Who Is Pilot Peter Dating? Bachelor’s Peter Weber And Kelley Flanagan’s Relationship Updates

The relationship status of pilot Peter aka Peter Weber has been under the radar of the media since he debuted the 24th season of “The Bachelor”. There is a lot of gossip regarding the relationship with Peter Weber and it involves Kelley Flanagan. Yes, Peter is currently dating Kelley Flanagan and they are appearing to be happy together. But the dating history of the two contestants can be traced way back to August 2019. Fans got to know that Kelley met Peter in 2019 at one of the hotels in Malibu.

In fact, it was Chris Harrison who disclosed this information in January 2020 and said, “Kelley met Peter prior to the taping of the show,” “This is completely random but they met at a hotel they were both at for separate parties. She knew Peter — Peter obviously didn’t know her — she went up to him, and they met, and they both think this could be destiny.”

So, is this really destiny? If you believe that soulmates exist, we vouch that you will consider Kelley and Peter nothing less than soulmates. 

Pilot Peter Is Dating Kelley Flanagan: Did They Break Up?

It was first in April 2020 that Weber confessed to his relationship with Kelley. Though they couldn’t work their relationship out on the show, the couple was as if destined to be together since they surprisingly ran into each other after filming was over. It was during the Super Bowl when Peter accidentally met Kelley and of course, who couldn’t see the signs that god was sending.

We all know how Peter’s relationship with Sluss ended only after two months of proposing to her during the finale of “The Bachelor”. Hannah Ann Sluss won the 24th season and returned home with a ring on her finger whereas Madison Prewett was runner-up. Peter even claimed that he was more interested in Prewett and had feelings for her, however, she chose to quit the show.

Prewett even claimed that Peter had texted her a couple of times and she said, “He was, like, calling me and texting me being like, ‘I miss you, let’s get back together.’ 

Things were nothing less than complicated and Peter chose to follow the simple path to happiness. In fact, he should have done this much earlier in the show. 

After two failed relationships in the show, Peter couldn’t help but return back to Flanagan since he still had feelings for her. The couple went official with their relationship in April 2020. In May 2020 it was Instagram official and they were also planning to settle in New York City. The families were involved, the two were constantly gushing about each other and they even took vacations together.

Soon there were rumors about the couple being engaged and those were totally false claims. In December 2020, Christmas seemed to be merry for them. However, nothing was going in the right direction. Their relationship was on the verge of breaking and only before 2021 was about to hit, they called off their relationship.

Weber announced to his followers,  “While our relationship was filled with countless beautiful memories, our relationship simply didn’t work out in the end,” he said in his statement. “Kelley is someone I will always have a special love for.”

Pilot Peter And Kelley Flanagan Are Dating Again

Post the break-up, fans were suspecting that there must have been some sort of infidelity involved. But there were none. It’s just that they had disagreements and they had to call it quits. Even Flanagan addressed the issue and claimed that they were in different stages where they couldn’t see their future relationship working out.


But no one can deny the love and the couple was seen in Tampa, Florida again. Later in March 2021, Flanagan stated about their brief reconciliation and even spent time together on Valentine’s Day in New York City. Then again, they had split in 2021. Kelley even stated that Peter wasn’t husband material. 

Now, decisions do change, and exactly so happens. Peter and Kelley are back together again and the rumors were fuelled when the duo was spotted in Chicago on August 10th. They even were a part of Tyler Cameron’s gala that he had held for the Andrea Cameron Foundation.

The pair didn’t confirm or deny the speculations and on 26th September 2022, the “US” magazine gave the latest update about their relationship. 

A source close to the pilot added that the duo is back together. The insider added, “Peter wants to be in a serious committed relationship and his feelings for Kelley never went away,” “They’re both happy and looking forward to where things go this time around. 

Since then, we are seeing more of the couple together. So, Peter and Kelley are dating and this time, we hope that they take this relationship to the aisle.

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