16–10 || W1 |-style="background:#cfc;" | 27 || May 10 || 6:05p.m. CDT || @ Pirates || W 6–3 || Knepper (6–1) || Rhoden (2–2) || DiPino (1) || 2:56 || 13,344 || 17–10 || W2 |-style="background:#fcc;" | 28 || May 11 || 12:35p.m. CDT || @ Pirates || L 3–4 || DeLeón (1–0) || Kerfeld (3–1) || — || 3:39 || 13,170 || 17–11 || L1 |-style="background:#fcc;" | 29 || May 12 || 7:35p.m. CDT || Phillies || L 1–5 || Rawley (4–3) || Deshaies (0–1) || — || 2:18 || 8,354 || 17–12 || L1 |-style="background:#cfc;" | 30 || May 13 || 7:35p.m. CDT || Phillies || W 3–2 || Solano (2–0) || Rucker (0–1) || — || 2:51 || 7,087 || 18–12 || W1 |-style="background:#cfc;" | 31 || May 14 || 7:35p.m. CDT || Mets || W 6–2 || Knepper (7–1) || Ojeda (5–1) || — || 2:23 || 11,626 || 19–12 || W2 |-style="background:#fcc;" | 32 || May 15 || 7:35p.m. CDT || Mets || L 2–6 || Darling (4–0) || Ryan (3–5) || — || 2:42 || 13,856 || 19–13 || L1 |-style="background:#cfc;" | 33 || May 16 || 7:35p.m. CDT || Cubs || W 9–6 || Solano (3–0) || Baller (1–2) || Smith (10) || 2:50 || 17,802 || 20–13 || W1 |-style="background:#cfc;" | 34 || May 17 || 7:35p.m. CDT || Cubs || W 5–1 || Scott (4–2) || Trout (2–1) || — || 2:40 || 37,483 || 21–13 || W2 |-style="background:#fcc;" | 35 || May 18 || 2:05p.m. CDT || Cubs || L 2–5 || Hoffman (1–1) || Knepper (7–2) || Smith (5) || 3:02 || 14,483 || 21–14 || L1 |-style="background:#fcc;" | 36 || May 20 || 7:35p.m. CDT || Pirates || L 2–4 || Walk (2–0) || Ryan (3–6) || — || 2:38 || 8,711 || 21–15 || L2 |-style="background:#fcc;" | 37 || May 21 || 7:35p.m. CDT || Pirates || L 1–2 || Rhoden (3–3) || Scott (4–3) || — || 2:22 || 6,990 || 21–16 || L3 |-style="background:#cfc;" | 38 || May 22 || 3:35p.m. CDT || Pirates || W 4–0 || Knepper (8–2) || Reuschel (3–4) || — || 2:29 || 4,784 || 22–16 || W1 |-style="background:#fcc;" | 39 || May 23 || 3:05p.m. CDT || @ Cubs || L 1–4 || Sutcliffe (2–6) || Solano (3–1) || — || 2:23 || 20,532 || 22–17 || L1 |-style="background:#fcc;"