Search Hotels in East Side, 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near East Side, Chicago

Freehand Chicago

4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very good, (2631)
"Accommodation and great customer serbice!"
United States
Haidee
The price is ₹5,788
₹8,383 total
includes taxes & fees
5 Jan - 6 Jan 2026
Freehand Chicago

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, (4215)
"Location is perfect "
United States
Deyana
The price is ₹7,378
₹8,661 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 20.8 km from East Side
8.4 out of 10, Very good, (2116)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,223
₹13,076 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 20.1 km from East Side
8.0 out of 10, Very good, (9610)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ₹9,750
₹11,445 total
includes taxes & fees
2 Jan - 3 Jan 2026
Congress Plaza Hotel

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (2944)
"Great location and great staff!!"
United States
lynne
The price is ₹8,098
₹9,506 total
includes taxes & fees
9 Dec - 10 Dec
Aloft Chicago Mag Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Streeterville, 21.7 km from East Side
8.4 out of 10, Very good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is ₹7,846
₹11,851 total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Regency Chicago

4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3380)
"Nice hotel"
United States
Dick
The price is ₹12,237
₹17,006 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago

Warwick Allerton - Chicago

4.0 star property
Magnificent Mile, 22.2 km from East Side
8.4 out of 10, Very good, (2994)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ₹6,118
₹9,824 total
includes taxes & fees
4 Jan - 5 Jan 2026
Warwick Allerton - Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (2098)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown

Swissotel - Chicago

4.5 star property
21.2 km from East Side
9.0 out of 10, Wonderful, (2990)
"Great stay"
Canada
Lorrington Ashford
The price is ₹10,255
₹14,680 total
includes taxes & fees
1 Jan - 2 Jan 2026
Swissotel - Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3417)
"Great Hotel!"
United States
Siranush
The price is ₹11,731
₹13,771 total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton

River Hotel

4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (4840)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ₹6,962
₹8,173 total
includes taxes & fees
5 Jan - 6 Jan 2026
River Hotel

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 22.6 km from East Side
9.0 out of 10, Wonderful, (3432)
"Great hotel located in nice area."
United States
Robert
The price is ₹9,444
₹11,086 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 21.8 km from East Side
8.8 out of 10, Excellent, (2175)
"Great stay "
United States
Melinda
The price is ₹8,042
₹9,441 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3134)
"Amazing and will be staying again!"
United States
Angie
The price is ₹7,774
₹9,126 total
includes taxes & fees
4 Jan - 5 Jan 2026
Eurostars Magnificent Mile

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, (5354)
"excellent hotel "
United States
Myounghee
The price is ₹8,485
₹9,960 total
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
River North, 21.9 km from East Side
8.8 out of 10, Excellent, (3433)
"Great hotel"
United States
Clara
The price is ₹9,866
₹11,582 total
includes taxes & fees
7 Dec - 8 Dec
voco Chicago Downtown - Riverwalk by IHG

The Whitehall Hotel, BW Premier Collection

3.5 star property
Streeterville, 22.6 km from East Side
8.2 out of 10, Very good, (3772)
"Great location "
United States
Carlos
The price is ₹6,888
₹8,085 total
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection

The Wade

4.5 star property
Streeterville, 21.8 km from East Side
8.4 out of 10, Very good, (1501)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
The price is ₹9,088
₹10,668 total
includes taxes & fees
10 Dec - 11 Dec
The Wade

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1045)
"Great Hotel!"
United States
Wendy
The price is ₹8,795
₹12,965 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Centric Chicago 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.

Where to stay in East Side

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

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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

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.