| Club: | Liverpool |
| Season: | 1958–59 |
| Manager: | Phil Taylor |
| League: | Second Division |
| League Result: | 4th |
| Cup1: | FA Cup |
| Cup1 Result: | Third round |
| League Topscorer: | Jimmy Melia (21) |
| Season Topscorer: | Jimmy Melia (21) |
| Highest Attendance: | 52,546 (v Barnsley, League, 27 March) |
| Lowest Attendance: | 11,976 (v Scunthorpe UnitedLeague, 22 April) |
| Average Attendance: | 36,653 |
| Pattern La1: | _whiteborder |
| Pattern B1: | _vneckwhite |
| Pattern Ra1: | _whiteborder |
| Pattern Sh1: | _red stripes |
| Pattern So1: | _hoops_white |
| Leftarm1: | ff0000 |
| Body1: | ff0000 |
| Rightarm1: | ff0000 |
| Shorts1: | ffffff |
| Socks1: | ff0000 |
| Prevseason: | 1957–58 |
| Nextseason: | 1959–60 |
The 1958 - 59 season was the 67th season in Liverpool F.C.'s existence, and was their fifth consecutive year in the Second Division. The club finished fourth for the second consecutive season, seven points outside the automatic promotion places.
Liverpool lost their first match in the FA Cup to Worcester City, then in the Southern League, and one league below the Football League at that time. The Third Round match finished 2-1 to Worcester City.
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| Date | Opponents | Venue | Result | Scorers | Attendance | Report 1 | Report 2 | |
|---|---|---|---|---|---|---|---|---|
| 23-Aug-58 | H | 3–3 | 47,502 | Report | Report | |||
| 30-Aug-58 | A | 1–2 | 36,168 | Report | Report | |||
| 03-Sep-58 | H | 5–0 | 39,520 | Report | Report | |||
| 06-Sep-58 | A | 1–2 | 35,000 | Report | Report | |||
| 10-Sep-58 | H | 2–1 | 44,232 | Report | Report | |||
| 13-Sep-58 | H | 3–0 | 43,329 | Report | Report | |||
| 15-Sep-58 | A | 0–2 | 14,727 | Report | Report | |||
| 20-Sep-58 | A | 3–1 | 26,896 | Report | Report | |||
| 24-Sep-58 | A | 2–2 | 21,323 | Report | Report | |||
| 27-Sep-58 | H | 1–2 | 41,866 | Report | Report | |||
| 04-Oct-58 | A | 0–5 | 15,934 | Report | Report | |||
| 11-Oct-58 | H | 3–2 | 31,344 | Report | Report | |||
| 18-Oct-58 | A | 1–0 | 32,200 | Report | Report | |||
| 25-Oct-58 | H | 3–2 | 39,912 | Report | Report | |||
| 01-Nov-58 | A | 2–0 | 26,919 | Report | Report | |||
| 08-Nov-58 | H | 3–0 | 34,920 | Report | Report | |||
| 15-Nov-58 | A | 2–3 | 16,907 | Report | Report | |||
| 22-Nov-58 | H | 2–1 | 39,365 | Report | Report | |||
| 29-Nov-58 | A | 0–2 | 15,637 | Report | Report | |||
| 06-Dec-58 | H | 4–0 | 27,561 | Report | Report | |||
| 13-Dec-58 | A | 2–1 | 11,194 | Report | Report | |||
| 20-Dec-58 | A | 3–2 | 10,004 | Report | Report | |||
| 26-Dec-58 | A | 1–0 | 12,960 | Report | Report | |||
| 27-Dec-58 | H | 4–0 | 44,729 | Report | Report | |||
| 03-Jan-59 | H | 3–1 | 36,953 | Report | Report | |||
| 31-Jan-59 | A | 3–2 | 17,566 | Report | Report | |||
| 07-Feb-59 | H | 3–2 | 34,091 | Report | Report | |||
| 14-Feb-59 | A | 0–3 | 25,000 | Report | Report | |||
| 21-Feb-59 | H | 2–2 | 28,860 | Report | Report | |||
| 28-Feb-59 | A | 3–1 | 14,064 | Report | Report | |||
| 07-Mar-59 | H | 0–0 | 43,926 | Report | Report | |||
| 20-Mar-59 | H | 3–4 | 35,507 | Report | Report | |||
| 27-Mar-59 | H | 3–2 | 52,546 | Report | Report | |||
| 28-Mar-59 | A | 1–2 | 11,012 | Report | Report | |||
| 30-Mar-59 | A | 2–0 | 7,517 | Report | Report | |||
| 04-Apr-59 | H | 3–0 | 38,879 | Report | Report | |||
| 08-Apr-59 | H | 1–2 | 36,288 | Report | Report | |||
| 11-Apr-59 | A | 0–3 | 14,810 | Report | Report | |||
| 14-Apr-59 | A | 0–1 | 28,264 | Report | Report | |||
| 18-Apr-59 | H | 3–1 | 16,415 | Report | Report | |||
| 22-Apr-59 | H | 3–0 | 11,976 | Report | Report | |||
| 25-Apr-59 | A | 3–3 | 8,000 | Report | Report |
See main article: 1958–59 FA Cup.