Photo by Judy Mahoney

East Side Hotels, Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Filter by

Guest rating
Guest rating
Property class

4224 Cheap Hotels in East Side - Specials, Reviews, & Last Minute Deals

River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4542)
"Great stay and great location"
The price is NZ$239
includes taxes & fees
1 Sept - 2 Sept
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2002)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is NZ$300
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3080)
"Great stay!"
The price is NZ$285
includes taxes & fees
25 Aug - 26 Aug
Eurostars Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3727)
"Our stay was wonderful."
The price is NZ$302
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2085)
"Great place to stay!"
The price is NZ$372
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2804)
"Clean, helpful staff and in walking distance to most places we visited."
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8983)
"lovely hotel, room was clean with comfy bed and great facilities. would definitely stay here again "
The price is NZ$373
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2220)
"Great stay "
The price is NZ$229
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1031)
"Great location "
The price is NZ$251
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3602)
"Great hotel"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
citizenM Chicago Downtown
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2096)
"Nice place, perfect location for family to stay on vacation, close to lots of things"
The price is NZ$327
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (189)
"Great place "
The price is NZ$193
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1015)
"Friendly staff and close to the places I wanted to go to "
The price is NZ$322
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1394)
"Staff was so friendly and the rooms were really clean!"
The price is NZ$264
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2313)
"Beautiful hotel , breakfast was amazing "
The price is NZ$347
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2487)
"Had a wonderful stay here and staff was super friendly!"
The price is NZ$313
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1872)
"Helpful staff, beautiful hotel in a great location!"
The price is NZ$386
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2054)
"Perfect location, i will stay again"
The price is NZ$255
includes taxes & fees
3 Sept - 4 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1011)
"Great stay"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1952)
"Perfect stay! Great location"
Silversmith Hotel Chicago Downtown
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

3 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown which includes a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top East Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Loved this Hotel, it was in a great area the staff was nice and friendly and the room was beautiful, up to date and clean. And the price was good. "
James 3-night trip
Posted 3 hours ago
The Royal Sonesta Chicago Downtown

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. Calumet Beach and Munson 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.