1. Jan Terri: No Rules
30 years in the making, the film Jan Terri: No Rules tells the story of an irrepressible, and often delightfully perplexing personality. As a child, Jan would dance and sing for anyone who would listen. As a teenager, she began writing and performing her own songs. After earning her BA in Arts and Entertainment Management, she continued making music while working full-time as a limo driver. The income from that job allowed her to hire a studio as well as a videographer to help her make her unorthodox DIY music videos and distributing them on VHS tape. Without her knowledge, her videos made their way to the nascent YouTube. The fact that her most popular YouTube video was given the title “Worst Music Video Ever” didn’t dampen her spirit. Her fanbase grew to include such luminaries as Marilyn Manson and Cynthia Plaster Caster. Over the years, Jan’s independent spirit attracted many collaborators who’ve helped bring her vision to life.
2. Out of the Loop
A feature-length documentary on the 1990s Chicago rock scene.
It has an average vote of 10 on TMDB.
3. Night Life in Chicago
This short Traveltalk visit to Chicago looks at some hotels known for their evening entertainment and for the rich and famous people who come to their dining rooms. Featured are the Walnut Room of the Bismarck Hotel, the Ambassador Hotel's Pump Room, and the boardwalk at the Edgewater Beach Hotel.
4. Dear Ike: Lost Letters to a Teen Idol
In this animated documentary, Los Angeles filmmaker Dion Labriola recounts his all-consuming childhood quest to contact his teen idol, Ike Eisenmann - and the magical turn of events that led him toward his goal .
It has an average vote of 10 on TMDB.
5. Long Gone Summer
An examination of the 1998 MLB season and the home run race between Mark McGwire and Sammy Sosa. The two sluggers' race to hit the most home runs, later overshadowed by the steroid scandal, left a permanent mark on baseball history.
It has an average vote of 5.8 on TMDB.
6. Ed Kelly and the Fighting 47th
An investigative documentary that focuses on political activities in the 47th Ward of Chicago and on the relationship between party politics and the park district. Originally aired on local Chicago news station WBBM-TV in 1979, the documentary details machine politics, patronage, clientelism and bribery that ran rife in Chicago's 47th Ward under the helm of Democratic Party Committeeman Ed Kelly. The digitization of this program was made possible by a grant from The Brinson Foundation.
7. Hoop Dreams
Every school day, African-American teenagers William Gates and Arthur Agee travel 90 minutes each way from inner-city Chicago to St. Joseph High School in Westchester, Illinois, a predominately white suburban school well-known for the excellence of its basketball program. Gates and Agee dream of NBA stardom, and with the support of their close-knit families, they battle the social and physical obstacles that stand in their way. This acclaimed documentary was shot over the course of five years.
It has an average vote of 7.627 on TMDB.
8. Art Tour (Night Edition)
“While in quarantine, Heyer has made extensive use of viral video platforms like TikTok and Instagram, exploring their potential as a vehicle for performance. Experimenting with cinematic genre, his minute-long comedy shorts offer a sort of rolling absurdist commentary on our present circumstances. That he has found inspiration in the limited resources available to him gives the work the sense of playful exuberance that is characteristic of Heyer’s practice. In his “Art Tour” videos, Heyer confidently the viewer through his neighborhood as though he is on a museum walkthrough: a discarded fishtank becomes “a stunning Dan Graham,” a shrouded window becomes “a challenging Wade Guyton.” Though playfully riffing on the jargon of the academy, the videos are also testaments to excitement art can bring to the challenges of our present.” — Night Gallery, Frieze Viewing Room 2020
9. From Jack to Juke
Currently all the rage with hipsters worldwide, Chicago Juke music has roots that run deep. The film chronicles the birth and evolution of a genre over 25 years. A fascinating watch!
10. Chicago, the Beautiful
A visit to Chicago, featuring the city's architecture and well-known landmarks.
11. Last Comiskey
As Comiskey Park, Chicago's 80 year old ballpark, prepares for its final season in 1990, expectations for the home team, the Chicago White Sox, are very low. Surprising many, the young team becomes a contender, and a bittersweet season becomes an exciting one.
12. Chicago, Grande Roue (Chicago, Grande Roue)
A view of the Ferris wheel from the Chicago Exposition of 1893, turning slowly.
It has an average vote of 5.4 on TMDB.
13. Life After People
In this special documentary that inspired a two-season television series, scientists and other experts speculate about what the Earth, animal life, and plant life might be like if, suddenly, humanity no longer existed, as well as the effect humanity's disappearance might have on the artificial aspects of civilization.
It has an average vote of 6.977 on TMDB.
14. Chicago 10
Archival footage, animation and music are used to look back at the eight anti-war protesters who were put on trial following the 1968 Democratic National Convention.
It has an average vote of 6 on TMDB.
15. 17 Seconds
“17 Seconds” provides an all-access pass inside the Blackhawks locker room party in Boston and the airplane ride home with the Cup following Game 6, in addition to insight from the players on the Stanley Cup-winning team and members of the organization. Fans can ride along on the players’ buses during the championship parade and follow the Blackhawks as they spend their Cup days with family and friends, sharing the greatest trophy in sports with their communities. It also includes footage from the opening night banner raising ceremony.
It has an average vote of 5.2 on TMDB.
16. Soaring Over America
Created from public television's popular Over series, this is a tour unlike any other! Fly above landscapes and landmarks in Alaska; the Pacific Northwest; California; the Southwest; Chicago; New York City; Washington, D.C.; and everywhere in between.
17. Sickened No More: Documenting the Life and Death of Weekend Nachos
In 2004 a group of friends took the stage at a small coffee house in Dekalb Illinois with the sole purpose of pissing off everyone. Surprisingly, enough people liked what the band was doing that they continued to play music under the name Weekend Nachos. This documentary simply tells the story of Weekend Nachos.
It has an average vote of 10 on TMDB.
18. The Janes
Defying the state legislature that outlawed abortion, the Catholic Church that condemned it, and the Chicago Mob that was profiting from it, the members of “Jane” risked their personal and professional lives to support women with unwanted pregnancies. In the pre-Roe v. Wade era — a time when abortion was a crime in most states and even circulating information about abortion was a felony in Illinois — the Janes provided low-cost and free abortions to an estimated 11,000 women.
It has an average vote of 5.697 on TMDB.
19. Disney: Through the Looking Glass (Disney: a través del espejo)
Tito del Amo, a passionate 72-year-old researcher, takes the final step to unravel the enigma about the alleged Spanish origin of the American cartoonist Walt Disney, making the same journey that his supposed mother made to give him up for adoption in Chicago. A journey that begins in Mojácar, Almería, Spain, and ends in New York. An exciting adventure, like Alicia's through the looking glass, to discover what is truth and what is not, with an unexpected result.
It has an average vote of 10 on TMDB.
20. Pooh: The Derrick Rose Story
A never before seen look at the meteoric rise of Derrick Rose, the young Chicago superstar that was suddenly derailed by devastating injuries and unrealistic expectations for a hometown hero.
It has an average vote of 8.5 on TMDB.
