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Hotel Tipping Etiquette 01:48
Tour South Africa 02:33
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Chicago, IL, Travel Guide
Bert and our Chicago adventurers, Mike and Dave, toast after spending their first day of the trip at the Gangster Museum.
A view of the Chicago skyline behind the Red Witch. Located on Navy Pier, the Red Witch is Chicago’s tallest -- and only -- wooden ship.
The crew of the Sea Dog, a famous tour of Chicago by water, prepares to take the group out on a private tour.
Dave attempts to flyboard while in Chicago.
Bert screams with joy after his first flyboarding experience.
A stone lion stands tall outside of the Lincoln Park Zoo.
A must-try when visiting Chicago, Al's Italian beef sandwich lays out on display.
Bert and the adventurers ride the Ferris wheel at Chicago's Navy Pier.
Mike poses with the Windy City Rollers after getting his butt kicked on the track.
Dave and Mike try out their best gangster poses while enjoying their time at the Gangster Museum.
Bert, Mike and Dave pose in front of the Chicago skyline after a successful Trip Flip.
The Windy City Rollers 02:36
Tailor-Made Guys Weekend 02:47
Dad's Secret Family
8am | 7c
Bridal Party in Terminal 3
8:30amam | 7:30amc
Aftershocks: Apache Junction/Fear Factory
9am | 8c
Villisca Axe Murder House & Letchworth Village
10am | 9c
Aftershocks: Lizzie Borden & Black Swan Inn
11am | 10c
Aftershocks: Texas Horror Hotel/Sloss Furnace
12pm | 11c
Saint James Hotel
1pm | 12c
The Myrtles Plantation
2pm | 1c
Los Coches Adobe
3pm | 2c
Old Montana State Prison
4pm | 3c
Star of India
5pm | 4c
Return to Winchester Mystery House
6pm | 5c
7pm | 6c
City of Gold
8pm | 7c
The Ark of the Covenant
9pm | 8c
Africa's Gold Hoard
10pm | 9c
Captain Kidd's Treasure
11pm | 10c
12am | 11c
1am | 12c
2am | 1c
3am | 2c
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