1. 

   2 years ago

   Chicago Architecture Cruise! - Part 7

   Skillful Amateur
2. 

   2 years ago

   Chicago Architecture Cruise! - Part 4

   Skillful Amateur
3. 

   2 years ago

   Chicago Architecture Cruise! - Part 2

   Skillful Amateur
4. 

   1 year ago

   Iconic Skyline!

   Skillful Amateur
5. 

   1 year ago

   Chicago's Lake Shore Drive Problem | The History of "DuSable Lake Shore Drive"

   It's History
6. 

   5 months ago

   DNC Convention Day 2 - Chicago Illinois - Heels up and Timmy

   MightyMeat
7. 

   2 years ago

   Best View In the City - Trump Chicago Rooftop!

   Skillful Amateur
8. 

   2 months ago

   Chicago Broadway Play New York

   DavidNewyorkny
9. 

   8 months ago

   The Bean: Chicago's Mirror to the Sky!

   HigherTier
10. 

    2 years ago

    North Avenue Beach Chicago!

    Skillful Amateur
11. 

    2 years ago

    Chicago From Lake Michigan! - Part 9

    Skillful Amateur
12. 

    2 years ago

    Chicago From Lake Michigan! - Part 8

    Skillful Amateur
13. 

    3 months ago

    Chicago USA: Why It's a Must-Visit

    HashTagAK
14. 

    2 years ago

    Views From Willis Tower Chicago! - Part 5

    Skillful Amateur
15. 

    2 years ago

    Chicago Sign With Classic Chicago Sounds

    Skillful Amateur
16. 

    3 years ago

    MMCM. In Between. Live at Indy Skyline Sessions

    Creative Guise Productions
17. 

    2 years ago

    Sail Boat Sailing into Chicago!

    Skillful Amateur
18. 

    3 years ago

    The Chicago Skyline and Lakefront

    josephlupo8
19. 

    1 year ago

    Beautiful Sunrise Over Chicago!

    Skillful Amateur
20. 

    11 months ago

    CHICAGOLAND 1966: Wedding Wagon / Blackstone Hotel / Skyline / Fountain

    AnalogArchive
21. 

    2 years ago

    Exploring a Massive Abandoned Chicago Factory

    decayingmidwest
22. 

    2 years ago

    Views from Navy Pier Chicago!

    Skillful Amateur
23. 

    1 year ago

    PBS American Experience: Chicago: City of the Century Part 3 "The Battle for Chicago"

    USA Historical Documentaries
24. 

    1 year ago

    Trump International Hotel & Tower Chicago - River View Room Tour!

    Skillful Amateur