All 42 Failed Romances of ‘The Bachelor’ and ‘The Bachelorette’ (Plus, 9 Who Actually Made It)

Thank you, ABC, for a combined 47 seasons of breakups, makeups and hookups courtesy of our favorite dating franchise: The Bachelor/The Bachelorette. While the show typically ends with an engagement, it sometimes results in heartbreak.

Luckily, the latest season ended with a proposal for Charity Lawson and Dotun Olubeko. In honor of the finale, we decided to take a look back at all of the Bachelor Nation relationships and rank them based on how long they lasted—with a few noteworthy exceptions.

the bachelor brad womack
Mark Wessels/Getty Images

1. The Bachelor Season 11: Brad Womack and...

Length: 0 Days. Womack chose neither of his final ladies...ruining the entire show. Not cool, Brad.

peter weber madison prewitt bachelor breakup
ABC/John Fleenor

2. The Bachelor Season 24: Peter Weber and Madison Prewett

Length: Dated for three days

the bachelor melissa jason

3. The Bachelor Season 13: Jason Mesnick and Melissa Rycroft

Length: Engaged for three weeks

the bachelor andrew and tessa

4. The Bachelor Season 10: Andrew Baldwin and Tessa Horst

Length: Engaged for four weeks

bachelorette couples still together rachel tino
ABC/Gizelle Hernandez

5. The Bachelorette Season 19: Rachel Recchia and Tino Franco

Length: Engaged for four weeks

the bachelor aaron helene
Dimitrios Kambouris/Getty Images

6. The Bachelor Season 2: Aaron Buerge and Helene Eksterowicz

Length: Engaged for five weeks

the bachelor travis and sarah1

7. The Bachelor Season 8: Travis Lane Stork and Sarah Stone

Length: Dated for five weeks

arie becca kufrin after the final rose
ABC/Paul Hebert

8. The Bachelor Season 22: Arie Luyendyk Jr. and Becca Kufrin

Length: Engaged for a month and a half

the bachelor bob and estella
L. Busacca/Getty Images

9. The Bachelor Season 4: Bob Guiney and Estella Gardinier

Length: Dated for seven weeks

bachelorette couples still together gabby windey
Craig Sjodin/ABC

10. The Bachelorette Season 19: Gabby Windey and Erich Schwer

Length: Engaged for two months

the bachelor chris and whitney
Vincent Sandoval/Getty Images

11. The Bachelor Season 19: Chris Soules and Whitney Bischoff

Length: Engaged for two months

the bachelor jen and jerry

12. The Bachelorette Season 3: Jerry Ferris and Jennifer Schefft

Length: Dated for two months

hannah brown jed wyatt the bachelorette
John Fleenor/Getty Images

13. The Bachelorette Season 15: Hannah Brown and Jed Wyatt

Length: Engaged for two months

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ABC/Craig Sjodin

14.The Bachelorette Season 17: Katie Thurston and Blake Moynes

Length: Engaged for two months

the bachelor jesse and jessica
Michael Hickey/Getty Images

15. The Bachelor Season 5: Jesse Palmer and Jessica Bowlin

Length: Dated for three months

the bachelor emily and jef
Taylor Hill/Getty Images

16. The Bachelorette Season 8: Emily Maynard and Jef Holm

Length: Engaged for three months

the bachelor matt and shayne
Gregg DeGuire/Getty Images

17. The Bachelor Season 12: Matt Grant and Shayne Lamas

Length: Engaged for three months

hannah ann peter weber bachelor
ABC/John Fleenor

18. The Bachelor Season 24: Peter Weber and Hannah Ann

Length: Engaged for three months

the bachelor emily and brad
Mark Wessels/Getty Images

19. The Bachelor Season 15: Brad Womack and Emily Maynard

Length: Engaged for four months

Womack (not a typo) came back in season 15 and was engaged for four (inconsecutive) months. Small victories!

the bachelor jake and vienna
Angela Weiss/Getty Images

20. The Bachelor Season 14: Jake Pavelka and Vienna Girardi

Length: Engaged for four months

the bachelor jennifer and lorenzo

21. The Bachelor Season 9: Lorenzo Borghese and Jennifer Wilson

Length: Dated for five months

22. The Bachelor Season 21: Nick Viall and Vanessa Grimaldi

Length: Engaged for five months

the bachelor jesse and deanna
Jason Merritt/Getty Images

23. The Bachelorette Season 4: Deanna Pappas and Jesse Csincsak

Length: Engaged for five months

bachelor bachelorette couples clayton echard susie evans
ABC/Craig Sjodin

24. The Bachelor Season 26: Clayton Echard and Susie Evans

Length: Dated for six months

the bachelor andi and josh
Paul Archuleta/Getty Images

25. The Bachelorette Season 10: Andi Dorfman and Josh Murray

Length: Engaged for six months

clare crawley dale moss
Stefanie Keenan/Getty Images

26. The Bachelorette Season 16: Clare Crawley and Dale Moss

Length for: Engaged for one (inconsecutive) year

the bachelor alex and amanda
Craig Sjodin/Getty Images

27. The Bachelor Season 1: Alex Michel and Amanda Marsh

Length: Dated for seven months

the bachelor andrew and jen
Alexander Tamargo/Getty Images

28. The Bachelor Season 3: Andrew Firestone and Jen Schefft

Length: Dated for seven months

the bachelor ben and courtney
Gregg DeGuire/Getty Images

29. The Bachelor Season 16: Ben Flajnik and Courtney Robertson

Length: Engaged for eight (inconsecutive) months

the bachelor juan pablo and nikki ferell
Ethan Miller/Getty Images

30. The Bachelor Season 18: Juan Pablo Galavis and Nikki Ferrell

Length: Dated for nine months

the bachelor ian and meredith
Lawrence Lucier/Getty Images

31. The Bachelorette Season 2: Meredith Phillips and Ian Mckee

Length: Engaged for one year

the bachelor jillian and ed
Bryan Bedder/Getty Images

32. The Bachelorette Season 5: Jillian Harris and Ed Swiderski

Length: Engaged for one year

colton underwood cassie randolph
Randy Holmes/Getty Images

33. The Bachelor Season 23: Colton Underwood and Cassie Randolph

Length: Dated for one year

tayshia adams zac clark
Dimitrios Kambouris/Getty Images

34. The Bachelorette Season 16: Tayshia Adams and Zac Clark

Length: Engaged for one year

bachelor bachelorette couples michelle young
ABC/Craig Sjodin

35. The Bachelorette Season 18: Michelle Young and Nayte Olukoya

Length: Engaged for one year

36. The Bachelor Season 20: Ben Higgins and Lauren Bushnell

Length: Engaged for one year, two months

the bachelor ali and roberto
Jerod Harris/Getty Images

37. The Bachelorette Season 6: Ali Fedotowsky and Roberto Martinez

Length: Engaged for one year, three months

becca kufrin garrett yrigoyen breakup
Roy Rochlin/Getty Images

38. The Bachelorette Season 14: Becca Kufrin and Garrett Yrigoyen

Length: Engaged for two years

39. The Bachelorette Season 11: Kaitlyn Bristowe and Shawn Booth

Length: Engaged for three years

the bachelor charlie and sarah
Gregg DeGuire/Getty Images

40. The Bachelor Season 7: Charlie O'connell and Sarah Brice

Length: Dated for four (inconsecutive) years

the bachelor byron and mary
Craig Sjodin/Getty Images

41. The Bachelor Season 6: Byron Velvick and Mary Delgado

Length: Engaged for five years

bachelorette couples still together ashley
Victor Chavez/Getty Images

42. The Bachelorette Season 7: Ashley Hebert and J.P. Rosenbaum

Length: Married for nine years

Couples Still Together

bachelor and bachelorette couples rank short long charity
ABC/Christopher Willard

1. The Bachelorette Season 20: Charity Lawson and Dotun Olubeko

Together since: 2023

bachelor engagement ring kaity zach shallcross
ABC/Craig Sjodin

2. The Bachelor Season 27: Zach Shallcross and Kaity Biggar

Together since: 2023

matt james rachel kirkconnell
ABC/Craig Sjodin

3. The Bachelor Season 25: Matt James and Rachel Kirkconnell

Together since: 2021

arie luyendyk lauren burnham after the final rose
ABC/Paul Hebert

4. The Bachelor Season 22: Arie Luyendyk Jr and Lauren Burnham

Together since: 2018

5. The Bachelorette Season 13: Rachel Lindsay and Bryan Abasolo

Together since: 2017

6. The Bachelorette Season 12: Jojo Fletcher and Jordan Rodgers

Together since: 2016

7. The Bachelorette Season 9: Desiree Hartsock and Chris Siegfried

Together since: 2013

8. The Bachelor Season 17: Sean Lowe and Catherine Giudici

Together since: 2013

9. The Bachelorette Season 1: Trista Rehn and Ryan Sutter

Together since: 2003

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Greta Heggeness

Senior Editor

Greta Heggeness is a California-based editor at PureWow and has been writing about entertainment since 2015. She covers everything from awards shows to exclusive celebrity...
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