August 15, 2019
Kylie rings in her 22nd birthday with a lavish vacation overseas. Travis gifts her a custom-made, diamond-encrusted chain pendant by Eliantte bearing the Kylie Cosmetics lips logo.
August 27, 2019
Kylie and Travis' toddler makes her red carpet debut at the premiere of the rapper's Netflix documentary, Look Mom I Can Fly.
August 28, 2019
Look Mom I Can Fly paints an intimate portrait of life at home for Travis and his two leading ladies.
September 19, 2019
Kylie seemingly shuts down rumors of trouble brewing in their relationship by posting a sweet family photo.
October 2019: "Taking Space Apart"
"Kylie and Travis aren't officially calling it quits on their relationship, but are taking space apart," a source shares with E! News in October 2019. "It's not a firm split. They've been fighting again, but have still seen each other within this last month."
The two remain friends and continue to spend time together as they co-parent their daughter, Stormi Webster. In November 2019, Kylie flies to Houston to support Travis at his Astroworld music festival.
June 2020: Father's Day and Co-Parenting
Kylie and Travis continue to spend time together and co-parent their daughter Stormi Webster amid the coronavirus pandemic. In June 2020, the adults were photographed out at The Nice Guy in West Hollywood, Calif. About a week later, on Father's Day, Kylie shared on her Instagram Story a photo of Travis holding their child, writing, "Happy father's day @travisscott...the best daddy to our daughter."
October 2020: Joint Fashion Photo Shoot
Kylie and Travis pose for a fashion photo shoot.
May 2021: Wheeeeeeeeee!!!
Kylie and Travis get playful on a family trip to his hometown of Houston, Texas with their daughter Stormi Webster.
June 2021: Red Carpet Return
On June 15, 2021, the two attend the 2021 Parsons Benefit in New York City with their daughter Stormi Webster, marking their first red carpet event since their 2019 split. the two pose for pics while embracing and then later onstage, the rapper accepts an award and expresses his love for both Stormi and Kylie, calling her "wifey."
A source close to the family later tells E! News that Kylie and Travis "still have separate houses and are not living together, but they are romantic again and seem very happy with the direction they are headed."
"Kylie and Travis are very happy and acting like a couple again," the source adds. "They hold hands and are affectionate. They aren't shy about showing their love for another. They support each other and are a constant in each other's lives."
June 2021: Father's Day
Kylie shares this photo tribute to Travis on Father's Day 2021.
"Happy fathers day @travisscott [white heart emoji]," she captioned the photo. "One day isn't enough to honor the dad you are. We are so blessed to have you.. [white heart emoji]."
August 2021: Baby on Board
They're expecting! Multiple sources tell E! News that Jenner and Scott are expanding their family with baby No. 2.
September 2021: Bundle of Joy
On Sept. 7, Kylie confirms she's pregnant in a touching video that highlights the first stages of her journey to baby No. 2.
October 2021: Happy Halloween
Kylie and Travis take 3-year-old Stormi trick-or-treating, joining in on the costume fun themselves!
January 2022: Waiting on Baby No. 2
Kylie, in the third trimester of her pregnancy, shared this maternity pic on Jan. 6, 2022.
February 2022: Family of Four
Kylie and Travis welcomed their baby boy—formerly named Wolf Webster—on Feb. 2, 2022.
May 2022: Tropical Getaway
The lovebirds enjoy a beach vacation after Kylie attended the 2022 Met Gala in a wedding-inspired gown by Off-White.