West Englewood Holidays
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Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
S$614
per person
21 Nov - 23 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.6/10 Excellent! (2,274 reviews)
The room was very small. The espresso machine had no counter top to set it on. The toilet had a long red streak on it. The beds were fine but squeaky. Could hear noise from other rooms and the street, even on the 14th floor.
Reviewed on 14 Oct, 2026
Le Méridien Essex Chicago
Downtown Chicago
S$667
per person
21 Nov - 23 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
Wonderful Stay ! Would love to come back to Chicago again just for this hotel. Staff went above and beyond and we appreciate the great stay !
Reviewed on 14 Oct, 2026
Sentral Michigan Avenue
Downtown Chicago
S$684
per person
21 Nov - 23 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,344 reviews)
We stayed here for 3 nights for the Chicago Marathon 2026, and while the location was fantastic, the overall hotel experience fell well short of expectations.
The Good:
Unbeatable Location: The biggest advantage of this hotel is its proximity to Grant Park. Being just a short walk from the marathon start and finish lines made race day logistics completely stress-free.
The Bad & Disappointing:
Closed Pool: We specifically selected and booked this hotel because of their great-looking pool. Unfortunately, the pool was closed for the entire 3-night duration of our stay. When we complained to the front desk, nobody offered any remedy, compensation, or gesture to make up for it, which was extremely disappointing.
Poor Kitchenware: The room included kitchen facilities, but the dishes provided were very limited, scratched, and visibly worn out/overused.
Other than that, the stay itself was just okay. However, given the lack of any support or remedy from staff regarding the closed pool, we likely wouldn't stay here again.
Reviewed on 14 Oct, 2026
Where to stay in West Englewood
Find the best West Englewood areas and neighborhoods for the activities you enjoy most. Learn more about West Englewood
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in West Englewood
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$163
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,197 reviews)
"Clean room but dated and lost in time."
Reviewed on 14 Oct, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
S$232
1 Nov - 2 Nov
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
S$196
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,386 reviews)
"Asked for but no wake up call. Some staff … uninterested m. TV problems, air conditoning intermittent and loud"
Reviewed on 14 Oct, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a West Englewood holiday package cost?
Get ready to book, because a trip to West Englewood starts from just S$614. When you bundle your hotels, flights and car rentals into a travel package, you'll enjoy the best prices.
How do I get a cheap travel package to West Englewood?
Our West Englewood holiday packages offer plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and tours into a handy package. But bargain prices are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 hotel options throughout the world to select from. No matter your budget or style, there's a holiday package that's perfect for you.
Where should I stay in West Englewood?
You'll want to stay where the action is. Many visitors favor hotels around top sights, like Marquette Park, St. Bernard Hospital and Balzekas Museum of Lithuanian Culture.
How far in advance should I book my West Englewood holiday?
While prices change from time to time, we generally suggest booking your holiday as soon as possible. Many international fares can be compared on Expedia up to a year in advance. If you're booking late, you may still get lucky. Discount prices to West Englewood sometimes appear only weeks before departure.
What does an Expedia West Englewood travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to create your ideal West Englewood travel package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a West Englewood travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on sightseeing tours or experiences. Your next awesome holiday is only a couple of clicks away.
If I'm not able to travel, can I cancel my West Englewood holiday package?
Plans can change suddenly, so yes, you can. You may be able to amend or cancel your West Englewood holiday package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Take a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.