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

1. Best Western Grant Park Hotel

The Loop, 10.3 km from Englewood

Diego

CA $294 total

includes taxes & fees

Sep 29 - Sep 30

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

2. Congress Plaza Hotel

The Loop, 11 km from Englewood

Manuel

CA $266 total

includes taxes & fees

Sep 27 - Sep 28

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

3. Hyatt Centric The Loop Chicago

Theatre District, 11.6 km from Englewood

Tamika

CA $401 total

includes taxes & fees

Sep 11 - Sep 12

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

4. Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Englewood

Matthew

CA $259 total

includes taxes & fees

Sep 28 - Sep 29

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

5. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 14.4 km from Englewood

Laura

CA $294 total

includes taxes & fees

Sep 21 - Sep 22

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

6. Hilton Chicago

The Loop, 10.7 km from Englewood

Lori

CA $449 total

includes taxes & fees

Sep 11 - Sep 12

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

7. Le Méridien Essex Chicago

The Loop, 10.6 km from Englewood

amanda

CA $450 total

includes taxes & fees

Sep 20 - Sep 21

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

8. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Dhannetta

CA $365 total

includes taxes & fees

Sep 29 - Sep 30

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

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

Streeterville, 13.1 km from Englewood

Ashraf

CA $503 total

includes taxes & fees

Sep 27 - Sep 28

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 $391 total

includes taxes & fees

Sep 21 - Sep 22

A multi-story hotel with a prominent sign reading "Crowne Plaza."

11. Crowne Plaza Chicago West Loop by IHG

11.5 km from Englewood

Phillip

CA $324 total

includes taxes & fees

Sep 20 - Sep 21

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

12. Central Loop Hotel

Theatre District, 11.4 km from Englewood

Yiyang

CA $287 total

includes taxes & fees

Sep 27 - Sep 28

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

13. Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Englewood

Kun

CA $342 total

includes taxes & fees

Sep 27 - Sep 28

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

steve

CA $292 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

15. The Chicago Hotel Collection - Magnificent Mile

Streeterville, 13.3 km from Englewood

Patricia

CA $209 total

includes taxes & fees

Sep 29 - Sep 30

A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

16. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 10.8 km from Englewood

Jennifer

CA $322 total

includes taxes & fees

Sep 20 - Sep 21

A street view with a row of parked cars, a building with a sign reading "SONDE," and another sign that says "Diamonds On Parade."

17. LIVN - Millennium Park Downtown Chicago

Theatre District, 11.7 km from Englewood

Marielle

CA $386 total

includes taxes & fees

Sep 13 - Sep 14

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

18. LIVN - West Loop Chicago

11.2 km from Englewood

Tomas

CA $332 total

includes taxes & fees

Sep 20 - Sep 21

A modern building with a colorful facade and a red circular seating area.

19. citizenM Chicago Downtown

Theatre District, 12.3 km from Englewood

Germaine

CA $323 total

includes taxes & fees

Sep 20 - Sep 21

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

20. Hilton Chicago/Magnificent Mile Suites

Streeterville, 13.7 km from Englewood

Jeremy

CA $329 total

includes taxes & fees

Oct 1 - Oct 2

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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 busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

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 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 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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