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Hotels in East Side, Chicago

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Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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Our top choices for East Side hotels

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
River North, 22.3 km from East Side
9.4 out of 10, Exceptional, (955 reviews)
"Incredible stay, amazing location and great experience."
United States
Brooke
Kasa Magnificent Mile Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (5,483 reviews)
"Very nice hotel , excellent location"
United States
Gabriela
The price is CA $229
CA $312 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Riu Plaza Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. 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, (10,137 reviews)
"Nice stay"
United States
Katimah
The price is CA $165
CA $197 total
includes taxes & fees
Nov 5 - Nov 6
Congress Plaza Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
23.4 km from East Side
8.0 out of 10, Very good, (2,444 reviews)
"Great stay, comfy beds :)"
United States
Cindy
The price is CA $203
CA $242 total
includes taxes & fees
Nov 1 - Nov 2
The Chicago Hotel Collection Ambassador Gold Coast
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

5. River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,505 reviews)
"Great stay! Will definitely recommend to others visiting the city."
United States
Charlie
The price is CA $217
CA $258 total
includes taxes & fees
Oct 25 - Oct 26
River Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

6. 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, (5,002 reviews)
"Hotel and staff were very nice."
United States
Vincenzo
The price is CA $229
CA $272 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Chicago/Magnificent Mile Suites
A room with two upholstered chairs, a small round table, and a wall-mounted artwork featuring floral and bird designs.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 21.4 km from East Side
9.6 out of 10, Exceptional, (4,992 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is CA $225
CA $268 total
includes taxes & fees
Nov 9 - Nov 10
L7 Chicago by LOTTE
A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,950 reviews)
"Fantastic stay"
United States
Will
The price is CA $205
CA $244 total
includes taxes & fees
Nov 1 - Nov 2
Eurostars Magnificent Mile
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 22.2 km from East Side
8.0 out of 10, Very good, (2,350 reviews)
"Great location, good sized rooms, comfortable beds"
United Kingdom
Jake
The price is CA $195
CA $231 total
includes taxes & fees
Nov 1 - Nov 2
The Chicago Hotel Collection - Magnificent Mile
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3,485 reviews)
"Beautiful hotel in a great location!"
United States
Mercy
The price is CA $352
CA $469 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
Lobby

11. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 21.4 km from East Side
9.0 out of 10, Wonderful, (2,937 reviews)
"Very helpful staff and excellent location."
United States
David
The price is CA $196
CA $279 total
includes taxes & fees
Nov 8 - Nov 9
The Allegro Royal Sonesta Hotel Chicago Loop
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

12. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,395 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.

13. Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park, 11.3 km from East Side
9.4 out of 10, Exceptional, (1,004 reviews)
"Nice hotel"
United States
Brent
The price is CA $353
CA $456 total
includes taxes & fees
Nov 2 - Nov 3
Sophy Hyde Park
A modern lobby with a sofa, coffee table, and a fireplace.

14. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
10.2 km from East Side
8.4 out of 10, Very good, (1,168 reviews)
"Wonderful hotel"
United States
WENLIN
The price is CA $175
CA $213 total
includes taxes & fees
Oct 18 - Oct 19
Ameristar Casino Hotel East Chicago
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

15. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 22.1 km from East Side
8.6 out of 10, Excellent, (5,987 reviews)
"I’d stay here again."
United States
Eliana
The price is CA $241
CA $286 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Chicago Downtown River North
A dining area with a table set for four, large windows offering a cityscape view at dusk.

16. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3,649 reviews)
"Great place to stay!"
United States
ShaRona
The price is CA $284
CA $383 total
includes taxes & fees
Nov 9 - Nov 10
The Royal Sonesta Chicago Downtown
A large banquet hall with round tables, chairs, and a chandelier.

17. Ramada Hotel & Conference Center by Wyndham Hammond

Ramada Hotel & Conference Center by Wyndham Hammond
2.5 star property
7.9 km from East Side
7.6 out of 10, Good, (1,003 reviews)
"Room was clean and comfortable, great location with easy access to my destinations."
United States
Elizabeth
The price is CA $134
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
Ramada Hotel & Conference Center by Wyndham Hammond
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

18. 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, (3,871 reviews)
"Very nice hotel!"
United States
Keeven
The price is CA $320
CA $423 total
includes taxes & fees
Nov 1 - Nov 2
LondonHouse Chicago, Curio Collection by Hilton
A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset on the wall.

19. Days Inn and Suites by Wyndham Hammond, IN

Days Inn and Suites by Wyndham Hammond, IN
2.0 star property
7.6 km from East Side
7.0 out of 10, Good, (500 reviews)
"Very clean and relax beds compare to prices."
United States
Masud
The price is CA $129
CA $145 total
includes taxes & fees
Nov 5 - Nov 6
Days Inn and Suites by Wyndham Hammond, IN
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

20. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,390 reviews)
"Great stay, will be back"
United States
George
The price is CA $166
CA $266 total
includes taxes & fees
Nov 9 - Nov 10
Freehand 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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Hotels recommended for families in East Side

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,395)
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago

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 cityscape with tall skyscrapers and a historic tower.

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 busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

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 large, historic building with a central tower and multiple windows, located near a body of water.

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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"It was way more that i expected, ample rooms, clean and well lighted, and don’t mention the location, it was great experience. 👍"
Vladimir 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

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 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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