West Englewood Packages (Flight + Hotel)

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Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 24 hours ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
The servers and bartenders at the property were amazing! Gentleman who stored our luggage was polite and extremely attentive!

Reviewed on 16 Jul 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 1 hour ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
There was an odd odor. My room was not ready for several hours after check in.

Reviewed on 17 Jul 2025

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 24 hours ago
Return flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,795 reviews)
I had a great stay. No complaints. The staff was great.

Reviewed on 17 Jul 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 24 hours ago
Return flight included
Calgary (YYC) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
For a four star hotel in chicago it is very pricy only good for location as the amenities and extras are what you gt in a 3 star hotel outside of the city. The carpet is dated and dusty, the bathroom was clean and more modern than expected, but it is not as expected.

Reviewed on 16 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 1 hour ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Staff was friendly and it was clean. Easy beautiful view and great food. The breakfast was beyond my expectations

Reviewed on 17 Jul 2025

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 featuring a city

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Top hotels in West Englewood

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿5,759 per night from 4 Aug to 5 Aug
฿5,759
฿6,761 total
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,856 reviews)
"I loved everything about my stay at the congress plaza. Were the rooms updated no. But it had it charm. I am in love with the designs of the 1920. The staff were extremely accommodating. They did not even charge me for late check out. I will be staying here again."

Reviewed on 16 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ฿8,961 per night from 10 Aug to 11 Aug
฿8,961
฿11,558 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,045 reviews)
"Very close to popular places."

Reviewed on 16 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿4,667 per night from 17 Aug to 18 Aug
฿4,667
฿5,478 total
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,454 reviews)
Connecting room
"Hotel property was amazing. Room was very clean and staff was friendly. Location was perfect. I was shocked to find that my room was connected to another room by just a deadbolt and door jam. That made me feel very uncomfortable and could barely sleep. By the time I realized that, I felt that it ..."

Reviewed on 16 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,653 properties in West Englewood
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 ฿13,736. 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park which includes autumn colours, modern architecture and street scenes

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

River tour boat in Chicago

Architecture River Tour

฿1,592
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

฿1,469
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

฿1,469
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.