location, staff was very friendly and the room was great for my stay."
United States
David
The price is CA $204
CA $243 total
includes taxes & fees
May 25 - May 26
Hilton Chicago/Magnificent Mile Suites
Shopping mall

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (1,985 reviews)
"Location,staff, and cleaniness were great."
United States
Michelle
The price is CA $185
CA $255 total
includes taxes & fees
May 10 - May 11
Millennium Hotel Knickerbocker Chicago
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3,516 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is CA $279
CA $381 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago
Exterior

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1,096 reviews)
"Great location, clean and updated room and the food was yummy"
United States
Shannon
The price is CA $231
CA $315 total
includes taxes & fees
May 10 - May 11
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1,882 reviews)
"A wonderful stay"
United States
Lateia
The price is CA $219
CA $263 total
includes taxes & fees
May 10 - May 11
Courtyard by Marriott Chicago 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, (1,385 reviews)
"The bar was well stocked and the bar staff was great!!"
United States
Daynese
The price is CA $155
CA $185 total
includes taxes & fees
May 11 - May 12
The Chicago Hotel Collection - Magnificent Mile
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 22.1 km from East Side
8.2 out of 10, Very good, (1,448 reviews)
"Good place to stay at reasonable rate. The hotel stall was outstanding!"
United States
Richard
The price is CA $238
CA $283 total
includes taxes & fees
May 11 - May 12
Hampton Inn Chicago Downtown/Magnificent Mile
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, (4,093 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is CA $204
CA $281 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza 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

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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The room was exceptionally clean and the staff was great! The location 1/2 block from Michigan Ave. We had a wonderful stay!"
Danny 3-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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