East Side Hotels, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

4234 Cheap Hotels in East Side - Specials, Reviews, & Last Minute Deals

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 22.2 km from East Side
8.8 out of 10, Excellent, (3108)
"Location was great "
United States
Hamik
The price is NZ$234
includes taxes & fees
21 Dec - 22 Dec
Eurostars Magnificent Mile
Terrace/patio
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, (2138)
"Great stay "
United States
Melinda
The price is NZ$202
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (4820)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is NZ$190
includes taxes & fees
23 Nov - 24 Nov
River Hotel
Cocktail bar
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, (2916)
"Great location!!"
United States
sarah e
The price is NZ$201
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Mag Mile
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, (2239)
"Room was spotless…staff was great!"
United States
Tamika
The price is NZ$239
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 19.9 km from East Side
8.4 out of 10, Very good, (2305)
"Clean Rooms & very nice staff"
United States
Teresa
The price is NZ$271
includes taxes & fees
25 Nov - 26 Nov
Hilton Chicago
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 21.4 km from East Side
9.4 out of 10, Exceptional, (4050)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is NZ$215
includes taxes & fees
24 Nov - 25 Nov
citizenM Chicago Downtown
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 21.9 km from East Side
8.4 out of 10, Very good, (4181)
"Great location. "
United States
Rodger
The price is NZ$158
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Ballroom
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, (3335)
"Great stay!"
United States
Rose
The price is NZ$173
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
American cuisine
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, (1687)
"The location was great!!"
United States
Yvette
The price is NZ$195
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
River North, 22.2 km from East Side
8.4 out of 10, Very good, (331)
"love this place definitely coming back !"
United States
Dayanara
The price is NZ$140
includes taxes & fees
21 Dec - 22 Dec
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very good, (2586)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is NZ$171
includes taxes & fees
27 Nov - 28 Nov
Freehand 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, (2819)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is NZ$264
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
Banquet hall
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, (9608)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is NZ$202
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel
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, (2074)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
The Loop, 21.1 km from East Side
8.6 out of 10, Excellent, (2618)
"Enjoyed my stay here. "
United States
Vai
The price is NZ$244
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
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, (1712)
"Clean room, great hot tub."
United States
SHARON
The price is NZ$164
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown South Loop
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 20.8 km from East Side
8.4 out of 10, Very good, (2074)
"Great place to stay."
United States
Aaron
The price is NZ$257
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
River North, 21.9 km from East Side
8.8 out of 10, Excellent, (3377)
"Great hotel!!"
United States
Deja
The price is NZ$241
includes taxes & fees
21 Dec - 22 Dec
voco Chicago Downtown - Riverwalk by IHG
Rooftop terrace
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (2244)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is NZ$276
includes taxes & fees
19 Dec - 20 Dec
Hyatt Centric The Loop 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

Hotels in East Side with free breakfast

Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
  • Breakfast included
9.4 out of 10, Exceptional, (2819)
The price is NZ$264
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
See more properties

Hotels in East Side with a pool

Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
  • Pool
8.4 out of 10, Very good, (2074)
The price is NZ$257
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
See more properties

Top guest rated hotels in East Side

Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
    8.0 out of 10, Very good, (2586)
    The price is NZ$171
    includes taxes & fees
    27 Nov - 28 Nov
    Freehand Chicago
    See more 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 featuring a city

    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 - River North

    Magnificent Mile

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

    The Loop - Downtown which includes a river or creek

    The Loop

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

    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.

    Chicago showing a city and modern architecture

    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

    The Whitehall Hotel, BW Premier Collection

    The Whitehall Hotel, BW Premier Collection

    10/10 Excellent
    "Clean room"
    Amber 3-night trip
    Posted 1 day ago
    The Whitehall Hotel, BW Premier Collection

    Explore a world of travel with Expedia

    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, Whihala Beach and Horseshoe Hammond Casino are just a few of the places to visit in and around East Side. While you're out sightseeing, The Venue at Horseshoe Hammond and Mahalia Jackson Residence are a couple of additional sights to visit in Chicago.