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Hotels in East Side, Chicago

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Check prices for these dates

This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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Our top choices for East Side hotels

Lobby

1. 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, (10,157 reviews)
"Easy check in, rooms were clean, convenient location."
United States
John
The price is CA $222
CA $264 total
includes taxes & fees
Sep 27 - Sep 28
Congress Plaza Hotel
Front of property

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, (5,295 reviews)
"Great place to stay!!"
United States
Mya
The price is CA $344
CA $449 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Riu Plaza Chicago
Lobby

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, (2,257 reviews)
"Great location and staff."
United States
Michael T.
The price is CA $225
CA $268 total
includes taxes & fees
Sep 27 - Sep 28
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

4. 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, (4,935 reviews)
"Very nice hotel, friendly staff, good location"
United States
Brian
The price is CA $284
CA $338 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Chicago/Magnificent Mile Suites
Breakfast and dinner served

5. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 22.2 km from East Side
9.2 out of 10, Wonderful, (2,083 reviews)
"Great location and friendly staff."
United States
Shiaka
The price is CA $390
CA $511 total
includes taxes & fees
Oct 15 - Oct 16
Omni Chicago Hotel
Exterior

6. 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, (2,183 reviews)
"The hotel was well located and beautiful."
United States
Patricia
The price is CA $178
CA $212 total
includes taxes & fees
Sep 20 - Sep 21
The Chicago Hotel Collection - Magnificent Mile
Lobby

7. River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,437 reviews)
"Location is great."
United States
Isabella
The price is CA $255
CA $303 total
includes taxes & fees
Sep 27 - Sep 28
River Hotel
Front of property - evening/night

8. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
40.7 km from East Side
9.0 out of 10, Wonderful, (3,143 reviews)
"Great hotel."
United States
Esther
The price is CA $260
CA $297 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Regency O'Hare Chicago
Lobby

9. 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, (2,888 reviews)
"Great location, nice lobby bar and friendly staff!"
United States
Kurt
The price is CA $277
CA $374 total
includes taxes & fees
Sep 27 - Sep 28
The Allegro Royal Sonesta Hotel Chicago Loop
Reception hall

10. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,905 reviews)
"Nice hotel,location is excellent"
United States
Tony
The price is CA $293
CA $349 total
includes taxes & fees
Sep 27 - Sep 28
Eurostars Magnificent Mile
Cocktail bar

11. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,387 reviews)
"Great location"
United States
Steven
The price is CA $217
CA $324 total
includes taxes & fees
Oct 7 - Oct 8
Freehand Chicago
55-inch LCD TV with cable channels, TV, pay movies

12. 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, (4,827 reviews)
"Very nice staff clean environment great stay"
United States
christina
The price is CA $349
CA $415 total
includes taxes & fees
Sep 21 - Sep 22
L7 Chicago by LOTTE
Property amenity

13. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 21.4 km from East Side
9.4 out of 10, Exceptional, (4,354 reviews)
"Had a great stay, would definitely book here again!"
United States
Isayra
The price is CA $288
CA $343 total
includes taxes & fees
Sep 27 - Sep 28
citizenM Chicago Downtown
Ballroom

14. 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, (3,638 reviews)
"Great place to stay!"
United States
ShaRona
The price is CA $364
CA $477 total
includes taxes & fees
Sep 20 - Sep 21
The Royal Sonesta Chicago Downtown
Nightclub

15. 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, (3,647 reviews)
"Clean hotel and friendly staff"
United States
Jacqueline
The price is CA $230
CA $273 total
includes taxes & fees
Sep 20 - Sep 21
Club Quarters Hotel, Central Loop, Chicago
Exterior

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, (3,307 reviews)
"Excellent stay"
United States
Darryl Halbert
The price is CA $391
CA $514 total
includes taxes & fees
Sep 20 - Sep 21
InterContinental Chicago Magnificent Mile by IHG
Exterior

17. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
21.5 km from East Side
9.0 out of 10, Wonderful, (2,650 reviews)
"Great stay, close to great food and ambiance in West Loop."
United States
Victoria
The price is CA $237
CA $281 total
includes taxes & fees
Sep 20 - Sep 21
Crowne Plaza Chicago West Loop by IHG
2 restaurants; breakfast, lunch, and dinner served

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, (3,849 reviews)
"Great location, spacious and clean rooms, and accommodating staff. We would absolutely stay here again!"
United States
Sunny
The price is CA $462
CA $590 total
includes taxes & fees
Sep 20 - Sep 21
LondonHouse Chicago, Curio Collection by Hilton
Lobby

19. 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, (6,007 reviews)
"Excellent stay , perfect location, worth it"
United States
Shweta
The price is CA $282
CA $335 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown River North
Exterior

20. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,220 reviews)
"Great stay!"
United States
Alan
The price is CA $312
CA $412 total
includes taxes & fees
Sep 25 - Sep 26
Hilton 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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The room was amazing, I booked a king room and got upgraded to a king suite, it was stunning! The views, the room, the service… 100/10!"
Nia 1-night trip
Posted 1 hour ago
Eurostars Magnificent Mile

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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