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Check prices for these dates

This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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Our top choices for East Side hotels

Terrace/patio

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 13.2 mi from East Side
9.4 out of 10, Exceptional, (2,674 reviews)
"Nice place to stay"
United States
Ashraf
The price is £175
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

2. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 12.5 mi from East Side
8.0 out of 10, Very good, (10,238 reviews)
"The hotel offers an amazing, perfect location, and historic hotel experience."
United States
George
The price is £92
includes taxes & fees
8 Sept - 9 Sept
Congress Plaza Hotel
Restaurant

3. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 12.1 mi from East Side
8.2 out of 10, Very good, (2,751 reviews)
"Very good hotel"
United States
Diego
The price is £126
includes taxes & fees
7 Sept - 8 Sept
Best Western Grant Park Hotel
Exterior

4. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12.3 mi from East Side
8.6 out of 10, Excellent, (3,125 reviews)
"Very nice place would stay again"
United States
Konner
The price is £170
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago
Pool

5. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 12.1 mi from East Side
8.8 out of 10, Excellent, (2,142 reviews)
"Great stay"
United States
Dhannetta
The price is £134
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Downtown South Loop
Nightclub

6. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 12.9 mi from East Side
8.6 out of 10, Excellent, (2,297 reviews)
"Great location."
United States
Yiyang
The price is £120
includes taxes & fees
27 Sept - 28 Sept
Central Loop Hotel
Superior Apartment, 2 Bedrooms, Kitchen | Living area

7. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
13 mi from East Side
9.2 out of 10, Wonderful, (240 reviews)
"Clean room, nice staff, cool vibe. Enjoyed my stay!!"
United States
Courtney
The price is £126
includes taxes & fees
1 Sept - 2 Sept
LIVN - West Loop Chicago
Lobby

8. River Hotel

River Hotel
4.0 star property
The Loop, 13.3 mi from East Side
8.8 out of 10, Excellent, (5,412 reviews)
"Awesome place in a great location"
United States
Meri
The price is £126
includes taxes & fees
7 Sept - 8 Sept
River Hotel
Suite, 1 Bedroom, Corner | Private kitchen

9. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 12.1 mi from East Side
8.8 out of 10, Excellent, (2,442 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
United States
AMBER
The price is £141
includes taxes & fees
7 Sept - 8 Sept
Homewood Suites by Hilton Chicago Downtown South Loop
Lobby

10. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 12.5 mi from East Side
7.6 out of 10, Good, (2,815 reviews)
"Great place"
United States
Matthew
The price is £114
includes taxes & fees
8 Sept - 9 Sept
Travelodge by Wyndham Downtown Chicago
Exterior

11. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 13 mi from East Side
9.0 out of 10, Wonderful, (1,002 reviews)
"Great stay, super clean"
United States
Richard
The price is £129
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Majestic Chicago Theatre District
Room service – dining

12. The Wade

The Wade
4.5 star property
Streeterville, 13.6 mi from East Side
8.6 out of 10, Excellent, (2,037 reviews)
"Good stay, great location"
Canada
Ayomikun Jedidiah
The price is £148
includes taxes & fees
7 Sept - 8 Sept
The Wade
Front of property

13. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 12.6 mi from East Side
9.6 out of 10, Exceptional, (1,278 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
United States
Melanie
The price is £159
includes taxes & fees
7 Sept - 8 Sept
Hilton Vacation Club Hotel Blake Chicago
Lobby

14. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 14.6 mi from East Side
8.0 out of 10, Very good, (2,136 reviews)
"Staff was very nice, hotel is in a great location"
United States
Brittany
The price is £133
includes taxes & fees
8 Sept - 9 Sept
The Chicago Hotel Collection Ambassador Gold Coast
Restaurant

15. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 12.9 mi from East Side
9.2 out of 10, Wonderful, (1,405 reviews)
"Very clean, front desk staff were extremely friendly and welcoming. Beds were the most comfortable we have ever slept in when traveling!"
United States
Theresa
The price is £149
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Central Loop
Nightclub

16. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 12.9 mi from East Side
8.8 out of 10, Excellent, (3,634 reviews)
"Great location very central"
United Kingdom
Simon
The price is £132
includes taxes & fees
7 Sept - 8 Sept
Club Quarters Hotel, Central Loop, Chicago
Lobby

17. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 13 mi from East Side
9.2 out of 10, Wonderful, (2,376 reviews)
"Great location."
United States
Xiao
The price is £141
includes taxes & fees
7 Sept - 8 Sept
Silversmith Hotel Chicago Downtown
Lobby sitting area

18. Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 13.3 mi from East Side
8.8 out of 10, Excellent, (2,405 reviews)
"The staff was awesome and location was superb!!"
United States
Daphnie
The price is £139
includes taxes & fees
7 Sept - 8 Sept
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby

19. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 13.6 mi from East Side
9.0 out of 10, Wonderful, (1,004 reviews)
"great location"
United States
Karaline
The price is £108
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Lobby sitting area

20. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 13.7 mi from East Side
8.4 out of 10, Very good, (2,169 reviews)
"Great stay!"
United States
LuShana
The price is £101
includes taxes & fees
7 Sept - 8 Sept
Hotel Saint Clair- Magnificent Mile
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 for the activities you enjoy most.
A busy city street with tall buildings, a bus, and cars.

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 river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top East Side Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Amazing stay! I was in 2117 with a southeastern lake view - could see the Soldier Field Stadium and museum along the lake beautifully! Room was clean (double queen), great having 2 bathrooms as well! The room also has 2 closets, with one being large to hang multiple outfits in, and use the other for jackets, shoes, suitcases, etc. One of our bathrooms smelled slightly of body odor, there are no fans in the bathroom either (be sure to courtesy flush while doing #2!). Staff was great and very kind despite being a very busy time with many BTS fans. They themed their lobby purple (fandom color) and played BTS music through their speakers. They even had photo ops and a fan meet up area. It was truly a great fan experience! The charm of the history of the hotel while modernizing the looks are stunning. There is original structure and woodwork with a modern tough of lighting and decor. We did not partake in any of the breakfast, however we did a late night order of food from Kitty O'Shea's bar after the concert. The wings & burger were great! The hotel is right on Michigan Avenue and very easy to hop onto the bus wherever you want to go. Overall a great experience and I will definitely be staying there again."
Karina 3-night trip
Posted less than an hour ago
Hilton 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?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in East Side.
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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