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12 Apr - 13 Apr
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13 Apr - 14 Apr
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17 Apr - 19 Apr
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24 Apr - 26 Apr

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Our top choices for East Side hotels

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, 13.2 mi from East Side
9.4 out of 10, Exceptional, (2,455 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is £217
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.2 mi from East Side
9.0 out of 10, Wonderful, (3,255 reviews)
"Great connecting room and always an amazing stay I always come for the atmosphere and great staff!"
United States
Kavita
The price is £237
includes taxes & fees
8 May - 9 May
Swissotel - Chicago
Terrace/patio

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 13.6 mi from East Side
8.8 out of 10, Excellent, (2,418 reviews)
"Perfect location, beautiful clean rooms and friendly staff "
United Kingdom
Maureen
The price is £128
includes taxes & fees
28 Apr - 29 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 13.5 mi from East Side
8.2 out of 10, Very good, (2,833 reviews)
"Great location,an organized "
United States
Karmella
The price is £153
includes taxes & fees
26 Apr - 27 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
13.2 mi from East Side
8.6 out of 10, Excellent, (1,909 reviews)
"Clean room, Staff friendly & helpful"
United States
Carol
The price is £210
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 13.2 mi from East Side
8.8 out of 10, Excellent, (2,115 reviews)
"Great location and nicely maintained rooms "
United States
Brianna
The price is £235
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 13.6 mi from East Side
8.6 out of 10, Excellent, (3,168 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is £112
includes taxes & fees
26 Apr - 27 Apr
Aloft Chicago Mag Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 13.6 mi from East Side
8.8 out of 10, Excellent, (1,231 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is £106
includes taxes & fees
19 Apr - 20 Apr
Ivy Boutique Hotel
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 14.1 mi from East Side
8.6 out of 10, Excellent, (2,426 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is £118
includes taxes & fees
19 Apr - 20 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 13.6 mi from East Side
9.0 out of 10, Wonderful, (1,015 reviews)
"Rooms were very clean and the staff were all very professional."
United States
Mitchell
The price is £101
includes taxes & fees
16 Apr - 17 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 14.1 mi from East Side
9.0 out of 10, Wonderful, (4,108 reviews)
"Excellent location and staff, extra space of suite style room a plus, very good restaurant adjacent, Would stay again."
United States
Julie
The price is £120
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago/Magnificent Mile Suites
Interior entrance

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 14.1 mi from East Side
8.6 out of 10, Excellent, (1,961 reviews)
"Great location, clean hotel"
United States
Andre
The price is £112
includes taxes & fees
19 Apr - 20 Apr
Millennium Hotel Knickerbocker Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 13.3 mi from East Side
9.4 out of 10, Exceptional, (3,496 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is £239
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago
Exterior

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 13.7 mi from East Side
9.0 out of 10, Wonderful, (1,084 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is £147
includes taxes & fees
19 Apr - 20 Apr
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 13.7 mi from East Side
9.0 out of 10, Wonderful, (1,847 reviews)
"Clean and excellent place to stay, location was in walking distance to most tourist attractions "
United States
Joshua
The price is £113
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Chicago Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 13.8 mi from East Side
7.6 out of 10, Good, (1,284 reviews)
"I loved this hotel so much! The amenities are great and it’s a prime location with a beautiful view "
United States
Lacey
The price is £99
includes taxes & fees
26 Apr - 27 Apr
The Chicago Hotel Collection - Magnificent Mile
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 13.8 mi from East Side
8.2 out of 10, Very good, (1,421 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is £107
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13.7 mi from East Side
9.4 out of 10, Exceptional, (3,805 reviews)
"The property was absolutely stunning and the staff was great."
United States
Pamela
The price is £133
includes taxes & fees
27 Apr - 28 Apr
Hotel Riu Plaza Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 12.5 mi from East Side
8.0 out of 10, Very good, (10,097 reviews)
"Clean room, nice hotel, nice staff"
United States
Melanie
The price is £108
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel
Restaurant

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 12.1 mi from East Side
8.2 out of 10, Very good, (2,683 reviews)
"Nice, quiet place to stay at, close to a lot of places to eat and to adventure out to."
United States
Kristin
The price is £101
includes taxes & fees
26 Apr - 27 Apr
Best Western Grant Park Hotel
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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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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

Top East Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

8/10 Good
"Cheerful, efficient, team good tips on restaurants, transport and shopping. Impressed a broken socket reported in the evening was fixed right away."
Amanda 2-night trip
Posted 1 hour ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

When is the best time to go to East Side?
The best time to visit East Side, Illinois is typically during the late spring (May to early June) or early autumn (September to October) when the weather is most pleasant.

During these months, you'll find comfortable temperatures, generally ranging from 15°C to 25°C, which are ideal for exploring the area's outdoor attractions and enjoying local events without the extreme heat of summer or the chill of winter. The foliage in autumn can be quite lovely, adding to the scenic appeal.

For those interested in outdoor activities like hiking or cycling along the Mississippi River, these seasons offer the most agreeable conditions.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in East Side.
How can I save on a East Side hotel booking with Expedia?
Members always get our best prices. Find our best East Side hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a East Side hotel?
Hotel prices in East Side often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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