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Should've Been A Cowboy live – Toby Keith: 24 performances, 1994–2024 · livesong

Song

Should've Been A Cowboy

24 live performances from 8 places, 1994–2024

Live Songs Venues

Windy City Smoke Out Chicago2025

Featured: Should've Been A Cowboy live at Windy City Smoke Out Chicago, Jul 13, 2025

Earliest known

1994

Venue unknown

Latest

May 18, 2024

Venue unknown

All live performances

Where

20242

Should've Been A Cowboy1.1K views on YouTubeVenue unknownVenue unknownMay 18, 20241.1K2:54

Should've Been A Cowboy1.1K views on YouTubeVenue unknownVenue unknownFeb 22, 20241.1K3:32

20192

Should've Been A Cowboy855 views on YouTubeVenue unknownVenue unknownJul 29, 20198554:47

Should've Been A Cowboy22.6K views on YouTubeVenue unknownVenue unknown201922.6K3:52

20181

Should've Been A Cowboy343.9K views on YouTubeAcm AwardsAcm Awards2018343.9K3:39

20161

Should've Been A Cowboy593.4K views on YouTubeSoundstageSoundstage2016593.4K4:28

20152

Should've Been A Cowboy14.2K views on YouTubeVenue unknownVenue unknownJul 11, 201514.2K5:17

Should've Been A Cowboy7.1K views on YouTubeVenue unknownVenue unknownMay 29, 20157.1K5:31

20143

Should've Been A Cowboy532 views on YouTubeVenue unknownVenue unknownJul 26, 20145325:06

Should've Been A Cowboy2.8K views on YouTubeVenue unknownVenue unknownJul 13, 20142.8K4:37

Should've Been A Cowboy4.3K views on YouTubeLouisville, KLouisville, K20144.3K4:37

20131

Should've Been A Cowboy16.9K views on YouTubeVenue unknownVenue unknownJul 27, 201316.9K4:58

20121

Should've Been A Cowboy4.5K views on YouTubeLas Vegas at I Love This BarLas Vegas at I Love This BarMar 30, 20124.5K5:15

20102

Should've Been A Cowboy883 views on YouTubeThe CountryThe CountryJun 25, 20108835:01

Should've Been A Cowboy4.9K views on YouTubeVenue unknownVenue unknown20104.9K3:32

20092

Should've Been A Cowboy1.7K views on YouTubeAlbuquerqueAlbuquerqueAug 20, 20091.7K4:30

Should've Been A Cowboy53.4K views on YouTubeVenue unknownVenue unknownJul 26, 200953.4K5:10

20041

Should've Been A Cowboy254K views on YouTubeVenue unknownVenue unknownJan 1, 2004254K5:02

19941

Should've Been A Cowboy149.4K views on YouTubeVenue unknownVenue unknown1994149.4K3:45

Date unknown4

Should've Been A Cowboy11.8K views on YouTubeVenue unknownVenue unknownUnknown11.8K6:53

In full concerts

TitleWhere

Toby Keith - Live at the Ironstone Amphitheatre (FULL SHOW)In full concert, at 57:06164.6K views on YouTubethe Ironstone Amphitheatrethe Ironstone AmphitheatreSep 19, 2021164.6K1:33:24

Covers by other performers

TitleWhere

Should've Been A CowboyCover by Jason Aldean526.5K views on YouTubethe 59th ACM Awardsthe 59th ACM AwardsUnknown526.5K4:10

Should've Been A CowboyCover by Dustin Lynch1.5K views on YouTubeVenue unknownVenue unknownSep 18, 20231.5K3:30

Should've Been A CowboyCover1.1K views on YouTubeWindy City Smoke Out ChicagoWindy City Smoke Out ChicagoJul 13, 20251.1K1:59

Should've Been A CowboyCover by Chris Andreucci557 views on YouTubeNashvilleNashvilleDec 17, 20195572:46

Should've Been A CowboyCover54 views on YouTubeStagecoachStagecoach2024542:21

Should've Been A CowboyCover by Sully Burrows32 views on YouTubeVenue unknownVenue unknownSep 5, 2026323:45

Should've Been A CowboyCover by Jason Aldeanthe 59th ACM Awardsthe 59th ACM AwardsUnknown–4:13