East Side Hotels, Chicago

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5 Oct - 6 Oct
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6 Oct - 7 Oct
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10 Oct - 12 Oct
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17 Oct - 19 Oct

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4130 Cheap Hotels in East Side - Specials, Reviews, & Last Minute Deals

Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3059)
"Perfect location, walkable to many restaurants and shops"
The price is NZ$221
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4710)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is NZ$441
includes taxes & fees
6 Oct - 7 Oct
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is NZ$321
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is NZ$296
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag 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, (2166)
"Great hotel "
The price is NZ$435
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9302)
"Beautiful hotel!"
Congress Plaza Hotel
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, (4027)
"We definitely will stay there again place was very nice "
The price is NZ$361
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3904)
"Great place to stay. "
The price is NZ$349
includes taxes & fees
4 Nov - 5 Nov
citizenM Chicago Downtown
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2417)
"Great walkable location to all the sights! "
The price is NZ$252
includes taxes & fees
27 Oct - 28 Oct
Freehand Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2240)
"Very nice hotel "
The price is NZ$421
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3018)
"Enjoyed our stay"
The price is NZ$291
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1018)
"Great stay"
The price is NZ$255
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (263)
"Loved this place if you want something affordable and nice! "
The price is NZ$196
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2534)
"Location is great and the breakfast buffet is amazing"
The price is NZ$371
includes taxes & fees
3 Nov - 4 Nov
Hotel Riu Plaza Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1576)
"Hotel was very comfortable and I felt very safe during my entire stay. "
The price is NZ$304
includes taxes & fees
2 Nov - 3 Nov
Crowne Plaza Chicago West Loop by IHG
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, (2564)
"Good place to stay"
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2161)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is NZ$450
includes taxes & fees
23 Oct - 24 Oct
Hyatt Centric The Loop Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1995)
"Excellent hotel, staff, location. "
Silversmith Hotel Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2385)
"Comfortable bed, bright room, good shower, very accessible location."
The price is NZ$217
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Downtown Chicago
Hyatt House Chicago Medical/University District
Exterior

Hyatt House Chicago Medical/University District

3.5 star property
9.0 out of 10, Wonderful, (1139)
"Good place to stay "
The price is NZ$443
includes taxes & fees
2 Nov - 3 Nov
Hyatt House Chicago Medical/University District
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.
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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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very comfortable stay, excellent location. "
Andrea 3-night trip
Posted 2 days ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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. 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.