Peter Weber, famously known as “Pilot Pete” from The Bachelor season 24, has had a rollercoaster journey in the world of love and relationships, particularly with Kelley Flanagan. Their on-again, off-again romance captivated Bachelor Nation, leaving many wondering about his current relationship status. If you’re asking “Is Peter From The Bachelor Married?”, you’re in the right place to unpack the intricate timeline of Peter and Kelley’s connection and find out where Peter stands now.
Their story is far from simple. It’s a saga filled with chance encounters, reality TV drama, breakups, reunions, and ultimately, another split. Let’s take a comprehensive look back at Peter Weber and Kelley Flanagan’s relationship timeline to understand the full picture.
August 2019: Serendipitous First Meeting Before The Bachelor
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Image alt text: Peter Weber and Kelley Flanagan smiling and talking closely at a hotel bar, an image depicting their first chance encounter before The Bachelor.
Long before Kelley Flanagan competed for Peter’s heart on The Bachelor, fate intervened. Kelley was at a friend’s wedding, contemplating whether to join Peter’s season. In a twist of fate, Peter was also staying at the same hotel for his 10-year high school reunion. According to Kelley, she saw this as a sign. They met, felt an instant connection, and this chance encounter played a part in Kelley deciding to participate in The Bachelor. “I didn’t really want to do this at first. I kept saying there would be a sign from God to tell me if I should do this,” Kelley recounted about her conversation with Peter, highlighting the serendipitous start to their journey.
Fall 2019: Kelley Joins The Bachelor and Faces Production Hurdles
A month after their initial meeting, Kelley found herself vying for Peter’s affection on The Bachelor. However, her experience on the show wasn’t smooth sailing. Kelley later revealed in an interview on the Almost Famous podcast with Bachelor Nation alumni Ashley Iaconetti and Ben Higgins that producers seemed to interfere with her connection with Peter.
She explained how she felt a shift in Peter’s demeanor during their one-on-one date, suggesting producer influence. Kelley even had an off-camera conversation with Peter, expressing her frustrations about feeling isolated and controlled by production. Despite these challenges, Kelley’s journey on the show continued until she was surprisingly eliminated before hometown visits.
March 10, 2020: After the Final Rose and Lingering Questions
Kelley’s presence in the audience during the After the Final Rose finale, but notably absent from Women Tell All, raised eyebrows and fueled speculation about her relationship with Peter post-show. She witnessed Peter’s tumultuous finale, including his breakup with Hannah Ann Sluss and the rekindling (and quick end) with Madison Prewett, all from the sidelines, adding to the intrigue surrounding her and Peter.
March 11, 2020: Mama Barb’s Approval
Peter’s mother, Barbara Weber, famously vocal about her preferences on The Bachelor, added fuel to the fire. She publicly showed her admiration for Kelley by commenting on Kelley’s Instagram, calling her “The Most Beautiful, Elegant, Classy, Intelligent Stylish Girl in the world!!!!” This public endorsement, while Peter was still navigating his post-show relationships, further suggested a potential future for Peter and Kelley.
March 12, 2020: Kelley Denies Romance Rumors
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Image alt text: Collage of Kelley Flanagan and Peter Weber looking at the camera in separate photos, used to illustrate the rumors they addressed about their relationship status.
Despite the growing buzz, Kelley firmly shut down rumors linking her romantically to Peter. In an interview with E! News, she denied dating Peter and even addressed pregnancy rumors, stating, “I have heard that. I heard that I’m pregnant and I also heard that I’m with Peter right now. I’m not with Peter. I promise I’m not dating Peter. I’m not dating Peter.”
March 23, 2020: Chicago Riverwalk Outing Sparks More Speculation
Adding more fuel to the rumor mill, Peter and Kelley were spotted together in Chicago on the Riverwalk with Dustin Kendrick, another Bachelor alum. This public outing occurred while Illinois was under a stay-at-home order, raising eyebrows and intensifying speculation about the nature of their relationship beyond friendship.
April 12, 2020: TikTok Quarantine Buddies
As quarantine began in 2020, Peter started creating TikTok videos, and Kelley was frequently featured alongside him, along with Dustin Kendrick. They participated in viral challenges like the “Flip the Switch” and created funny lip-sync videos. Kelley even appeared in Peter’s Cameo videos. This constant social media interaction strongly suggested they were quarantining together, further blurring the lines of their relationship.
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Image alt text: Peter Weber and Kelley Flanagan smiling and posing closely in a TikTok video frame, showcasing their quarantine companionship.
Peter addressed their living situation in an interview with Nick Viall, explaining that he went to Chicago to support Kelley through some family matters and ended up staying. He admitted to enjoying her company and having “really good chemistry” but maintained they were not dating. However, he also confessed to Kaitlyn Bristowe on her Off the Vine podcast that he had a “crush” on Kelley and was grateful for her presence and patience. Despite publicly stating they were taking it slow, their close proximity and constant appearances together fueled the narrative of a budding romance.
April 28, 2020: Officially a Couple
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Image alt text: Peter Weber kissing Kelley Flanagan on the cheek, an image confirming their official relationship status at the time.
Finally, sources confirmed to PEOPLE that Peter Weber and Kelley Flanagan were officially dating and “a couple.” They seemingly confirmed the news themselves by posting a TikTok video singing along to Akon’s “Don’t Matter,” solidifying their relationship in the public eye.
May 2, 2020: Family Approval and Instagram Official
Peter and Kelley’s relationship received the ultimate stamp of approval from Peter’s family. Peter posted a photo of them kissing in a plane with the caption, “You caught me. Let the adventures begin.” Barbara Weber created a photo collage of the couple, captioning it “Serendipity,” and Peter’s dad also shared photos, writing, “Happiness is finding your copilot.” These public displays of affection and family endorsement marked their official debut as a couple.
May 12, 2020: Tandem Bike Rides and California Social Distancing
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Image alt text: Peter Weber and Kelley Flanagan riding a tandem bicycle in Los Angeles, capturing a fun date activity during their relationship.
The couple relocated to California to be closer to Peter’s family during social distancing. They were photographed enjoying a tandem bike ride, portraying a picture of domestic bliss. Kelley also playfully captioned an Instagram photo of Peter, “I know I’m a handful.. good thing you have two hands 😜😘,” further showcasing their comfortable and affectionate relationship.
May 25 – August 18, 2020: “Ray of Sunshine” and Anniversary Tributes
Throughout the summer of 2020, Peter and Kelley continued to share glimpses of their relationship on social media. Peter referred to Kelley as his “little ray of sunshine” in an Instagram post. They celebrated Peter’s 29th birthday together with family and friends, and Kelley posted a heartfelt birthday message. In August, Peter marked the one-year anniversary of their first meeting with a nostalgic Instagram tribute, expressing excitement for their future.
December 31, 2020: First Breakup
On New Year’s Eve, Peter announced their first breakup via Instagram. He wrote about the complexities of love and shared that they had decided to go their “separate ways,” despite having “countless beautiful memories.” Their plans to move to New York City together were also called off, and Peter moved to NYC alone in early January. Kelley echoed this sentiment in her own Instagram post, citing differing life stages and future paths as the reason for the split.
March 16, 2021: Brief Reunion and Second Breakup
In a podcast interview on Off the Vine, Kelley revealed that they had briefly rekindled their romance after the New Year but broke up again in February 2021, after Valentine’s Day. Kelley cited “non-negotiables” in the relationship and a disconnect between words and actions as reasons for the second split. She also mentioned Peter’s decision to announce their first breakup prematurely, causing her distress.
Kelley later described their final split as “ugly” on the Chicks in the Office podcast, detailing a heated exchange and her decision to cut Peter out of her life completely. Peter, on his Bachelors in the City podcast, stated he had “100 percent moved on” and that they were not “right for each other.”
September 22, 2022: Dancing at a Gala – Could a Reconciliation Be Brewing?
Months after their seemingly final split, Peter and Kelley were seen dancing together at a gala in Florida. They appeared joyful and comfortable in each other’s company, sparking rumors of a possible reconciliation. Kelley also posted a group photo on Instagram where she and Peter stood closely with their arms around each other.
October 14, 2022: Reunion #2 Confirmed
Third time’s the charm? In October 2022, Peter and Kelley confirmed they were back together, again making it Instagram official. Peter posted a photo of him holding Kelley at Yankee Stadium, captioning it “Home Run.” Kelley followed suit with a photo at the Empire State Building, writing, “Who would’ve thought, cuz not me 🥰.”
October 29, 2022: Teasing at an Ex’s Wedding
Even amidst their rekindled romance, there was playful banter. Peter jokingly teased Kelley for attending Madison Prewett’s wedding solo. This lighthearted exchange showed a comfortable dynamic between the reunited couple.
November 8, 2022: Romantic Cruise Getaway
Kelley shared glimpses of a luxurious cruise with Peter on TikTok, showcasing their romantic getaway and seemingly strong relationship.
January 10, 2023: Red Carpet Appearance – All Seemed Well
Peter and Kelley made a public appearance together at the Plane movie premiere in New York City, even posing for photos with Gerard Butler. They looked happy and solid, further reinforcing the image of a reconciled and thriving relationship.
April 2023: The Final Split
However, their happiness was short-lived. In April 2023, Peter confirmed another breakup with Kelley while at a beauty convention. When asked about his “future wife,” he responded, “I still gotta find her,” confirming their separation.
June 15, 2023: Kelley Moves On
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Image alt text: Kelley Flanagan smiling and posing with her new boyfriend Ari Aptis, announcing her new relationship after splitting from Peter Weber.
Just a few months after her final split from Peter, Kelley Flanagan debuted her new boyfriend, Ari Raptis, on Instagram. Sources indicated they had reconnected after initially meeting at a wedding in Greece the previous summer and had been dating for a couple of months.
So, Is Peter From The Bachelor Married?
As of the latest updates, Peter Weber is not married. His relationship with Kelley Flanagan, despite its passionate and cyclical nature, has ended. While their journey was full of twists and turns, ultimately, they were not each other’s forever. Peter is currently single, still “finding” his future wife, while Kelley has moved on and is in a new relationship. The question “is Peter from The Bachelor married?” leads us to the answer: not yet, and not to Kelley Flanagan. Their story serves as a compelling chapter in the Bachelor Nation saga, highlighting the complexities of relationships both on and off-screen.
