Find hotels in East Side, Chicago

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Our top choices for East Side hotels

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very Good, (2669)
"It's an excellent place."
United States
Jose
The price is NT$1,837
NT$2,710 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (4878)
"Clean friendly hotel "
United States
maria
The price is NT$2,294
NT$2,693 total
includes taxes & fees
Jan 24 - 2026/1/25
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 20.1 km from East Side
8.0 out of 10, Very Good, (9721)
"Wonderful stay!"
United States
Zach
The price is NT$2,461
NT$2,888 total
includes taxes & fees
Jan 3 - 2026/1/4
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3000)
"Great place to stay"
United States
Elisha
The price is NT$2,703
NT$3,173 total
includes taxes & fees
Jan 22 - 2026/1/23
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 21.8 km from East Side
8.8 out of 10, Excellent, (2213)
"It was a beautiful stay "
United States
Donald
The price is NT$2,678
NT$3,144 total
includes taxes & fees
Jan 5 - 2026/1/6
DoubleTree by Hilton Chicago - Magnificent Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2293)
"Great stay!"
United States
Angela
The price is NT$2,685
NT$4,221 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 21.4 km from East Side
9.4 out of 10, Exceptional, (3408)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,522
NT$6,230 total
includes taxes & fees
Jan 20 - 2026/1/21
Hyatt Regency Chicago

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.4 out of 10, Very Good, (1553)
"All was great room view and staff "
United States
STANLEY
The price is NT$2,921
NT$3,428 total
includes taxes & fees
Jan 4 - 2026/1/5
The Wade

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 20.8 km from East Side
8.8 out of 10, Excellent, (3338)
"Great hotel "
United States
Anthony
The price is NT$2,563
NT$3,009 total
includes taxes & fees
Jan 12 - 2026/1/13
Club Quarters Hotel, Central Loop, Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 21.9 km from East Side
8.6 out of 10, Excellent, (4295)
"Amazing staff and perfect location "
United States
Brandi
The price is NT$2,446
NT$2,872 total
includes taxes & fees
Jan 6 - 2026/1/7
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 21.7 km from East Side
8.2 out of 10, Very Good, (2778)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,600
NT$3,975 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (2022)
"Great stay"
United States
Kramer
The price is NT$2,321
NT$2,725 total
includes taxes & fees
Jan 24 - 2026/1/25
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.4 out of 10, Very Good, (2444)
"What a great stay!!"
United States
Alejandra
The price is NT$3,837
NT$5,426 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 22.2 km from East Side
8.4 out of 10, Very Good, (3018)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is NT$1,956
NT$3,218 total
includes taxes & fees
Jan 12 - 2026/1/13
Warwick Allerton - Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 22.6 km from East Side
8.2 out of 10, Very Good, (3832)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is NT$2,404
NT$2,822 total
includes taxes & fees
Jan 4 - 2026/1/5
The Whitehall Hotel, BW Premier Collection

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (3079)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is NT$3,130
NT$4,559 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Riu Plaza Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3468)
"Great hotel! "
United States
Kianna
The price is NT$4,352
NT$5,109 total
includes taxes & fees
Jan 6 - 2026/1/7
LondonHouse Chicago, Curio Collection by Hilton

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 21.2 km from East Side
9.2 out of 10, Wonderful, (1916)
"Great location, friendly staff rooms were great and clean."
United States
Derrick
The price is NT$2,681
NT$4,084 total
includes taxes & fees
Jan 14 - 2026/1/15
Arlo Chicago

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 21.9 km from East Side
8.8 out of 10, Excellent, (3539)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NT$3,611
NT$4,239 total
includes taxes & fees
Jan 15 - 2026/1/16
voco Chicago Downtown - Riverwalk by IHG

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1063)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is NT$3,078
NT$4,534 total
includes taxes & fees
Jan 25 - 2026/1/26
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 and neighborhoods 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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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 the city at Washington Station or Monroe Station (Blue Line).

Top East Side Hotel Reviews

Find out more about East Side

Top reasons to visit East Side

  • Family-Friendly Atmosphere: East Side is perfect for all ages, offering a welcoming environment for families visiting the area.
  • Outdoor Recreation: Enjoy urban parks and beautiful beaches, ideal for relaxation and outdoor activities.
  • Vibrant Live Music Scene: Experience local charm and entertainment with a lively music scene throughout the neighborhood.
  • Diverse Dining Options: Savor a variety of cuisines that cater to different tastes and preferences.
  • Variety of Accommodations: Choose from comfortable hotels and charming bed and breakfasts for a tailored stay.

Find great hotels near East Side

Discover a diverse array of accommodation options in East Side, Chicago, ranging from comfortable hotels to charming bed and breakfasts. Whether you seek a family-friendly retreat, a pet-friendly haven, or a business-oriented stay, East Side has something for everyone. With a selection of highly-rated hotels and valuable reviews, you can easily find the perfect spot for your vacation experience. Enjoy your stay in this vibrant neighborhood, where comfort meets convenience.

  • Congress Plaza Hotel: Embrace the historic charm and vibrant atmosphere of the Congress Plaza Hotel, a 3.5-star property located in the heart of Chicago's shopping district, just 20.9km from East Side. This hotel is ideal for business travelers and shopping enthusiasts alike, offering a perfect blend of convenience and comfort. Guests can enjoy spacious rooms, a well-equipped business center, and an on-site restaurant serving delicious cuisine. The hotel's central location also makes it easy to explore nearby attractions, adding to its appeal for those seeking a productive yet leisurely stay.
  • Best Western Grant Park Hotel: Perfect for families and shopping adventurers, the Best Western Grant Park Hotel is situated 19.3km from East Side. This welcoming hotel provides an array of amenities tailored for children, including a free crib service, first aid kits, and window guards for added safety. With its prime location in the bustling shopping district, families can enjoy easy access to local attractions and activities. The hotel features comfortable rooms and a friendly atmosphere, ensuring a pleasant stay for guests of all ages.
  • Club Quarters Hotel, Central Loop, Chicago: Discover the perfect blend of modern luxury and pet-friendly accommodation at Club Quarters Hotel in Central Loop, just 20.9km from East Side. This 4-star hotel caters to business travelers, shoppers, and pet owners, featuring a range of amenities such as complimentary food and water bowls for pets and a waived fee for service animals. Located in the vibrant shopping district, guests can easily explore the city's attractions while enjoying spacious, well-appointed rooms that ensure a comfortable stay.

Where to stay near East Side

Discover the charm of East Side, Chicago, where family-friendly vibes meet urban excitement. Enjoy leisurely strolls to the nearby Upper East Side and downtown area, known for its low crowds and welcoming atmosphere. Explore local parks for outdoor fun or indulge in the diverse dining options that cater to all tastes. Whether you’re looking for romantic spots or friendly gatherings, East Side offers the perfect blend of relaxation and adventure for an unforgettable vacation experience.

  • Chicago: As a bustling metropolis, Chicago offers a vibrant mix of culture, architecture, and entertainment. Situated in the heart of the Midwest, the East Side neighborhood presents a unique urban experience with diverse attractions. Visitors flock to Chicago year-round, especially during the summer months when the city comes alive with festivals, outdoor activities, and sporting events. Explore iconic landmarks such as Millennium Park, the Art Institute of Chicago, and enjoy world-class shopping along the Magnificent Mile. Whether you're interested in family-friendly outings or thrilling nightlife, Chicago has something for everyone.
  • Irondale: Located just 1.6km from East Side, Irondale is a charming neighborhood that invites visitors to enjoy a blend of educational and outdoor experiences. This community is perfect for family outings, with attractions like local parks and golf courses that cater to all ages. The neighborhood’s proximity to historic colleges and universities adds a unique cultural touch, making it an ideal spot for exploring local history. Irondale’s welcoming atmosphere and engaging venues promise a delightful experience for those looking to immerse themselves in a quaint yet vibrant community.
  • Merrionette Manor: Situated 3.2km from East Side, Merrionette Manor is known for its picturesque scenery and romantic ambiance. This neighborhood is perfect for couples looking for a peaceful retreat or outdoor enthusiasts seeking recreational activities. With lush parks, concert venues, and theaters, Merrionette Manor boasts a lively cultural scene. Notable attractions include national and state parks, while the nearby lake offers opportunities for relaxation and water activities. Whether you're enjoying a leisurely stroll or attending a live performance, Merrionette Manor provides a serene escape from the urban hustle and bustle.

Things to do near East Side

East Side offers a family-friendly atmosphere perfect for outdoor and city-themed vacations. Visitors can enjoy recreational areas, educational attractions, and shopping opportunities. A highlight of the area is the vibrant live music scene, which adds to the local charm and entertainment options. Whether you're looking to relax in nature or explore the city's culture, East Side has something for everyone.

Shopping

Visit River Oaks Center, a vibrant shopping mall just 12.9km from East Side, offering entertainment and family-friendly vibes. For a unique experience, check out Maxwell Street Market, located 20.9km away, where you can find local goods and enjoy the lively atmosphere. Don't miss Afrocentric Bookstore, also 20.9km away.

Recreation

At Soldier Field, immerse yourself in the electric atmosphere of live sports events. Harborside International Golf Center invites you to enjoy a round of golf surrounded by picturesque landscapes. For a peaceful retreat, visit Northerly Island Natural Area, where you can unwind in nature’s embrace and rejuvenate your spirit.

Adventure

Experience thrilling water fun at Deep River Water Park, located 37.0km from East Side, perfect for family adventures. For a scenic hiking experience, explore the Salt Creek Trail or Cowles Bog Trailhead, both located 18 and 37.0km away, offering stunning outdoor vistas and invigorating trails.

Nightlife

The East Side offers vibrant nightlife with a mix of romance and entertainment. Enjoy a show at the Arie Crown Theater or the Auditorium Building and Theatre for a cultural experience. For a family-friendly film night, check out Film Row Cinema, all within a short drive from East Side.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for East Side

To save money on your trip to East Side, Chicago, consider visiting from December to February when hotel prices are lower. Aim for a Monday stay to enjoy the least expensive rates. Use Expedia to find eco-friendly accommodations and compare room rates, ensuring to sort by price from lowest to highest for the best deals. Look for package deals that combine flights, hotels, and activities for extra savings. Additionally, explore free activities around the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around East Side are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around East Side is Monday. The most expensive day to stay around East Side is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on the East Side with your flights and activities through an Expedia package deal.

Find the best attractions near East Side

East Side, Chicago, offers a perfect blend of family-friendly and outdoor activities for all types of travelers. Visitors can enjoy urban parks, beautiful beaches, and historic houses, making it an ideal destination for those seeking cultural experiences and outdoor adventures. Whether you’re traveling with family or looking to explore the city, East Side has plenty of attractions to ensure a memorable vacation.

  • McCormick Place: As one of the largest convention centers in North America, McCormick Place offers a bustling atmosphere filled with business events and conferences. The venue features state-of-the-art facilities and is a hub for networking, innovation, and large-scale exhibitions, making it a must-visit for professionals and tourists alike.
  • University of Chicago: This historic institution is renowned for its stunning Gothic architecture and vibrant cultural vibe. Visitors can explore its beautiful campus, enjoy art exhibits at the Smart Museum, and immerse themselves in the rich academic history that has shaped many influential thinkers.
  • Chicago Museum of Science and Industry: This family-friendly museum is a treasure trove of interactive exhibits and fascinating displays. From a World War II submarine to a working coal mine, it offers a unique blend of culture and science that captivates visitors of all ages.

Best time to go to East Side

The best time to visit East Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around East Side falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around East Side falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to East Side

Traveling to the East Side of Chicago, you have two major airports to consider. Chicago O'Hare International Airport (ORD) is approximately 43.5km away, with nearby hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both situated 3.2km from the airport. On the other hand, Chicago Midway International Airport (MDW) is around 13.2km away, offering luxurious accommodations like the 5-star Nobu Hotel Chicago and The Langham, Chicago, located 8 and 14.5km from the airport, respectively. Both airports feature accessible transportation options to these hotels, ensuring a smooth arrival for your visit.

Frequently asked questions

What's it like in East Side?
East Side is a neighborhood that travelers 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 neighborhood.
If I need to cancel my hotel reservation in East Side, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to review the best options available in East Side.
Where can I learn more about changing or cancelling my trip to East Side?
To access more information about rescheduling or cancelling your trip to East Side, click here.
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 neighborhood. 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.

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