Chicago, Illinois -- Windy

Windy City...the rumors are true. Luckily it was 73 degrees F.

Climbing the Sears Tower and John Hancock Tower set me back $22, but offered great views of the city's skyline which pioneered city skylines.

Wrigley Field, Frank Lloyd Wright, Navy Pier, Giordano's Stuffed Pizza, Lake Michigan, Millennium Park, the Chicago Bean Sculpture, Amazing Architecture; Chicago could not disappoint.

Ann Arbor, Michigan -- Wolverines

To meet my buddy Shaun from Praha and Oktoberfest.

Michigan Wolverines Football game at the Big House. The largest American Football Stadium in the World! 107,501 people!!! Michigan 17, Northwestern 3.

The weather was horrendous, but perfect for a late autumn football game in the midwest.

Toronto, Ontario -- Wet

Terrible rainy weather dampened any fun here (or soaked it rather). Plus, I have to wake up at 5am to head to Michigan. Nevertheless, Toronto is a big, diverse city with culinary options representing every country on earth. Canadia Backpackers Hostel is nice with a movie theater inside.

Niagara Falls, Ontario -- Waterfalls

Wet, rain, mist, water. $12 to park was avoided by parking illegally right next to the Falls observation deck. Haha, suckers.

Gloucester, Massachusetts

Bye family, bye hometown, you will be missed. However, winter will not be missed!