South Side Adventure Vacations 2026

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Top Adventure vacation packages in South Side

Price found within the past 48 hours. Click for updated prices.

Marriott Marquis Chicago

South Loop

￥100,222

per person

Nov 24 - Nov 27

found 15 hours ago

Roundtrip flight included

Louisville (SDF) to Chicago (ORD)

9.2/10 Wonderful! (1,015 reviews)

Best stay I ever had in Chicago!! There for BTS Concert. It's a nice easy walk to the stadium. Easy to get to. Thanks will definitely stay again.

Reviewed on Oct 20, 2026

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3 Night Adventure vacations in South Side

Price found within the past 48 hours. Click for updated prices.

Marriott Marquis Chicago

South Loop

￥100,222

per person

Nov 24 - Nov 27

found 15 hours ago

Roundtrip flight included

Louisville (SDF) to Chicago (ORD)

9.2/10 Wonderful! (1,015 reviews)

Best stay I ever had in Chicago!! There for BTS Concert. It's a nice easy walk to the stadium. Easy to get to. Thanks will definitely stay again.

Reviewed on Oct 20, 2026

Don't see what you're looking for?

See all available trips from Louisville to South Side

View all trips

Top Adventure South Side Hotels

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 ...

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

14 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

Jaslin Hotel

261 West Cermak Rd Chicago IL

11 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,411 reviews)

"This hotel has a great location across from the Chicago Chinatown square area. The hotel was clean and staff were professional. The room was clean and quiet. I didn’t notice many amenities but there was an ice machine by the elevators along with a snack and drink vending machine. Room had a coffee ..."

Reviewed on Oct 21, 2026

See all 510 properties in South Side

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.