South Chicago Vacations from SAR1,628
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The Latest South Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,665 reviews)
Arlo Chicago is in the perfect location for walkable access to so many Chicago sights, excellent food (please try the Broken English Taco Pub around the corner!), bars, shopping, etc. It was also very conveniently located to access the L when we needed to get to other parts of the city!
The staff was BEYOND accommodating, friendly, and helpful. The room was clean and exceeded all comfort expectations!
I also highly recommend the lobby bar for a great happy hour spot!!!
Everyone at this hotel was exceptional and I still cannot get over how wonderful the lobby smelled! Can't recommend Arlo Chicago enough!
Reviewed on 24 April 2025
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
A great hotel to have as a base to explore Chicago during day and in the evening.
Room was great - comfortable, great shower.
Short walk to train station to and from O'Hare airport.
Reviewed on 21 April 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (295 reviews)
Front desk was very friendly and helpful. We had a corner unit and the view was great. The unit was very comfortable and clean.
Reviewed on 22 April 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
8/10 Very Good! (1,524 reviews)
The only thing that we didn’t like was the fact that we got a parking ticket in front of the valet sign when we was told that it was saved to park there by the valet attendant
Reviewed on 24 April 2025
Where to stay in South Chicago
Find the best South Chicago areas and neighborhoods for the activities you enjoy most. Learn more about South Chicago
Downtown Chicago
4 out of top 10 points of interest in this area
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
South Chicago Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 539 per night from May 1 to May 2
SAR 539
SAR 633 total
includes taxes & fees
1 May - 2 May
8.2/10 Very Good! (3,927 reviews)
"Overall we enjoyed the stay and the property location is close to many restaurants, shops and subway. The complimentary breakfast was great."
Reviewed on 23 April 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 625 per night from May 11 to May 12
SAR 625
SAR 734 total
includes taxes & fees
11 May - 12 May
8.8/10 Excellent! (2,147 reviews)
"Great stay. The only thing is that it said there would be a city view and the view was of the building roofs. Also the pool was closed. The room was lovely and spacious."
Reviewed on 23 April 2025
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is SAR 675 per night from Apr 30 to May 1
SAR 675
SAR 903 total
includes taxes & fees
30 Apr - 1 May
8.8/10 Excellent! (2,074 reviews)
"Clean rooms, great location, next to everything in the city."
Reviewed on 23 April 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 Chicago
Wrigley Field
4.5/5(2,128 reviews)
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
McCormick Place
4.5/5(1,805 reviews)
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.
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.