Popsugar Entertainment Country Music Sad Country Songs 2019 25 Heartbreaking Country Songs From 2019 Guaranteed to Make You Ugly-Cry 5 September 2019 by Corinne Sullivan Image Source: Unsplash / Te Nguyen You may think country music is all about cold beer and Friday nights, but country songs are just as likely to break your heart as they are to get you pumped up. Yes, country music is just as perfect for road trips as it is for a good sob fest, and if you need to let it all out, then 2019's best country songs are here to lend you a shoulder to cry on. From songs about broken hearts to broken promises, we've rounded up all of the country songs from this year that are guaranteed to make you ugly-cry. Don't say we didn't warn you. 1 "Beer Never Broke My Heart" by Luke Combs 1 / 25 2 "Love You Too Late" by Cole Swindell 2 / 25 3 "Die From a Broken Heart" by Maddie & Tae 3 / 25 4 "I Hope" by Gabby Barrett 4 / 25 5 "Rearview Town" by Jason Aldean 5 / 25 6 "We Were" by Keith Urban 6 / 25 7 "The Ones That Didn’t Make It Back Home" by Justin Moore 7 / 25 8 "Even Though I'm Leaving" by Luke Combs 8 / 25 9 "The Daughters" by Little Big Town 9 / 25 10 "Don't Let Her" by Walker Hayes 10 / 25 11 "Thought About You" by Tim McGraw 11 / 25 12 "Drowning" by Chris Young 12 / 25 13 "Heartache Medication" by Jon Pardi 13 / 25 14 "More Hearts Than Mine" by Ingrid Andress 14 / 25 15 "I Wish Grandpas Never Died" by Riley Green 15 / 25 16 "Town Ain't Big Enough" by Chris Young and Lauren Alaina 16 / 25 17 "One Good Reason" by Hunter Hayes 17 / 25 18 "Some Girls" by Jameson Rodgers 18 / 25 19 "Some People Do" by Old Dominion 19 / 25 20 "Beautiful Lies" by Jana Kramer 20 / 25 21 "What If I Never Get Over You" by Lady Antebellum 21 / 25 22 "If You Met Me First" by Eric Ethridge 22 / 25 23 "Numbers on the Cars" by Riley Green 23 / 25 24 "Moon Over Mexico" by Luke Combs 24 / 25 25 "What Happens in a Small Town" by Brantley Gilbert and Lindsay Ell 25 / 25 Country MusicMusic