South Side Holidays
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Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The hotel Felix exceeded my expectations. I was pleasantly surprised. The room was clean and very nice. I highly recommend the Hoel Felix.
Reviewed on 20 Jul 2025
Level Chicago Fulton Market
Downtown Chicago
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (229 reviews)
Absolutely loved it here! Would 100% stay again. This is the best location in Chicago for tourists. Super walkable, so much to do! Close to the train from the airport. The only thing is, the bed I had was like bolted to the wall so if you drop anything down the side, it’s basically gone forever so just be careful of that
Reviewed on 20 Jul 2025
Where to stay in South Side
Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach.
Top hotels in South Side
GORGEOUS Remodeled South Beach Cottage - 2 blocks from the shore!
South Haven
9.8/10 Exceptional! (70 reviews)
"Fantastic property! Hosts provided everything you could possibly need. Within walking distance to one of the beaches, restaurants, and shops. Grill, fire pit, outdoor seating...loved it! We will be back!!"
Reviewed on 17 Jun 2025
$1m Luxury Beach House on South Beach, Free Golf Cart with Summer Rentals
South Haven
Family Vacation
"We had six adults and three little ones under the age of two. The house was clean and very spacious. We really enjoyed the patio and watching the sunsets. Great vacation. The owner was super easy to work with and responded quickly. I would highly recommend this place. We will be back. Carolyn"
Reviewed on 26 Aug 2024
Two Blocks from the beach & Kids Corner close to Riverwalk and Downtown
South Haven
10/10 Exceptional! (84 reviews)
"Very comfortable house and close to everything. The owners thought of everything that can add to your comfort during a stay. Drawers that are easily accessible, an easy to use kitchen and very comfortable furnishings. Our 3 year old grandson enjoyed the yard when we weren’t at the beach and the small ..."
Reviewed on 12 Jul 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.