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 waterfront promenade with a distinctive green-domed building, a city skyline in the background, and a clear blue sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Englewood hotels

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

1. Hilton Chicago

The Loop, 10.7 km from Englewood

Anna

CA $323 total

includes taxes & fees

Oct 30 - Oct 31

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

2. Hilton Vacation Club Hotel Blake Chicago

The Loop, 10.9 km from Englewood

Kelsey

CA $308 total

includes taxes & fees

Oct 29 - Oct 30

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

3. Congress Plaza Hotel

The Loop, 11 km from Englewood

Katimah

CA $187 total

includes taxes & fees

Nov 10 - Nov 11

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

Sandra

CA $203 total

includes taxes & fees

Nov 2 - Nov 3

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

5. Best Western Grant Park Hotel

The Loop, 10.3 km from Englewood

Shelby Ryann

CA $212 total

includes taxes & fees

Nov 9 - Nov 10

A snack bar with various packaged snacks and beverages.

6. Cambria Hotel Chicago Loop - Theatre District

Theatre District, 12 km from Englewood

Vansh

CA $243 total

includes taxes & fees

Nov 1 - Nov 2

7. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Theatre District, 12.3 km from Englewood

Jeanvia

CA $209 total

includes taxes & fees

Nov 1 - Nov 2

A dining table set for six with a cityscape view through large windows.

8. Swissotel - Chicago

12.4 km from Englewood

Hilary

CA $409 total

includes taxes & fees

Oct 31 - Nov 1

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

9. River Hotel

The Loop, 12.4 km from Englewood

Jared

CA $258 total

includes taxes & fees

Oct 25 - Oct 26

10. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 13.8 km from Englewood

Anand

CA $195 total

includes taxes & fees

Nov 2 - Nov 3

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

11. Palmer House a Hilton Hotel

Theatre District, 11.6 km from Englewood

Christy

CA $365 total

includes taxes & fees

Oct 31 - Nov 1

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

12. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Corinn

CA $243 total

includes taxes & fees

Nov 10 - Nov 11

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

13. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Aran

CA $215 total

includes taxes & fees

Nov 10 - Nov 11

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

14. Central Loop Hotel

Theatre District, 11.4 km from Englewood

Nathan

CA $220 total

includes taxes & fees

Nov 1 - Nov 2

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

15. Hyatt Regency Chicago

The Loop, 12.4 km from Englewood

Mercy

CA $454 total

includes taxes & fees

Oct 31 - Nov 1

16. The Allegro Royal Sonesta Hotel Chicago Loop

Theatre District, 11.9 km from Englewood

David

CA $278 total

includes taxes & fees

Nov 8 - Nov 9

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

17. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 13 km from Englewood

Poua

CA $233 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

18. Hampton Inn Chicago Downtown/Magnificent Mile

Streeterville, 13.2 km from Englewood

William

CA $185 total

includes taxes & fees

Nov 1 - Nov 2

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

19. Le Méridien Essex Chicago

The Loop, 10.6 km from Englewood

Kayla Rene

CA $266 total

includes taxes & fees

Nov 9 - Nov 10

The Intercontinental hotel facade with a large American flag and a floral display.

20. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 12.8 km from Englewood

Reginald

CA $409 total

includes taxes & fees

Oct 31 - Nov 1

View all properties

Where to stay in Englewood

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

A cityscape with tall skyscrapers and a historic tower.

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.

See properties

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.

See properties

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.

See properties

A large, historic building with a central tower and multiple windows, located near a body of water.

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.

See properties

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.

See properties