50 Best Country Songs About Taking a Chance
Top Country Songs on Taking a Chance
There’s something restless that stirs when you think about diving into the unknown. It’s not straight-up thrill, not total fear either, but a weird mix that rattles around when you’re standing on the edge of a choice. Country music catches that headspace in its own way. The verses lean into risk with cracked voices and fiddle runs that feel like they could topple any second. Some of these tracks weren’t even written with chance in mind, yet they land in that territory when you hear them with the volume turned up and your gut pulling you forward.
No one goes chasing a dream in neat little steps. It’s clumsy goodbyes, half-baked plans, packed bags tossed in the back seat, the kind of shaky courage that sounds good in your head but wobbles once you’re out there. A few of these songs lean heavy on gamble and love, others lean toward walking away and starting over. They hang together the way pop, rock, country, and R&B songs sometimes blur into a shared mood. You can hear that pull between doubt and drive, the sound of someone deciding the risk might be worth the bruise.
Not every leap feels triumphant. Some spins out sloppy, some catch fire, some take years before the move makes sense. But that’s the draw. These songs carry that restless jolt of possibility and roll it out through steel strings and voices that crack in the right places. Here are the best country songs on taking a chance.
Top 10 Country Songs About Taking a Chance
1. 'The Climb' by Miley Cyrus
2. 'Starting Over' by Chris Stapleton
3. 'I Hope You Dance' by Lee Ann Womack
4. 'Live Like You Were Dying' by Tim McGraw
5. 'Follow Your Arrow' by Kacey Musgraves
6. 'The House That Built Me' by Miranda Lambert
7. 'Wide Open Spaces' by The Chicks
8. 'Something to Talk About' by Bonnie Raitt
9. 'Take a Chance' by Cody Johnson
10. 'The Risk You Take' by Jason Hawk Harris
Country Songs About New Opportunities #11 to 20
11. 'Leap of Faith' by Lionel Cartwright
12. 'Jesus, Take the Wheel' by Carrie Underwood
13. 'Better Than You Left Me' by Mickey Guyton
14. 'Doin' This' by Luke Combs
15. 'Humble and Kind' by Tim McGraw
16. 'The Impossible' by Joe Nichols
17. 'Choices' by George Jones
18. 'I'm Gonna Be Somebody' by Travis Tritt
19. 'Girl Goin' Nowhere' by Ashley McBryde
20. 'It's a Great Day to Be Alive' by Travis Tritt
Country Songs About New Beginnings #21 to 30
21. 'You Had Me at Hello' by JourneyTune Media
22. 'Bless the Broken Road' by Rascal Flatts
23. 'It Won't Always Be Like This' by Carly Pearce
24. 'Getting Good' by Lauren Alaina
25. 'Some People Change' by Montgomery Gentry
26. 'Southern Comfort Zone' by Brad Paisley
27. 'Ready, Set, Don't Go' by Billy Ray Cyrus
28. 'The Climb' by Miley Cyrus
29. 'Stand Tall' by The Praise Porch
30. 'The Last Dollar (Fly Away)' by Tim McGraw
Country Songs About a Leap of Faith #31 to 40
31. 'Chasin' That Neon Rainbow' by Alan Jackson
32. 'It's a Great Day to Be Alive' by Travis Tritt
33. 'You've Got to Stand for Something' by Aaron Tippin
34. 'I Walk the Line' by Johnny Cash
35. 'God's Gonna Cut You Down' by Johnny Cash
36. 'The Good Stuff' by Kenny Chesney
37. 'Something to Talk About' by Bonnie Raitt
38. 'Man! I Feel Like a Woman!' by Shania Twain
39. 'Before He Cheats' by Carrie Underwood
40. 'Let 'er Rip' by The Chicks
Songs About Making a Life Change #41 to 50
41. 'Don't Stop Believin'' by Journey
42. 'The Outsiders' by Eric Church
43. 'Try Again' by Aaliyah
44. 'Beautiful Crazy' by Luke Combs
45. 'The Fighter' by Keith Urban with Carrie Underwood
46. 'How They Remember You' by Rascal Flatts
47. 'The House That Built Me' by Miranda Lambert
48. 'The Underdog' by Aaron Watson
49. 'Even If It Breaks Your Heart' by Eli Young Band
50. 'I Will Wait' by Mumford & Sons
© 2025 Carson McQueen
