
South Englewood Vacations from ¥215,250
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The Latest South Englewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.





Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Aug 13 - Aug 18
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Beautiful!!
Location, room, security, everything was perfect!
Very classy, elegant!
Reviewed on Jul 9, 2025
Where to stay in South Englewood
Find the best South Englewood areas and neighborhoods for the activities you enjoy most. Learn more about South 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.
South Englewood Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥25,627 per night from Jul 20 to Jul 21
¥25,627
¥30,085 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (8,922 reviews)
"It’s a historical building so it does have its worn down look. Beautiful overall. I just wish it wasn’t so expensive"
Reviewed on Jul 8, 2025

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ¥29,787 per night from Aug 10 to Aug 11
¥29,787
¥39,658 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (2,008 reviews)
"We had a wonderful stay at the Intercontinental Magnificent Mile over the July 4th weekend! We enjoyed all 3 restaurants/bars- especially Casa Chi! The staff were all excellent. The spot is super convenient/walkable to everywhere you would want to go in downtown Chicago, a block from the riverwalk ..."
Reviewed on Jul 9, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥25,251 per night from Aug 10 to Aug 11
¥25,251
¥29,640 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,406 reviews)
"Excellent location. Only one block away from the lake as well as from the Michigan avenue (shopping area). Our room was nice and clean. I should not say room, it was like an one bedroom apartment without a kitchen. The management was very nice."
Reviewed on Jul 8, 2025
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 South Englewood

Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do

Wendella's 90-min Chicago River Architecture Tour
¥6,509
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
¥6,509
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.