Default HTG hotel image

East Side Hotels, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for East Side hotels

1. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 19.5 km from East Side
8.2 out of 10, Very good, (2,738 reviews)
"Very good hotel"
United States
Diego
The price is AU$297
includes taxes & fees
30 Sept - 1 Oct
Best Western Grant Park Hotel

2. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 20.1 km from East Side
7.6 out of 10, Good, (2,833 reviews)
"Great place"
United States
Matthew
The price is AU$265
includes taxes & fees
29 Sept - 30 Sept
Travelodge by Wyndham Downtown Chicago

3. 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, (2,684 reviews)
"Nice place to stay"
United States
Ashraf
The price is AU$521
includes taxes & fees
1 Oct - 2 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton

4. 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, (10,218 reviews)
"Good place to stay location is amazing can’t get any better"
United States
Manuel
The price is AU$273
includes taxes & fees
7 Oct - 8 Oct
Congress Plaza Hotel

5. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,179 reviews)
"Enjoyable stay and a delicious breakfast."
United States
Lori
The price is AU$424
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

6. River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,431 reviews)
"Excellent stay!!"
United States
steve
The price is AU$211
includes taxes & fees
13 Sept - 14 Sept
River Hotel

7. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,288 reviews)
"Great location."
United States
Yiyang
The price is AU$165
includes taxes & fees
13 Sept - 14 Sept
Central Loop Hotel

8. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 23.4 km from East Side
8.0 out of 10, Very good, (2,218 reviews)
"Loved this hotel, great location and wonderful accommodations, just perfect"
United States
Laura
The price is AU$297
includes taxes & fees
13 Oct - 14 Oct
The Chicago Hotel Collection Ambassador Gold Coast

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (2,152 reviews)
"Great stay"
United States
Dhannetta
The price is AU$363
includes taxes & fees
29 Sept - 30 Sept
Hilton Garden Inn Chicago Downtown South Loop

10. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 22.2 km from East Side
8.6 out of 10, Excellent, (2,990 reviews)
"The hotel is very charming."
United States
Monique
The price is AU$250
includes taxes & fees
4 Oct - 5 Oct
Warwick Allerton - Chicago

11. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 21.4 km from East Side
9.4 out of 10, Exceptional, (4,343 reviews)
"Rooms were very clean and the staff were very nice."
United States
Germaine
The price is AU$320
includes taxes & fees
20 Sept - 21 Sept
citizenM Chicago Downtown

12. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (2,390 reviews)
"Everything was great! Would definitely stay here again."
United States
Kun
The price is AU$346
includes taxes & fees
21 Sept - 22 Sept
Silversmith Hotel Chicago Downtown

13. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.2 out of 10, Wonderful, (258 reviews)
"Great stay!"
United States
Tomas
The price is AU$305
includes taxes & fees
20 Sept - 21 Sept
LIVN - West Loop Chicago

14. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 20.9 km from East Side
8.6 out of 10, Excellent, (1,005 reviews)
"Great stay right in the Loop and convenient to the L."
United States
Scott
The price is AU$264
includes taxes & fees
27 Sept - 28 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

15. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (2,449 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
United States
AMBER
The price is AU$400
includes taxes & fees
27 Sept - 28 Sept
Homewood Suites by Hilton Chicago Downtown South Loop

16. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (2,751 reviews)
"Great place to stay!"
United States
Tamika
The price is AU$448
includes taxes & fees
20 Sept - 21 Sept
Hyatt Centric The Loop Chicago

17. 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, (3,642 reviews)
"Clean hotel and friendly staff"
United States
Jacqueline
The price is AU$192
includes taxes & fees
13 Sept - 14 Sept
Club Quarters Hotel, Central Loop, Chicago

18. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1,004 reviews)
"Loved this hotel, friendly staff and such a great spot in the city!"
United States
Marissa
The price is AU$298
includes taxes & fees
20 Sept - 21 Sept
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

19. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,352 reviews)
"Super convenient location and very helpful and friendly staff."
United States
Jacqueline
The price is AU$316
includes taxes & fees
20 Sept - 21 Sept
Aloft by Marriott Chicago Mag Mile

20. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 22.2 km from East Side
7.8 out of 10, Good, (2,153 reviews)
"The hotel was well located and beautiful."
United States
Patricia
The price is AU$234
includes taxes & fees
13 Oct - 14 Oct
The Chicago Hotel Collection - 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.

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

Recent Reviews in 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!

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

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?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right East Side hotel for you.
How can I save on a hotel booking in East Side with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on East Side hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in East Side?
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.

Explore a world of travel with Expedia