East Side Hotels, 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

Tonight
5 Apr - 6 Apr
Tomorrow
6 Apr - 7 Apr
Next weekend
10 Apr - 12 Apr
In two weeks
17 Apr - 19 Apr

Filter by

Guest rating
Guest rating
Star rating

Our top choices for East Side hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2,437 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NZ$425
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,162 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NZ$250
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,061 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is NZ$244
includes taxes & fees
26 Apr - 27 Apr
River Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,353 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is NZ$474
includes taxes & fees
19 Apr - 20 Apr
Palmer House a Hilton Hotel
Lobby

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, (10,029 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NZ$224
includes taxes & fees
16 Apr - 17 Apr
Congress Plaza Hotel
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3,477 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is NZ$576
includes taxes & fees
7 Apr - 8 Apr
Hyatt Regency Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 21.1 km from East Side
9.4 out of 10, Exceptional, (1,032 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is NZ$326
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
21.3 km from East Side
9.0 out of 10, Wonderful, (3,243 reviews)
"Excellent stay."
United States
Fenton
The price is NZ$506
includes taxes & fees
10 Apr - 11 Apr
Swissotel - Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (3,725 reviews)
"Great hotel "
United States
Marina
The price is NZ$316
includes taxes & fees
28 Apr - 29 Apr
Hotel Riu Plaza Chicago
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (2,240 reviews)
"Great stay!"
United States
Jessica
The price is NZ$275
includes taxes & fees
12 Apr - 13 Apr
Silversmith Hotel Chicago Downtown
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,057 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is NZ$191
includes taxes & fees
8 Apr - 9 Apr
Central Loop Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 21.2 km from East Side
8.8 out of 10, Excellent, (2,103 reviews)
"lovely hotel "
United States
alyvia
The price is NZ$472
includes taxes & fees
6 Apr - 7 Apr
Fairmont Chicago at Millennium Park
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (1,944 reviews)
"Hotel was really nice"
United States
LaCarr
The price is NZ$260
includes taxes & fees
30 Apr - 1 May
Hilton Garden Inn Chicago Downtown South Loop
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (2,723 reviews)
"We love staying here "
United States
Carrie
The price is NZ$462
includes taxes & fees
10 Apr - 11 Apr
Hilton Chicago
55-inch LCD TV with cable channels, TV, pay films

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, (3,862 reviews)
"Loved the stay here !"
United States
Alisha
The price is NZ$314
includes taxes & fees
7 Apr - 8 Apr
L7 Chicago by LOTTE
Exterior

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, (2,399 reviews)
"Loved this hotel!"
United States
Ellen
The price is NZ$264
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (2,145 reviews)
"Great stay!"
United States
Hannah
The price is NZ$225
includes taxes & fees
6 Apr - 7 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
Interior entrance

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (1,965 reviews)
"Very small shower, cleanish"
United States
Riley
The price is NZ$233
includes taxes & fees
19 Apr - 20 Apr
Millennium Hotel Knickerbocker Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

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, (3,649 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is NZ$523
includes taxes & fees
12 Apr - 13 Apr
LondonHouse Chicago, Curio Collection by Hilton
Lobby

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
8.2 out of 10, Very good, (1,353 reviews)
"Very beautiful place to stay"
United States
angie
The price is NZ$235
includes taxes & fees
19 Apr - 20 Apr
The Chicago Hotel Collection Ambassador Gold Coast
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

Our guide on where to stay in East Side

Find the best East Side areas for the activities you enjoy most. Learn more about East Side
Learn more about East Side

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.

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop

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

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

Top East Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Nice stay"
Alexandra 1-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What's it like in East Side?
East Side is a neighbourhood that travellers like for its restaurants and parks. Looking for sights you might find in a travel guide about East Side? Consider a visit to Lake Michigan while you're in the neighbourhood.
If I need to cancel my hotel reservation in East Side, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to get top deals in East Side.
What are the top things to see and do in East Side?
Spend some time exploring the natural setting of East Side with a visit to Lake Michigan and Calumet Park. Munson Beach and Calumet Beach are also a couple of places to visit in the neighbourhood. Hammond Marina Beach, Horseshoe Hammond Casino and The Venue at Horseshoe Hammond are just a few of the places to visit in and around East Side. While you're out sightseeing, Mahalia Jackson Residence and Whihala Park West Beach are a couple of additional sights to visit in Chicago.

Explore a world of travel with Expedia