January 15, 2002 • 42m
We're going to Chicago! Well, at least Aneesa, Cara, Chris, Keri, Kyle, Theo and Tonya are, and we get to tag along for the ride. ...Read more
January 15, 2002 • 42m
After the roommates' time in the hot tub, the group wonders what Chris is hiding-they think he must have a secret. Most of them de...Read more
January 22, 2002 • 42m
Its summertime in the city and our seven strangers are chilling on the sandy Chicago beaches. Newly single Cara is lonely and on a...Read more
January 29, 2002 • 42m
Everyone's bonding…except for Tonya. She's not about going out, she's about sitting at home talking on the phone with Justin. Th...Read more
February 5, 2002 • 42m
It seems pretty obvious to everyone that Keri likes Kyle and Kyle likes Keri, but there's a problem. Kyle has a long-time girlfrie...Read more
February 12, 2002 • 42m
After arguing with Kyle on the train, Keri decides she should start dating other people instead of pining for Kyle. She meets and ...Read more
February 19, 2002 • 42m
It's the first official day of work for everyone. Keri, Chris and Kyle are on the beach with their lifeguarding duties while Cara,...Read more
March 5, 2002 • 42m
Aneesa and her mom continue to struggle with issues during their phone calls. Aneesa's mom wants Aneesa to try and not be ""gay"" ...Read more
March 12, 2002 • 42m
They've had the fight to end all fights but Veronica is still on Aneesa's mind. Aneesa looks for sympathy and understanding from e...Read more
March 19, 2002 • 42m
Just as Justin is planning to visit Tonya in Chicago, she relapses with her kidney problem. The situation is so bad that Cara rush...Read more
March 26, 2002 • 42m
The gang all heads up to Kyle's lake house for a weekend of sun and fun. The couples--Justin and Tonya and Chris and Kurt--find ti...Read more
April 2, 2002 • 42m
The gang is continuing to work with the kids in Humboldt Park with varying degrees of success. The kids think Tonya is like a dril...Read more
April 9, 2002 • 42m
Aneesa's openness is becoming a problem for Tonya. Everyone loves a beautiful body, but Tonya is a little tired of seeing Aneesa's...Read more
April 23, 2002 • 42m
Things seem to be okay with Aneesa and Tonya. They aren't the best of friends by any stretch but they are at least talking and sha...Read more
April 30, 2002 • 42m
It's the last day of working with the Summer Parks Programs. Kyle, Keri and Chris are bummed that they are done lifeguarding. Kyle...Read more
May 7, 2002 • 42m
09.10.01 – It's the day before Aneesa's birthday, late at night and she's hoping to get some phone time to talk to friends and f...Read more
May 21, 2002 • 42m
After the events of 9.11, some of the roommates' priorities have changed, Kyle's in particular. He's realized that he wants to be ...Read more
May 28, 2002 • 42m
While discussing her relationship with Jared to Kyle, Cara realizes that she needs closure with him. He was her 'true love', her '...Read more
June 4, 2002 • 42m
As time passes in the Chicago house, Tonya becomes more removed from the group. Her illness has kept her from group trips, from pa...Read more
June 11, 2002 • 42m
While the rest of the gang is in Boston visiting haunted houses, including 'Spooky World,' Tonya is in Chicago working on their as...Read more
June 18, 2002 • 42m
There are just a few days until the gang begins their Halloween performances for the Chicago parks program. Things seem to be runn...Read more
June 25, 2002 • 42m
After years of repression, Aneesa feels her father should learn her true sexual orientation. Aneesa asks her mother to set up and ...Read more
July 2, 2002 • 42m
Kyle's younger brother, Austin, watches the Halloween performance and stays at the house for an overnight visit. It's a sweet mome...Read more
July 9, 2002 • 42m
While the rest of the gang starts to get sentimental about leaving the loft and Chicago, Tonya's ready to go. She gleefully packs ...Read more
July 16, 2002 • 42m
MTV’s Damien Fahey hosts all seven cast members from The Real World Chicago to dish the dirt on what went down and the roommates h...Read more
January 8, 2002 • 30m
'Real World: Back to New York' alum Mike and Coral go over the dos and don'ts of being a 'Real World' roommates.
January 1, 1970 • 42m
Episode 101 of Chicago premiered on January 1, 1970