Peter Weber and Kelley Flanagan Spark Dating Rumors: Why Fans Are Convinced They’re Self-Quarantining Together in Chicago

Credit: ABC/John Fleenor (2)

Peter Weber and Kelley Flanagan Spark Dating Rumors: Why Fans Are Convinced They’re Self-Quarantining Together in Chicago

Season 24 of The Bachelor isn’t over after all. Peter Weber may have ended the season single, but the 28-year-old pilot certainly isn’t alone. As viewers may recall, Weber was briefly engaged to Hannah Ann Sluss after he popped the question during the finale, which filmed in November 2019 and aired in March. Two months after the Australia proposal, Weber admitted that he still had feelings for Madison Prewett, who quit during the final week. While Weber and Prewett nearly got back together at the live After the Final Rose special on March 10, they confirmed they went their separate ways for good two days later. “Madi and I have mutually decided to not pursue our relationship any further. Believe me this was not easy for either of us to be ok with, but after a lot of honest conversations, we have agreed that this is what makes most sense for the two of us. The love and respect I have for Madi will continue to endure,” he wrote on March 13 via Instagram. “Hannah Ann, you set an example for women everywhere a couple nights ago. You are such a strong, confident woman and you deserve all the love in the world. I accept full responsibility for my mistakes in our relationship and wish you only the best. This has been an emotional experience and I am so grateful for the outreach of support that I have received from friends, family, and Bachelor Nation in the last few days. Thank you to all of you! This is just a another chapter in my story. One I will never forget and one I will always cherish ❤️” [jwplayer c68GUjnU-l3ahXupL] While Weber subsequently started self-quarantining with his family, including mother Barbara Weber, in his hometown of Los Angeles, he later traveled to Illinois. On March 25, Peter was seen goofing around with Kelley Flanagan at the Riverwalk in Chicago. The 28-year-old attorney also competed for the pilot’s heart on season 24, but was sent home before the hometown dates. During an interview with Us Weekly in March, Flanagan revealed that Barbara, who made it clear she didn’t like Prewett, wanted her son to be with the Chicago resident. “She was like, ‘You were my favorite since day one! I love you! You’re beautiful!’” Flanagan told Us about her conversation with Barbara at After the Final Rose. “So I guess she was rooting for me. But other than that, she was just the sweetest thing to me so I have no hard feelings towards her. I think she’s great.” At the time, however, Flanagan told Us that she wasn’t sure if she would give Peter another chance after his splits from Sluss and Prewett. “I met Peter outside of the show and he was so sweet, he was amazing, and I think that the show may have gotten to him a little bit,” she told Us on March 11. “Right now, I think it’s time for him to just reflect on himself and figure out his own stuff, what he wants, what Peter Weber really is and his wants and needs and stuff like that, but right now he should just focus on himself and do his own thing.” Scroll through for everything we know about Peter’s post-Bachelor relationship with Flanagan:

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Peter Goes to Chicago

The pilot couldn’t keep his hands off Flanagan during the March 25 outing. “They both appeared to be in a good mood and Peter was even seen dancing a little bit,” an eyewitness told Us.

Credit: Courtesy m5peters/TikTok (2)

The TikToks

Along with three friends, including Bachelorette season 15 alum Dustin Kendrick, the twosome danced to Wiz Khalifa and Ty Dolla Sign’s “Something New” in a TikTok shared on April 1.

Credit: ABC/Francisco Roman; Matt Baron/Shutterstock (inset)

Tyler C. Throws Shade

Tyler Cameron, who competed for Hannah Brown’s heart alongside Peter, has made headlines for his own TikToks with the former pageant queen amid quarantine. Cameron threw some shade at Peter’s moves on April 1, tweeting, “@dustinbkendrick I’m going to need you to grab Peter’s phone right now and deleted the Tik Tok app #theboxgonewrong.”

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Clay Harbor’s Comments

The Bachelor in Paradise alum, who lives in Chicago, claimed Peter and Flanagan were back together during an April 1 Instagram Live with Chris Randone.  

“I think it makes more sense with Kelley," Harbor said. ”He can have conversations with her, you know? Honestly, physically speaking, I think Pete's season of women was unbelievable physically attractive, but I think that, you know, a lot of them weren't as mature as maybe sometimes they have been in the past."

Credit: Courtesy bachelorteaspill/Instagram

The Rug Theory

As first pointed out by Bachelorteaspill on Instagram, Peter’s most recent videos on social media feature a rug that Flanagan has in her apartment. Other fans have pointed out that Peter has seemingly filmed in Flanagan’s basement, based on the ceiling.

Credit: Courtesy Peter Weber/Instagram

Peter Tags Kelley

While firing back at TikTok users who critiqued his dance skills, Peter seemingly confirmed he was sitting with Flanagan on the couch in his April 2 post by tagging her on Instagram. In videos of his magic tricks from the night before, some fans believe they could hear Flanagan’s voice in the background.  

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Barb’s Approval

In addition to Barbara raving over Flanagan in the past, the former Bachelor contestant commented several red heart emojis on Peter’s mother’s April 1 Instagram post of her family.

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An Outsider’s Take

Weber and Flanagan’s pal Dustin Kendrick, who appeared on season 15 of The Bachelorette, confirmed to Us Weekly exclusively that he was quarantined with the duo at the lawyer’s Chicago apartment amid the coronavirus pandemic. He noted that they “look really cute together” and that their “interactions are really cute as well.” He also teased his hopes for them to become an item.

“It’s just good to see him happy and just living his truth and being happy with someone,” he explained. After this is all over with, Peter and Kelley could be a ‘thing.’ I’m not opposed to it. From what I’ve been seeing, they’re very cute together. So, I hope so.”

Credit: ABC/John Fleenor

Peter Breaks His Silence

The pilot spoke out on “The Viall Files” podcast on April 7, revealing that he and Kelley are not dating but he loves "spending time with her" and could see them in a relationship one day. "We’re not dating. Could I see that in the future? Yeah, of course. I’d be extremely lucky and very happy if that happened," he said. "It kind of just became a thing where we’ve always gotten along really well and had really good chemistry. We just enjoy each other’s company."

Credit: Courtesy Kelley Flanagan/Instagram

Her Side of the Story

During the "Almost Famous" podcast on April 7, Kelley also spoke out, claiming that producers came between her and Peter and wouldn't let her see him. She alleged that she was "locked in a closet for three hours" and producers were manipulating their relationship.