|| June 15 (2) || Cubs || 5–8 || Vito Valentinetti (4–1) || Bob Miller (1–2) || Jim Davis (1) || 18,272 || 20–32 |- style="background:#bbb" | – || June 16 || Cubs || colspan=6 | Postponed (rain, wet grounds); Makeup: July 30 as a traditional double-header |- style="background:#bfb" | 53 || June 17 (1) || Cubs || 7–1 || Robin Roberts (6–8) || Warren Hacker (1–6) || None || see 2nd game || 21–32 |- style="background:#fbb" | 54 || June 17 (2) || Cubs || 4–7 || Sam Jones (4–4) || Jim Owens (0–4) || None || 11,424 || 21–33 |- style="background:#fbb" | 55 || June 18 || Redlegs || 4–7 (10) || Brooks Lawrence (8–0) || Harvey Haddix (4–3) || None || 10,820 || 21–34 |- style="background:#bfb" | 56 || June 19 || Redlegs || 4–2 || Jack Meyer (4–2) || Johnny Klippstein (6–4) || None || 13,549 || 22–34 |- style="background:#bfb" | 57 || June 20 || Redlegs || 3–2 || Curt Simmons (3–5) || Art Fowler (4–7) || None || 12,272 || 23–34 |- style="background:#bfb" | 58 || June 22 || Cardinals || 2–1 || Robin Roberts (7–8) || Tom Poholsky (4–5) || None || 20,258 || 24–34 |- style="background:#bfb" | 59 || June 23 || Cardinals || 8–3 || Harvey Haddix (5–3) || Don Liddle (1–3) || None || 6,307 || 25–34 |- style="background:#fbb" | 60 || June 24 (1) || Cardinals || 4–8 || Herm Wehmeier (3–6) || Curt Simmons (3–6) || None || see 2nd game || 25–35 |- style="background:#bfb" | 61 || June 24 (2) || Cardinals || 3–2 || Jack Meyer (5–2) || Willard Schmidt (4–4) || None || 19,246 || 26–35 |- style="background:#fbb" | 62 || June 25 || Braves || 5–8 || Bob Buhl (8–3) || Stu Miller (3–4) || Warren Spahn (1) || 14,467 || 26–36 |- style="background:#bfb" | 63 || June 26 || Braves || 4–2 || Robin Roberts (8–8) || Ray Crone (7–4) || None || 23,975 || 27–36 |- style="background:#bfb" | 64 || June 27 || Braves || 4–3 (11) || Ron Negray (1–0) || Ernie Johnson (1–2) || None || 15,521 || 28–36 |- style="background:#fbb" | 65 || June 29 || @ Dodgers || 5–6 || Clem Labine (7–2) || Jack Meyer (5–3) || None || 12,229 || 28–37 |- style="background:#fbb" | 66 || June 30 || @ Dodgers || 7–10 || Carl Erskine