Default HTG hotel image

Hotels in East Side, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for East Side hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

1. River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,463 reviews)
"Great place to travel!"
United States
Jared
The price is CA $264
CA $313 total
includes taxes & fees
Oct 25 - Oct 26
River Hotel
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

2. 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, (10,272 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is CA $228
CA $271 total
includes taxes & fees
Oct 26 - Oct 27
Congress Plaza Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.

3. 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
8.0 out of 10, Very good, (2,382 reviews)
"Loved my stay the staff was nice and the location was great."
United States
Marta
The price is CA $253
CA $301 total
includes taxes & fees
Oct 25 - Oct 26
The Chicago Hotel Collection Ambassador Gold Coast
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

4. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (5,404 reviews)
"Great place to stay"
United States
Sean Robert
The price is CA $335
CA $439 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Riu Plaza Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

5. 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, (2,263 reviews)
"Would recommend stay here very nice hotel"
United States
carla
The price is CA $228
CA $271 total
includes taxes & fees
Oct 25 - Oct 26
The Chicago Hotel Collection - Magnificent Mile
Lobby

6. 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, (2,930 reviews)
"Great location, nice lobby bar and friendly staff!"
United States
Kurt
The price is CA $242
CA $334 total
includes taxes & fees
Oct 25 - Oct 26
The Allegro Royal Sonesta Hotel Chicago Loop
A room with two chairs and a small table, a large window with a city view at night.

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,937 reviews)
"Fantastic stay"
United States
Will
The price is CA $299
CA $356 total
includes taxes & fees
Oct 29 - Oct 30
Eurostars Magnificent Mile
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

8. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3,507 reviews)
"Great property, great staff and great locations!"
United States
Mark
The price is CA $388
CA $512 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Regency Chicago
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.

9. 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, (4,909 reviews)
"Lovely hotel in a great location with a great staff"
United States
Emily
The price is CA $344
CA $409 total
includes taxes & fees
Oct 30 - Oct 31
L7 Chicago by LOTTE
A large, historic building with a central courtyard surrounded by trees.

10. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,310 reviews)
"Great stay!"
United States
Alan
The price is CA $235
CA $321 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

11. 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, (4,978 reviews)
"It was in a great area near lots of restaurants, stores and park."
United States
Robin
The price is CA $248
CA $295 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Chicago/Magnificent Mile Suites
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

12. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,399 reviews)
"Always a great stay at Freehand! Staff is always friendly and the location is absolutely perfect!"
United States
MaryJane
The price is CA $239
CA $352 total
includes taxes & fees
Oct 6 - Oct 7
Freehand Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

13. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 20.8 km from East Side
8.8 out of 10, Excellent, (3,675 reviews)
"Great location"
United States
Julian
The price is CA $210
CA $249 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central Loop, Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

14. 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, (3,877 reviews)
"Great location! Would stay again!"
United States
Sharee
The price is CA $359
CA $469 total
includes taxes & fees
Oct 25 - Oct 26
LondonHouse Chicago, Curio Collection by Hilton
A dining area with a table set for four, large windows offering a cityscape view at dusk.

15. 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, (3,646 reviews)
"Great place to stay!"
United States
ShaRona
The price is CA $346
CA $457 total
includes taxes & fees
Oct 29 - Oct 30
The Royal Sonesta Chicago Downtown
The Intercontinental hotel facade with a large American flag and a floral display.

16. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 21.8 km from East Side
9.2 out of 10, Wonderful, (3,348 reviews)
"Great stay, perfect location would stay again"
United States
Kenan
The price is CA $373
CA $493 total
includes taxes & fees
Oct 25 - Oct 26
InterContinental Chicago Magnificent Mile by IHG
A modern building with a colorful facade and a red circular seating area.

17. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 21.4 km from East Side
9.4 out of 10, Exceptional, (4,366 reviews)
"Great location and friendly staff"
United States
Kimberly
The price is CA $292
CA $347 total
includes taxes & fees
Oct 25 - Oct 26
citizenM Chicago Downtown
A balcony with a table and chairs, a bottle of wine, and a glass of wine.

18. 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, (934 reviews)
"Great location"
United States
Richard E
Kasa Magnificent Mile Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

19. 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, (2,584 reviews)
"Nice stay for the weekend."
United States
Poua
The price is CA $276
CA $328 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree by Hilton Chicago - Magnificent Mile
A dining table set for six with a cityscape view through large windows.

20. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
21.3 km from East Side
9.0 out of 10, Wonderful, (3,524 reviews)
"Great stay!"
United States
Michael
The price is CA $355
CA $471 total
includes taxes & fees
Oct 25 - Oct 26
Swissotel - 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.
View all properties

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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Centrally located"
Rebecca 3-night trip
Posted less than an hour ago
Congress Plaza Hotel

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.

Explore a world of travel with Expedia