South Side Beach Vacations
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Top Beach vacation packages in South Side
Price found within the past 48 hours. Click for updated prices.
4 Night Beach vacations in South Side
Price found within the past 48 hours. Click for updated prices.
Best Western Grant Park Hotel
Downtown Chicago
￥281,330
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,747 reviews)
Poor room quality and run down amenities in bathroom, bed frame that were far beyond their use. No sound insulation to street along with adjoining room doors where very conversations and beyond was heard both in medium and voices in heat and passion. What a treat. Value is not an asset here.
Reviewed on Oct 4, 2026
Top Beach South Side Hotels
The Wheeler Mansion
2020 South Calumet Avenue Chicago IL
- 11 min drive from University of Chicago
Stroll along the shore in Chicago, as you'll be near the beach with a holiday at this luxury, boutique hotel. Amenities at The Wheeler Mansion include a ...
9.6/10 Exceptional! (8 reviews)
"Awesome stay. Close to Soldiers Field."
Reviewed on Sep 3, 2026
Marriott Marquis Chicago
2121 South Prairie Avenue Chicago IL
- 11 min drive from University of Chicago
Enjoy your stay at this hotel and enjoy the sunsets on the beach in Chicago, as you'll be close to the beach. Amenities at Marriott Marquis Chicago include 9 ...
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
- 11 min drive from University of Chicago
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,474 reviews)
"Stayed here her a bears game. Was close to solider field. Very clean and helpful staff!"
Reviewed on Oct 4, 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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,853
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
