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 can I save on a Englewood hotel booking with Expedia?

With Expedia, you’ll unlock our lowest prices by becoming a member. It’s free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Englewood hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

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

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Our top choices for Englewood hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 13.1 km from Englewood

Justyna

CA $440 total

includes taxes & fees

Apr 30 - May 1

The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 14.4 km from Englewood

Andrew

CA $215 total

includes taxes & fees

Apr 26 - Apr 27

Swissotel - Chicago

12.4 km from Englewood

ANDREW

CA $294 total

includes taxes & fees

Apr 26 - Apr 27

Sofitel Chicago Magnificent Mile

13.6 km from Englewood

Daniel Campos

CA $429 total

includes taxes & fees

Apr 27 - Apr 28

Hyatt Place Chicago/Downtown - The Loop

The Loop, 11.7 km from Englewood

Janie

CA $245 total

includes taxes & fees

May 10 - May 11

Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.3 km from Englewood

Megan

CA $220 total

includes taxes & fees

Apr 26 - Apr 27

Le Méridien Essex Chicago

The Loop, 10.6 km from Englewood

Gerald

CA $225 total

includes taxes & fees

Apr 26 - Apr 27

Travelodge by Wyndham Downtown Chicago

The Loop, 10.9 km from Englewood

Justine

CA $162 total

includes taxes & fees

Apr 26 - Apr 27

Hilton Chicago

The Loop, 10.7 km from Englewood

Carrie

CA $364 total

includes taxes & fees

May 8 - May 9

Hotel Riu Plaza Chicago

Streeterville, 13 km from Englewood

Adam

CA $278 total

includes taxes & fees

May 10 - May 11

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Streeterville, 13 km from Englewood

Jennifer

CA $186 total

includes taxes & fees

Apr 27 - Apr 28

Omni Chicago Hotel

Streeterville, 13.1 km from Englewood

Jamal

CA $329 total

includes taxes & fees

May 10 - May 11

La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.6 km from Englewood

America.

CA $231 total

includes taxes & fees

Apr 26 - Apr 27

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 13.8 km from Englewood

Lora Javenkoski

CA $226 total

includes taxes & fees

May 10 - May 11

Radisson Blu Aqua Hotel Chicago

12.3 km from Englewood

Joshua

CA $391 total

includes taxes & fees

May 9 - May 10

Hilton Garden Inn Chicago Central Loop

The Loop, 11.3 km from Englewood

Tristen

CA $265 total

includes taxes & fees

May 9 - May 10

Aloft Chicago Mag Mile

Streeterville, 13 km from Englewood

Taneshia

CA $201 total

includes taxes & fees

Apr 26 - Apr 27

Arlo Chicago

Theatre District, 12.1 km from Englewood

Nicole

CA $270 total

includes taxes & fees

Apr 26 - Apr 27

DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 13 km from Englewood

Ellen

CA $220 total

includes taxes & fees

Apr 26 - Apr 27

Congress Plaza Hotel

The Loop, 11 km from Englewood

Angel

CA $185 total

includes taxes & fees

Apr 26 - Apr 27

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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

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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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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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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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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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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