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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for East Side hotels

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (4897)
"Would stay there again"
United States
Zach
The price is NZ$166
includes taxes & fees
18 Jan - 19 Jan
River Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very good, (2688)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is NZ$131
includes taxes & fees
14 Jan - 15 Jan
Freehand Chicago

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, (2225)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is NZ$174
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 21.7 km from East Side
8.2 out of 10, Very good, (2808)
"Great hotel staff and location. "
United States
Jacqueline
The price is NZ$235
includes taxes & fees
13 Jan - 14 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (3021)
"Great place to stay"
United States
Elisha
The price is NZ$169
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile

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
8.6 out of 10, Excellent, (4318)
"Amazing staff and perfect location "
United States
Brandi
The price is NZ$159
includes taxes & fees
11 Jan - 12 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.4 out of 10, Very good, (1574)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is NZ$189
includes taxes & fees
11 Jan - 12 Jan
The Wade

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, (2318)
"Great stay!"
United States
Angela
The price is NZ$265
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (3668)
"Great hotel"
United States
Jeanette
The price is NZ$182
includes taxes & fees
11 Jan - 12 Jan
Hilton Chicago/Magnificent Mile Suites

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, (9770)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

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, (2034)
"Great stay"
United States
Kramer
The price is NZ$166
includes taxes & fees
18 Jan - 19 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

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, (3359)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is NZ$181
includes taxes & fees
18 Jan - 19 Jan
Club Quarters Hotel, Central Loop, Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 22.2 km from East Side
8.4 out of 10, Very good, (3023)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NZ$178
includes taxes & fees
25 Jan - 26 Jan
Warwick Allerton - Chicago

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, (5529)
"Nice rooms and friendly staff "
United States
Brad Mitchell
The price is NZ$192
includes taxes & fees
11 Jan - 12 Jan
Embassy Suites by Hilton Chicago Downtown River North

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3438)
"The Hotel was amazing great location "
United States
Donnisha
The price is NZ$344
includes taxes & fees
20 Jan - 21 Jan
Hyatt Regency Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3188)
"stunning hotel"
Canada
Yiwei
The price is NZ$190
includes taxes & fees
3 Feb - 4 Feb
Eurostars Magnificent Mile

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 23.4 km from East Side
9.0 out of 10, Wonderful, (1508)
"Very nice and quiet, excellent location"
United States
Anthony
The price is NZ$174
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 22.6 km from East Side
8.2 out of 10, Very good, (3857)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is NZ$156
includes taxes & fees
6 Jan - 7 Jan
The Whitehall Hotel, BW Premier Collection

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1067)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is NZ$250
includes taxes & fees
11 Jan - 12 Jan
Hyatt Centric Chicago Magnificent Mile

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, (3562)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NZ$234
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG
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.

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.

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top East Side Hotel Reviews

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.

Explore a world of travel with Expedia