South Englewood Vacations from $149
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The Latest South Englewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The French Country Inn Lake Geneva
Save 100% on your flight
Price was $892, price is now $475 per person
$475
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
8.6/10 Excellent! (154 reviews)
The rooms are cozy with deck space overlooking Lake Como and the Getaway restaurant was on the property with a beautiful terraced patio. The food and service were great!
Reviewed on Oct 16, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $739, price is now $410 per person
$410
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Beautiful rooms. Exceptional staff. An all around superior experience.
Reviewed on Oct 18, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $286, price is now $162 per person
$162
per person
Nov 25 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
The hotel has a great roof terrace, with a limited menu but there is something for everyone on there, and the quality of the food and service was good. I was disappointed by the furnishing in the rooms. The floor is linoleum and furniture rudimentary, the sofa was covered in the type of wipe-down fabric normally seen in care homes. Housekeeping was hit and miss - the trash in the bathroom hadn’t been cleared when I arrived, and on one day housekeeping never serviced my room despite me having the “make up my room” sign on the door for most of the day. When housekeeping did come they were good. The buffet is well-stocked, but the dining room is large and impersonal. I didn’t feel that the reality lived up to the pictures.
Reviewed on Oct 19, 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $306, price is now $179 per person
$179
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,273 reviews)
Friendly staff with clean and basic amenities. Reasonable value for money.
Reviewed on Oct 20, 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
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,498 reviews)
"The website for the gazebo restaurant within the hotel said there was an extensive menu. When you get down to the place it’s a small buffett set up which was similar to any other continental breakfast with some cereal, muffins, fruit, some biscuits, bacon and sausage etc. There was also a man at ..."
Reviewed on Oct 20, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Nov 16 to Nov 17
$136 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (3,142 reviews)
"Nice location, rooms were nice size beds were comfortable water pressure was great"
Reviewed on Oct 20, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $104 total per night from Nov 20 to Nov 21
$104 total
Nov 20 - Nov 21
Total with taxes and fees
7.8/10 Good! (2,498 reviews)
"Great Vibe!"
Reviewed on Oct 19, 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.
Discover the most popular places to visit in South Englewood
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
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.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
$45
per adult
100% of travellers recommend
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- Chicago Vacations
- Visit West Englewood
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- Chicago Museum of Science and Industry
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- Lorado Taft's Midway Studios
- DuSable Museum of African-American History
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- ETA Creative Arts Foundation
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- University of Chicago
- Robie House
- Rockefeller Memorial Chapel
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- Smart Museum of Art
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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.