East Side hotels in Chicago
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Our top choices for East Side hotels
8.0 out of 10, Very good, (2670)
"It's an excellent place."
Jose
The price is HK$377
HK$580 total
includes taxes & fees
5 Jan - 6 Jan 2026
8.8 out of 10, Excellent, (4878)
"Clean friendly hotel "
maria
The price is HK$634
HK$745 total
includes taxes & fees
12 Jan - 13 Jan 2026
8.0 out of 10, Very good, (9723)
"Wonderful stay!"
Zach
The price is HK$1,952
HK$2,292 total
includes taxes & fees
31 Dec - 1 Jan 2026
8.6 out of 10, Excellent, (3001)
"Great place to stay"
Elisha
The price is HK$637
HK$748 total
includes taxes & fees
22 Jan - 23 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 21.8 km from East Side
8.8 out of 10, Excellent, (2215)
"It was a beautiful stay "
Donald
The price is HK$663
HK$778 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2294)
"Great stay!"
Angela
The price is HK$665
HK$1,045 total
includes taxes & fees
20 Jan - 21 Jan 2026
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. 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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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
Silversmith Hotel Chicago Downtown
10/10 Excellent
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