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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

4201 Cheap Hotels in East Side - Specials, Reviews, & Last Minute Deals

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1011)
"Great place to visit and stay"
The price is AU$207
includes taxes & fees
2 Sept - 3 Sept
Ameristar Casino Hotel East Chicago

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1004)
"Nice and convenient location for visiting downtown and surrounding areas "
The price is AU$272
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Chicago-South/University Medical Center

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (997)
"Loved the area, safe, quiet and convenient."
The price is AU$494
includes taxes & fees
18 Aug - 19 Aug
Sophy Hyde Park

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2076)
"Best hotel "
The price is AU$339
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

4.5 star property
8.2 out of 10, Very good, (1172)
"Awesome place to stay"
The price is AU$272
includes taxes & fees
1 Sept - 2 Sept
The Wade

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2586)
"Great experience with staff, room and overall stay! "
The price is AU$331
includes taxes & fees
1 Sept - 2 Sept
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1516)
"This is a nice hotel in a great neighborhood. "
The price is AU$407
includes taxes & fees
2 Sept - 3 Sept
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1973)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is AU$287
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1618)
"Lovely hotel and in the most convenient location"
The price is AU$394
includes taxes & fees
1 Sept - 2 Sept
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1827)
"Great hotel and friendly staff "
The price is AU$530
includes taxes & fees
13 Aug - 14 Aug
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2794)
"We love our stay here !"
The price is AU$265
includes taxes & fees
17 Aug - 18 Aug
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1010)
"Great location and hotel "
The price is AU$279
includes taxes & fees
24 Aug - 25 Aug
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2027)
"Would stay here again!"
The price is AU$229
includes taxes & fees
3 Sept - 4 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3329)
"Great location and wonderful hotel. "
The price is AU$424
includes taxes & fees
1 Sept - 2 Sept
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2613)
"Great location and hotel!"
The price is AU$259
includes taxes & fees
24 Aug - 25 Aug
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1928)
"Great stay"
The price is AU$265
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1019)
"Best place we have stayed in Chicago in a long time. "
The price is AU$332
includes taxes & fees
24 Aug - 25 Aug
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1153)
"Very enjoyable stay"
The price is AU$274
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1699)
"We loved the price and location of this hotel. "
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2296)
"Beautiful hotel , breakfast was amazing "
The price is AU$348
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
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.

Our guide on where to stay in East Side

Find the best East Side areas for the activities you enjoy most.
Downtown Chicago map

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 map

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 map

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 map

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.

Lincoln Park map

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

Find out more about East Side

Find out more about East Side

Top reasons to visit East Side

  • Outdoor Adventures: Enjoy urban parks and the scenic shores of Lake Michigan, perfect for leisurely strolls and picnics.
  • Family-Friendly Attractions: Discover a range of activities that cater to families, ensuring fun for all ages.
  • Vibrant Nightlife: Experience lively bars and eateries in the nightlife precinct, ideal for a fun evening out.
  • Charming Neighbourhood: Explore the welcoming atmosphere of the East Side, with friendly locals and unique experiences.
  • Diverse Accommodation: Choose from family-friendly hotels to charming B&Bs, catering to every traveller's needs.

Find great hotels near East Side

Discover a variety of accommodation options in East Side, Chicago, tailored to meet the needs of every traveller. Whether you prefer a family-friendly hotel, a charming bed & breakfast, or a pet-friendly escape, East Side has it all. With a focus on business amenities and a welcoming atmosphere, you’re sure to find the perfect spot to unwind after exploring this vibrant neighbourhood.

  • Congress Plaza Hotel: Experience a blend of business convenience and urban charm at the Congress Plaza Hotel. Situated 20.9km from East Side, this 3.5-star accommodation is perfect for travellers seeking a shopping and business-themed vacation. The hotel boasts a variety of amenities tailored for business guests, including multiple meeting rooms, an accessible business centre, and expansive conference spaces. Located in the vibrant shopping district, it offers easy access to a range of retail options, ensuring a productive and enjoyable stay.
  • Best Western Grant Park Hotel: Ideal for families and shopping enthusiasts, the Best Western Grant Park Hotel is located 19.3km from East Side. This welcoming hotel prioritises family comfort with thoughtful amenities such as window guards for children, a complimentary crib service, and a first aid kit. Situated in a bustling shopping area, the hotel is a perfect base for families looking to explore the local attractions while enjoying a stress-free environment tailored to their needs.
  • Travelodge by Wyndham Downtown Chicago: Perfect for families, the Travelodge by Wyndham Downtown Chicago offers a welcoming atmosphere just 20.9km from East Side. This hotel features family-friendly amenities, including complimentary cribs and a suitable environment for children. With its central location, guests can easily explore the vibrant city while enjoying the comfort and convenience of a homely stay. The Travelodge emphasizes affordability without compromising on family-focused services, making it an excellent choice for those travelling with kids.

Where to stay near East Side

East Side, Chicago, offers a delightful blend of outdoor adventures and family-friendly vibes. Explore nearby attractions like the scenic shores of Lake Michigan or enjoy the welcoming atmosphere of local parks. For a unique experience, visit the charming East Side neighbourhood or take a short trip to the vibrant downtown area. With its friendly locals and urban charm, East Side is an ideal destination for a memorable holiday with loved ones.

  • Chicago: As a vibrant metropolis, Chicago serves as the backdrop for your East Side adventure. This bustling city draws visitors year-round, with peak numbers during the summer months of June to August. The city offers a plethora of experiences, from family-friendly activities to outdoor escapades and urban explorations. Iconic landmarks like the stadiums and entertainment arenas are easily accessible, making it a hub for shopping and cultural events. Chicago's rich history and architectural beauty provide an enticing travel experience that captivates tourists from all over the globe.
  • Irondale: Located approximately 1.6km from East Side, Irondale is a charming neighbourhood that attracts visitors for its outdoor and family-oriented activities. The best time to visit is from July to September, when the weather is perfect for enjoying local parks and recreational areas. Golf enthusiasts will appreciate the nearby golf courses, while sports fans can revel in the excitement of local stadium events. Irondale's welcoming atmosphere and community spirit make it an ideal spot for relaxation and family fun.
  • Merrionette Manor: Situated around 3.2km from East Side, Merrionette Manor is a quaint neighbourhood known for its cultural and business-themed experiences. Visitors are drawn to this area for its educational facilities and inviting recreational spaces. The peak travel season runs from July to September, offering a vibrant atmosphere for exploration. Don’t miss the chance to visit historic houses and event venues that add a touch of charm to your stay. Merrionette Manor combines a sense of history with modern conveniences, making it a delightful addition to your travel itinerary.

Things to do near East Side

East Side Chicago offers a delightful mix of outdoor activities and family-friendly attractions. Visitors can explore recreational areas, enjoy vibrant shopping spots, and experience the local arena entertainment. Don't miss the chance to indulge in the nightlife precinct, where you'll find lively bars and eateries, ensuring a memorable stay filled with fun and excitement.

Shopping

The nearest shopping spot is Third World Press, offering unique gifts just 8.0km from East Side. If you're up for a drive, River Oaks Center is 12.9km away and features a variety of shops and family-friendly entertainment options, perfect for a day out.

Recreation

Experience the energetic atmosphere at Soldier Field, perfect for sports enthusiasts. For a tranquil escape, head to Northerly Island Natural Area to unwind in nature. The Hammond Sportsplex & Community Center offers various wellness activities to help you rejuvenate and relax during your stay.

Adventure

Deep River Water Park, 37.0km from East Side, offers thrilling water slides and family fun in a vibrant atmosphere. For a scenic adventure, explore the Salt Creek Trail, located 29.0km away, with stunning views and lush landscapes. Cowles Bog Trailhead, also 37.0km away, provides a serene hiking experience amidst nature.

Nightlife

The nightlife in East Side, Chicago, is vibrant and filled with culture. Catch a show at the Auditorium Building and Theatre, CIBC Theatre, or James M. Nederlander Theatre, all offering a family-friendly atmosphere with a touch of romance. Enjoy an unforgettable evening in this lively area!

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

Booking tips and Expedia advantages for East Side

For a budget-friendly trip to East Side, Chicago, consider visiting from December to February when accommodation prices drop. Wednesdays are typically the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare prices, find exclusive offers, and book eco-certified hotels. Look for package deals that combine flights, hotels, and activities for additional savings. Don’t forget to explore free attractions around the area and consider using public transport, which is a cost-effective way to navigate the city.

  • 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 Wednesday. The most expensive day to stay around East Side is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you’re after. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save some dollars by combining your East Side hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near East Side

The East Side of Chicago offers a delightful mix of outdoor and family-friendly experiences, perfect for a scenic vacation. Visitors can enjoy urban parks, beaches, and historic houses, catering to those seeking culture and a vibrant city atmosphere. Nearby attractions include the North Shore and Midtown sights, making it an ideal spot for exploration and relaxation. Don't miss the chance to create lasting memories in this charming area.

  • McCormick Place: Located 17.7km from East Side, McCormick Place is a premier event and conference venue that exudes a professional atmosphere. It's an ideal spot for business enthusiasts, hosting a variety of trade shows and conventions, showcasing the latest innovations and networking opportunities.
  • University of Chicago: Only 11.3km from East Side, this historic university is renowned for its stunning Gothic architecture and rich cultural heritage. Visitors can explore its lush campus and world-class museums, including the Smart Museum of Art, making it a must-see for culture lovers.
  • Jackson Park: Situated 9.7km from East Side, Jackson Park offers a beautiful urban oasis perfect for families and outdoor enthusiasts. Enjoy scenic walking trails, picnic areas, and stunning gardens, including the famous Japanese Garden, making it a great spot to relax and unwind.

Best time to go to East Side

The best time to visit East Side is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 SunnyAverageSlightly 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 SunnySlightly HighSlightly 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

When visiting East Side, Chicago, you can fly into two major airports. Chicago O'Hare International Airport (ORD) is about 43.5km away and offers several nearby hotels, including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is situated roughly 13.2km from East Side, with luxurious options like the 5-star Trump International Hotel & Tower Chicago and The Langham, Chicago, both around 14.5km away. Each airport provides convenient transport services for easy access to these hotels.

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.