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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
8am | 7c
Wipeout in Japan
8:30amam | 7:30amc
Greatest Travel Gifts: Top 20
9am | 8c
10am | 9c
11am | 10c
Pizza Paradise 3
12pm | 11c
Mysteries at the Hotel
Deceptive Doctor, Portland Underground, Smackdown
1pm | 12c
Imperfect Crime, Stagecoach Shocker, People's Pres
2pm | 1c
Space Race, City Ghosts , Everglade Survival
3pm | 2c
Vampire Outbreak, US Traitor, Corporate Retreat
4pm | 3c
Mysteries at the Museum
MGM Fire, UFO Car, Prophecy Sword
5pm | 4c
Margery the Medium, Everest Ascent, The Pastor and the Choir Singer
6pm | 5c
When Twain Met Sawyer, the Guardian Angels and Army of the Dead
7pm | 6c
Skylab, Apollo One Tragedy and Space Monkey
8pm | 7c
Metal Winners, the Big Con and Operation Babylift
9pm | 8c
Chain of Fools, Rocket Boys and the Cowboys That Saved Britain
10pm | 9c
A Father's Mission, Hilary's Yeti, Swedish Titanic
11pm | 10c
12am | 11c
1am | 12c
2am | 1c
3am | 2c
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