Movies Like I Do... Until I Don't

If you liked I Do... Until I Don't (2017), a comedy movie directed by Lake Bell, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
2
The People We Hate at the Wedding (2022)
★ 6.3/10Also comedy
A dysfunctional family that can't seem to get along and get it together reluctantly reunites for a family wedding. As their many skeletons are wrenched from the closet, it turns out to be just what this singular family…
3
This Is 40 (2012)
★ 5.9/10Also comedy
Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.
4
Over Your Dead Body (2026)
★ 6.4/10Also comedy
A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
5
Head Above Water (1996)
★ 6/10Also comedy
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her…
6
Vacation Friends 2 (2023)
★ 6.3/10Also comedy
Newly married Marcus and Emily invite Ron and Kyla, who are also newly married with a baby, to join them at a Caribbean resort, where Marcus is meeting with the owners about a construction contract for a Chicago hotel…
7
Dirty Grandpa (2016)
★ 5.9/10Also comedy
Jason Kelly is one week away from marrying his boss's uber-controlling daughter, putting him on the fast track for a partnership at the law firm. However, when the straight-laced Jason is tricked into driving his…
8
Ali Wong: Single Lady (2024)
★ 6.4/10Also comedy
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
9
The Wedding Ringer (2015)
★ 6.5/10Also comedy
Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO…
10
The Devil's Brother (1933)
★ 6.8/10Also comedy
Two wannabe bandits join the service of a dashing nobleman, who secretly masquerades as Fra Diavolo, a notorious outlaw.
11
Barb & Star Go to Vista Del Mar (2021)
★ 6/10Also comedy
The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a…
12
72 HOURS (2026)
★ 6.8/10Also comedy
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
13
Sisters (2015)
★ 6/10Also comedy
Two disconnected sisters are summoned to clean out their childhood bedrooms before their parents sell their family home.
14
Lions Love (1969)
★ 5.9/10Also comedy
Three actors in Hollywood live and love together. A director comes from New York to make a movie about actors and Hollywood.
15
Seriously Single (2020)
★ 6.8/10Also comedy
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
16
Bachelor Party (1984)
★ 6.3/10Also comedy
On the eve of his wedding to his longtime girlfriend, unassuming nice guy Rick is dragged out for a night of debauchery by his friends.
17
Mike and Dave Need Wedding Dates (2016)
★ 6/10Also comedy
Mike and Dave are young, adventurous, fun-loving brothers who tend to get out of control at family gatherings. When their sister Jeanie reveals her Hawaiian wedding plans, the rest of the Stangles insist that the…
18
Jumping the Broom (2011)
★ 5.9/10Also comedy
Two very different families converge on Martha's Vineyard one weekend for a wedding.
19
The Change-Up (2011)
★ 6.2/10Also comedy
Lifelong friends Dave and Mitch are envious of the other's life. Mitch thinks Dave has it all: a beautiful, loving family and a high-paying job at a prestigious law firm. But Dave thinks Mitch’s stress-free playboy…
20
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.