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
￥323,534
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,754 reviews)
The room was clean but outdated. Cleanliness matters most, however. Because the room had a definite slant to it. Was uneven enough that one of the drawers kept falling open. Staff was friendly but not terribly knowledgeable about area restaurants etc. We figured it all out by asking around. The hotel was close to many different places that we enjoyed.
Reviewed on Aug 20, 2026
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View all tripsTop 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 ...
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 ...
9.2/10 Wonderful! (1,006 reviews)
"Clean and found the location convenient. Price seemed very high."
Reviewed on Aug 16, 2026
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 ...
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
￥3,920
per adult
90% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,518
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
