When is the best time to go to Englewood?

The best time to go to Englewood is during the summer months, from June to August, or in the early autumn, specifically September. Summer in Englewood offers warm weather, great for enjoying the local parks and community events. You'll find many outdoor gatherings and activities during this period, making it a lively time to visit. It's also when the community is most active, with street markets and festivals. September provides a pleasant alternative with milder temperatures and fewer crowds than the peak summer months. The weather remains comfortable for exploring, and you can still experience the local culture before the colder weather sets in.

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 24-48 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 Englewood hotel for you.

How much is the nightly rate at a Englewood hotel?

Hotel prices in Englewood 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.

10 Best Hotels in Englewood, Chicago for 2026

A city skyline with modern skyscrapers, a river, and a park with trees and a bridge.

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Our top choices for Englewood hotels

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

1. Congress Plaza Hotel

The Loop, 11 km from Englewood

George

CA $181 total

includes taxes & fees

Sep 8 - Sep 9

A large, historic building with a central courtyard surrounded by trees.

2. Hilton Chicago

The Loop, 10.7 km from Englewood

Konner

CA $319 total

includes taxes & fees

Sep 10 - Sep 11

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 13.1 km from Englewood

Ashraf

CA $349 total

includes taxes & fees

Sep 8 - Sep 9

A modern interior with a bar area, seating, and decorative wooden panels.

4. Best Western Grant Park Hotel

The Loop, 10.3 km from Englewood

Diego

CA $236 total

includes taxes & fees

Sep 7 - Sep 8

A cozy room with a sofa, a dining table, and a window with a view of buildings.

5. LIVN - West Loop Chicago

11.2 km from Englewood

Tomas

CA $196 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

6. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Dhannetta

CA $264 total

includes taxes & fees

Sep 10 - Sep 11

7. Hilton Vacation Club Hotel Blake Chicago

The Loop, 10.9 km from Englewood

Melanie

CA $299 total

includes taxes & fees

Sep 7 - Sep 8

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

8. Le Méridien Essex Chicago

The Loop, 10.6 km from Englewood

amanda

CA $270 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a central coffee table, sofas, and a large mirror.

9. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 14.4 km from Englewood

Laura

CA $200 total

includes taxes & fees

Sep 8 - Sep 9

A modern kitchen with a large window, a dining area, and a view of the sea.

10. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

AMBER

CA $285 total

includes taxes & fees

Sep 7 - Sep 8

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

11. Central Loop Hotel

Theatre District, 11.4 km from Englewood

Yiyang

CA $195 total

includes taxes & fees

Sep 8 - Sep 9

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

12. Hyatt Centric The Loop Chicago

Theatre District, 11.6 km from Englewood

Tamika

CA $349 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Streeterville, 13 km from Englewood

Sarwat

CA $229 total

includes taxes & fees

Sep 7 - Sep 8

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

14. River Hotel

The Loop, 12.4 km from Englewood

Timothy

CA $265 total

includes taxes & fees

Sep 9 - Sep 10

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

15. Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Englewood

Matthew

CA $221 total

includes taxes & fees

Sep 8 - Sep 9

A spacious lobby with two elevators, a reception area, and a seating area with blue and white ottomans.

16. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 10.8 km from Englewood

Julenny

CA $282 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

17. Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Englewood

Xiao

CA $301 total

includes taxes & fees

Sep 7 - Sep 8

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

18. Hilton Chicago/Magnificent Mile Suites

Streeterville, 13.7 km from Englewood

susie

CA $252 total

includes taxes & fees

Sep 9 - Sep 10

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

19. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 13 km from Englewood

Tonya

CA $250 total

includes taxes & fees

Sep 9 - Sep 10

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

20. Aloft by Marriott Chicago Mag Mile

Streeterville, 13 km from Englewood

Odessia

CA $253 total

includes taxes & fees

Sep 7 - Sep 8

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Where to stay in Englewood

Find the best Englewood areas and neighborhoods for the activities you enjoy most. Learn more about Englewood

A busy city street with tall buildings, a bus, and cars.

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.

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A river with yellow boats, a bridge, and tall buildings.

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.

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A historic castle-like building with intricate stonework and a paved walkway.

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.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

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A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top Englewood Hotel Reviews

Hilton Chicago

10/10 Excellent

"Na"

L7 Chicago by LOTTE

10/10 Excellent

"We came down for the Jill Scott concert and stayed here add the hotel was literally 2 blocked from the venue Chicago Theater. We were on the 4th floor and the view was spectacular. The room had 2 queen beds and was very spacious, but what took my breath away was the bed area in the window. I slept here because I wanted to see the view. Valet parking was $65 a night which is cheaper than a lot of places in Chicago. I paid for breakfast at the hotel with the reservation, which was an Asian/American mix restaurant. There were conventional breakfast choices are well as Asian choices, I'm more of a conventional breakfast person. The price for breakfast was $50 extra per person. There were many people in there for breakfast so the place is pretty popular, but next time I'll just go to a restaurant nearby. We didn't stay for dinner so I'm not sure of the choices with that. I will most definitely stay here again, and will recommend to others. I think this hotel is my favorite in Chicago so far."

Hotels in Englewood, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Englewood hotels

1. Congress Plaza Hotel

2. Hilton Chicago

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Best Western Grant Park Hotel

5. LIVN - West Loop Chicago

6. Hilton Garden Inn Chicago Downtown South Loop

7. Hilton Vacation Club Hotel Blake Chicago

8. Le Méridien Essex Chicago

9. The Chicago Hotel Collection Ambassador Gold Coast

10. Homewood Suites by Hilton Chicago Downtown South Loop

11. Central Loop Hotel

12. Hyatt Centric The Loop Chicago

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

14. River Hotel

15. Travelodge by Wyndham Downtown Chicago

16. Holiday Inn & Suites Chicago - Downtown by IHG

17. Silversmith Hotel Chicago Downtown

18. Hilton Chicago/Magnificent Mile Suites

19. DoubleTree by Hilton Chicago - Magnificent Mile

20. Aloft by Marriott Chicago Mag Mile

Where to stay in Englewood

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top Englewood Hotel Reviews

Hilton Chicago

Frequently asked questions

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