Little people, Great World stars Matt Roloff found a second moment of love Caryn Chandler After his parting from Amy Roloff.
The dynamic in the pair began as a friendship before things became romantic like Caryn’s work on the Roloff family farm for many years. .
After his divorce, Matt and Caryn revealed in March 2017 that they were dating.
“Caryn is the farmer’s farmer in the rooff farms for many years, and we have a great working relationship. And Matt officially dates,” Matt said to a stage of TLC. “I have to do a lot of soul searches and wonder what I am, you really want to be Caryny Company, we know that social social conditions, we know well with our partner and companion well.
Matt and Caryn took their relationship to the next level when he suggested on April 2023.
“After six beautiful years together, I asked Caryn to marry me, and he said ‘Yes!'” Matt said to a statement of people during the period. “Our plan is to enjoy our participation, and we look forward to a simple but beautiful marriage in 2024.”
Twosome finally did not walk in the course of 2024. The following year, Matt announced that he and Caryn had Called to their association.
Continue scrolling for a complete timeline of Matt and Caryn’s relationship:
March 2017

Caryn Chandler, Matt Roloff
High on Matt Roloff / InstagramAfter going public with their LPBW romance, Matt and Caryn make their relationship Instagram Officer.
“Crushed (from) the farm a day at Oregon’s shore. Amazing beauty! Love to all of you,” Matt Captioned is a picture of him and Caryn on the beach.
February 2018
The duo enjoys the time together as a mixture of family.
“Caryn and I was for dinner last night with Zach, Tori, Jackson and Caryn the daughter of Brittany,” he wrote to him and Caryn. “Good times – we all need to take turns playing with Jackson.”
November 2018

Matt Roloff, Caryn Chandler
High on Matt Roloff / InstagramMatt and Caryn took a family trip to Maui and spent the quality of his grandson.
“If you got the call to spend a day with your grandson in Maui while Zach and Tori explored the way to Hana – you don’t say no,” Matt Via Instagram beside a snap of trio. “Anything to spend time with this little Fella and Carynchandler1.
September 2019
Matt brought Caryn as his add – one to celebrate Jacob’s marriage Isabel Rock.
“We all have such a wonderful time to receive .. many families mix from around the world,” he wrote through Instagram. “The family from Iowa, Michigan, Florida, Chile, India, Califyler1 and only the oregons mainly the whole event
August 2021
After four years of dating, Matt and Caryn were together together and moved to Arizona.
“Our more plans today is to continue to continue, stay in love, go to Arizona and spend more time together,” Caryn like a confession. “If we were in Portland, we would live individually and meet each other.”
Matt shared that the move is “a new new chapter of life.”
April 2023
Matt and Caryn joined.
March 2024

Matt Roloff, Caryn Chandler
High on Matt Roloff / InstagramCouple is glad to be together while on a cruise.
“Caryn and me from our cruise … on time to see #lpbw my new fav island #coracao very much!” Matt wrote beside a snap with him and his fiancée on the boat.
July 2025
Matt announced that he and Caryn separated after eight years together.
“Hi everyone, I have some tough news to share. Caryn and I have decided to part Ways & End our engagement. Life’s a continued journey and this is the right step for us at this time,” he wrote via instagram statement. “(We) always appreciate the many wonderful memories we share. Your support means the world to me and I have commit to positivity and trust in all.”