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.

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

This weekend

Next weekend

Our top choices for Englewood hotels

Suite, 1 Bedroom, Corner | Private kitchen

1. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

jayne

CA $291 total

includes taxes & fees

Aug 9 - Aug 10

2. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Jordan Leigh

CA $282 total

includes taxes & fees

Aug 9 - Aug 10

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

Streeterville, 13.1 km from Englewood

Julie

CA $436 total

includes taxes & fees

Aug 23 - Aug 24

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

4. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 10.8 km from Englewood

Erick

CA $294 total

includes taxes & fees

Aug 20 - Aug 21

5. Best Western Grant Park Hotel

The Loop, 10.3 km from Englewood

Adit

CA $270 total

includes taxes & fees

Aug 9 - Aug 10

6. Congress Plaza Hotel

The Loop, 11 km from Englewood

ERIC

CA $291 total

includes taxes & fees

Aug 13 - Aug 14

7. Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Englewood

MARTINA

CA $233 total

includes taxes & fees

Aug 16 - Aug 17

8. Le Méridien Essex Chicago

The Loop, 10.6 km from Englewood

Robert

CA $332 total

includes taxes & fees

Aug 17 - Aug 18

9. Crowne Plaza Chicago West Loop by IHG

11.5 km from Englewood

Amy

CA $295 total

includes taxes & fees

Aug 20 - Aug 21

10. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 10.9 km from Englewood

Aleace

CA $320 total

includes taxes & fees

Aug 16 - Aug 17

11. The Wade

Streeterville, 13.2 km from Englewood

Richard

CA $283 total

includes taxes & fees

Aug 23 - Aug 24

12. Silversmith Hotel Chicago Downtown

Theatre District, 11.7 km from Englewood

Donilyn

CA $311 total

includes taxes & fees

Aug 9 - Aug 10

13. Hilton Chicago

The Loop, 10.7 km from Englewood

kun

CA $495 total

includes taxes & fees

Aug 7 - Aug 8

14. Hilton Garden Inn Chicago Central Loop

The Loop, 11.3 km from Englewood

Dawn

CA $354 total

includes taxes & fees

Aug 9 - Aug 10

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.6 km from Englewood

Diana

CA $326 total

includes taxes & fees

Aug 9 - Aug 10

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 12.8 km from Englewood

Mohana Sandeep

CA $339 total

includes taxes & fees

Aug 9 - Aug 10

17. Holiday Inn Chicago Dwtn - The Mart by IHG

River North, 12.3 km from Englewood

James

CA $339 total

includes taxes & fees

Aug 20 - Aug 21

18. Hyatt Centric The Loop Chicago

Theatre District, 11.6 km from Englewood

Kearies

CA $362 total

includes taxes & fees

Aug 16 - Aug 17

19. Hyatt Place Chicago/River North

River North, 12.7 km from Englewood

Maung

CA $285 total

includes taxes & fees

Aug 9 - Aug 10

55-inch LCD TV with cable channels, TV, pay movies

20. L7 Chicago by LOTTE

Theatre District, 12.2 km from Englewood

Julie Ann

CA $326 total

includes taxes & fees

Aug 17 - Aug 18

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 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.

See properties

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.

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 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.

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

Top Englewood Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

" We stayed here for 1 night and checked out the following day. The hotel has onsite parking available, door man to assist with luggage (he was super friendly and welcoming). We were able to check-in early, had our luggage brought up to our room. We used the onsite gym, which was clean, had a variety of cardio equipment, free weights, & machines. It is nice and many guests took advantage of the gym. We had breakfast included and it did not disappoint. It had a made to order omelette station, fresh fruit, cheeses, pastries, yogurt, etc. The hotel offers a complimentary shuttle to O’Hare International Airport, which took less than 10 minutes to get to from the hotel. Would stay here again in the future! "

Travelodge by Wyndham Downtown Chicago

8/10 Good

"The location of this hotel is excellent, just outside the loop and close to Millennium Park. The room was spacious and clean but there were 3 issues: 1. The air-conditioning was a small noisy unit that struggled to keep the room cool. 2. The bathroom had a bath but no plug so it was not possible to take a bath. The bathroom had a built shower which was ok but it meant climbing into the bath to take a shower. We asked Reception for a replacement but were told there are no plug in any room so no-one any room could take a bath. This is illogical and surely if this is company policy then the bath should have been replaced by a bespoke shower unit! 3. We asked for extra creamer to make a drink in our room but were told by Reception there was no creamer available until the next delivery. This happened twice. I believe the above demonstrates a lack care and attention to detail."

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"Overall the hotel was clean and conveniently located. My only complaint was that they didn't have their breakfast restaurant open on Sunday, even though I had paid for breakfast through Expedia. They charge a resort fee, but there isn't much in the way of resort amenities."

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. Homewood Suites by Hilton Chicago Downtown South Loop

2. Hilton Garden Inn Chicago Downtown South Loop

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

4. Holiday Inn & Suites Chicago - Downtown by IHG

5. Best Western Grant Park Hotel

6. Congress Plaza Hotel

7. Travelodge by Wyndham Downtown Chicago

8. Le Méridien Essex Chicago

9. Crowne Plaza Chicago West Loop by IHG

10. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

11. The Wade

12. Silversmith Hotel Chicago Downtown

13. Hilton Chicago

14. Hilton Garden Inn Chicago Central Loop

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Holiday Inn Chicago Dwtn - The Mart by IHG

18. Hyatt Centric The Loop Chicago

19. Hyatt Place Chicago/River North

20. L7 Chicago by LOTTE

Where to stay in Englewood

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Englewood Hotel Reviews

Hyatt Regency O'Hare Chicago

Frequently asked questions

Explore a world of travel with Expedia