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The Real World: Chicago

Poster for The Real World Season 11

27 episodes · first aired Jan 15, 2002

The Real World: Chicago is the 11th season of MTV's reality television series The Real World, which focuses on a group of diverse strangers living together for several months in a different city each season, as cameras follow their lives and interpersonal relationships. The Chicago season debuted in 2002, with its cast living in a converted bookstore/coffeehouse in the Chicago's Wicker Park neighborhood. This was the first and to date the only season of The Real World to be filmed in the Midwestern United States. This was the first season in which production would start months after wrapping the previous season allowing filming and broadcasting almost immediately unlike the usual annual season.

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  1. 1 Welcome to Chicago Jan 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. We meet Theo and Tonya first and immediately there is…
  2. 2 Brothers and Sisters Jan 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 decide that Chris must be the house virgin. Chris shoots…
  3. 3 Summer Summer Summertime Jan 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 mission…the Boy Hunt is on. First up is Jason, a guy…
  4. 4 Bonding Session Jan 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. The rest of the gang is frustrated that she doesn't spend…
  5. 5 K likes K Feb 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 girlfriend at home that he really loves, Nicole, and he's trying…
  6. 6 Animal House Feb 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 makes a date with Tyler, and surprise, surprise, Kyle is…
  7. 7 Off to Work Feb 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, Tonya, Aneesa and Theo are working with the Chicago Parks…
  8. 8 The Screaming Match Mar 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"" while she's in Chicago and to just have a good time…
  9. 9 Knowing a Thing or Two Mar 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 everyone but no one is interested. Her mom doesn't want to…
  10. 10 Romantic Retreat Mar 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 rushes her from work to the emergency room. Tonya is in an…
  11. 11 Taking the Next Steps Mar 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 time for sex and other activities, while the single…
  12. 12 Kid Craziness Apr 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 drill sergeant, always nagging and never playing. One of the…
  13. 13 The Boyfriend from Hell Apr 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 all the time. Aneesa's open door policy for the bathroom…
  14. 14 Roomie Tensions Apr 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 sharing and being nice roommates to one another. Aneesa…
  15. 15 The Gang Gets Their New Job Apr 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 is really going to miss it because he doesn't think that…
  16. 16 The Day That Changed Everything 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 family so that she can celebrate her birthday a bit before…
  17. 17 Changes 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 with Nicole and he is trying to get back together with…
  18. 18 Getting Closure 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 'fairy tale romance' and she wants to know that she's doing…
  19. 19 Heading to New England Jun 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 participating fully at work and from becoming a part of the…
  20. 20 Spooky Real World Jun 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 assignment there. Neither party seems to missing one another…
  21. 21 The Skits Jun 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 running smoothly except for one thing, Keri hasn't finished…
  22. 22 Aneesa's Love Triangle Jun 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 mediate a phone conversation, but her mother refuses to…
  23. 23 Halloween Madness Jul 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 moment, but Tonya and Keri think that it's being done for the…
  24. 24 Moving Out Jul 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 up her boxes and is excited about getting home to Justin…
  25. 25 RE: Union - The Real World Chicago Jul 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 have the opportunity to clear the air on some of the most…
  26. 26 The Real World Guide To Being the Perfect Roommate Jan 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.
  27. 101 Episode 101 42m