Far Southwest Side Beach Vacations
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Top Beach vacation packages in Far Southwest Side
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
￥306,844
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,877 reviews)
I enjoyed my stay at the LondonHouse. The property and room were very clean. The front desk staff was nice. Housekeeping was consistent. The bar staff were friendly but the staff at the rooftop bar could have been nicer. It was busy so I will give them grace but they were a little rude and I didn’t appreciate that considering I was staying at the property. I did not eat at the hotel to rate the food. The views from the vista room were amazing. I would stay again.
Reviewed on Oct 4, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
￥301,720
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (2,309 reviews)
Fantastic hotel! Really nice, clean, staff was incredibly friendly. We got the Fairmont gold room edition and it was totally worth it having food and drinks available during the day. We ate breakfast there each morning and it was great! Would definitely stay here again Next time we come to visit.
Reviewed on Oct 5, 2026
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
￥313,520
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (3,324 reviews)
Great hotel. Great food. Clean rooms. Area of the hotel felt safe and very close to many others attractions nearby.
Reviewed on Oct 5, 2026
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View all trips5* Beach vacations in Far Southwest Side
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View all trips3 Night Beach vacations in Far Southwest Side
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Le Méridien Essex Chicago
Downtown Chicago
￥512,146
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
The rooms are very small ,the pictures and videos is what sells the hotel for sure. Disappointed with the stay and the amount I was charged
Reviewed on Oct 4, 2026
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View all trips4 Night Beach vacations in Far Southwest Side
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Skydeck Chicago at Willis Tower
￥6,642
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.
