West Englewood Vacation Packages
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Top Holiday Package Deals in West Englewood
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,439, price is now CA $990 per person
CA $990
per person
Jun 25 - Jun 30
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very Good! (2,628 reviews)
The hotel was in great location downtown. The rooms and bedding was also clean and nice. We had to request a room change because the toilet and sink were not working correctly. In the new room, the bathroom sink continued to not drain. It was definitely annoying and disgusting. I probably won’t be staying here again due to the bathroom issue, but overall if that won’t bother you - it’s a good clean hotel with great staff.
Reviewed on Apr 22, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,961, price is now CA $1,233 per person
CA $1,233
per person
Jun 25 - Jun 30
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,579, price is now CA $1,060 per person
CA $1,060
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,645, price is now CA $1,131 per person
CA $1,131
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,208, price is now CA $1,519 per person
CA $1,519
per person
Jun 25 - Jun 30
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.
Reviewed on Apr 17, 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
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.
West Englewood Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Apr 26 to Apr 27
CA $157
CA $185 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,167 reviews)
The room shown in the picture is not the one they put me on
Reviewed on Apr 21, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Apr 30 to May 1
CA $176
CA $207 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (5,114 reviews)
Will be nice if they trll you about wheee drinkg water is on arrival especially midnight
Reviewed on Apr 22, 2026
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Apr 26 to Apr 27
CA $119
CA $181 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (2,629 reviews)
The hotel was in great location downtown. The rooms and bedding was also clean and nice. We had to request a room change because the toilet and sink were not working correctly. In the new room, the bathroom sink continued to not drain. It was definitely annoying and disgusting. I probably won’t be ...
Reviewed on Apr 22, 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
Discover the most popular places to visit in West Englewood
Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.