East Side Hotels, Chicago

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4139 Cheap Hotels in East Side - Specials, Reviews, & Last Minute Deals

Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3084)
"Very nice location and everything was a 10/10"
The price is AU$195
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2100)
"Great hotel"
The price is AU$287
includes taxes & fees
4 Nov - 5 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4748)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is AU$282
includes taxes & fees
29 Oct - 30 Oct
River Hotel
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
"Had a great stay!"
The price is AU$249
includes taxes & fees
9 Nov - 10 Nov
Aloft Chicago Mag Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2196)
"Great hotel "
The price is AU$339
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9437)
"Beautiful hotel!"
The price is AU$230
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (3955)
"Great place to stay. "
The price is AU$236
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2480)
"Great place"
The price is AU$147
includes taxes & fees
11 Nov - 12 Nov
Freehand Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2263)
"We loved this hotel it was beautiful and convenient . "
The price is AU$377
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3120)
"Our stay was great"
The price is AU$203
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4087)
"Clean room , staff were friendly, a lot of restaurants in the area."
The price is AU$254
includes taxes & fees
6 Nov - 7 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1027)
"Great stay"
The price is AU$182
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (277)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is AU$145
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2606)
"Great place to stay "
The price is AU$298
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1604)
"Great Hotel"
The price is AU$205
includes taxes & fees
16 Nov - 17 Nov
Crowne Plaza Chicago West Loop by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3216)
"Great stay "
The price is AU$287
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2587)
"Good place to stay"
The price is AU$253
includes taxes & fees
16 Nov - 17 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2182)
"It was an amazing stay!"
The price is AU$283
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric The Loop Chicago
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2017)
"Great place to stay "
Silversmith Hotel Chicago Downtown
Travelodge by Wyndham Downtown Chicago
2.0 star property
7.4 out of 10, Good, (2419)
"Comfortable bed, bright room, good shower, very accessible location."
The price is AU$162
includes taxes & fees
16 Nov - 17 Nov
Travelodge by Wyndham Downtown 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

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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

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

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!

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.

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