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Hotels in East Side, Chicago

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Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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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, (938 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly what we needed for our trip. The location was great, and everything was just as described. We’d definitely stay here again!"
United States
Harmony
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, (5,418 reviews)
"Great place to stay"
United States
Sean Robert
The price is CA $242
CA $328 total
includes taxes & fees
Nov 1 - Nov 2
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, (10,309 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is CA $182
CA $216 total
includes taxes & fees
Nov 1 - Nov 2
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, (2,386 reviews)
"Loved my stay the staff was nice and the location was great."
United States
Marta
The price is CA $204
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, (5,456 reviews)
"Great place to travel!"
United States
Jared
The price is CA $238
CA $283 total
includes taxes & fees
Nov 1 - Nov 2
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, (4,984 reviews)
"Everything about our stay was exceptional!"
United States
Alan
The price is CA $229
CA $272 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Chicago/Magnificent Mile Suites
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

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, (4,924 reviews)
"Lovely hotel in a great location with a great staff"
United States
Emily
The price is CA $284
CA $337 total
includes taxes & fees
Nov 1 - Nov 2
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, (3,939 reviews)
"Fantastic stay"
United States
Will
The price is CA $191
CA $227 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, (2,283 reviews)
"Would recommend stay here very nice hotel"
United States
carla
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, (3,469 reviews)
"Great property, great staff and great locations!"
United States
Mark
The price is CA $339
CA $454 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, (2,924 reviews)
"Excellent location"
United States
Reginald
The price is CA $182
CA $262 total
includes taxes & fees
Nov 1 - Nov 2
The Allegro Royal Sonesta Hotel Chicago Loop
A large, historic building with a central courtyard surrounded by trees.

12. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,325 reviews)
"Great stay!"
United States
Alan
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, (1,000 reviews)
"Beautiful property and great location."
United States
amy
The price is CA $361
CA $465 total
includes taxes & fees
Oct 30 - Oct 31
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, (1,152 reviews)
"Wonderful hotel"
United States
WENLIN
The price is CA $175
CA $214 total
includes taxes & fees
Oct 5 - Oct 6
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, (5,982 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, (3,637 reviews)
"Great place to stay!"
United States
ShaRona
The price is CA $269
CA $365 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,007 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, (3,869 reviews)
"Great location! Would stay again!"
United States
Sharee
The price is CA $350
CA $458 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, (490 reviews)
"Very clean and relax beds compare to prices."
United States
Masud
The price is CA $136
CA $152 total
includes taxes & fees
Nov 1 - Nov 2
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, (3,402 reviews)
"Great stay, will be back"
United States
George
The price is CA $238
CA $351 total
includes taxes & fees
Oct 4 - Oct 5
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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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

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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