|-align="center" bgcolor="#bbffbb" | 41 || May 17 || Athletics || 4 – 2 || Mulholland (1-1) || Rincón (3-3) || Báez (8) || 23,958 || 14-27 |-align="center" bgcolor="#ffbbbb" | 42 || May 18 || Athletics || 8 – 5 || Foulke (2-0) || Báez (0-4) || || 25,421 || 14-28 |-align="center" bgcolor="#bbffbb" | 43 || May 19 || Tigers || 10 – 9 || Traber (2-2) || Walker (1-1) || Riske (1) || 16,492 || 15-28 |-align="center" bgcolor="#bbffbb" | 44 || May 20 || Tigers || 6 – 4 || Riske (1-0) || Roney (0-1) || || 15,499 || 16-28 |-align="center" bgcolor="#bbffbb" | 45 || May 21 || Tigers || 4 – 0 || Sabathia (3-2) || Bonderman (2-7) || || 16,534 || 17-28 |-align="center" bgcolor="#ffbbbb" | 46 || May 22 || Tigers || 3 – 2 (11) || Germán (2-2) || Phillips (0-1) || Sparks (2) || 18,347 || 17-29 |-align="center" bgcolor="#ffbbbb" | 47 || May 23 || @ Red Sox || 9 – 2 || Lowe (4-3) || Rodríguez (2-5) || || 32,673 || 17-30 |-align="center" bgcolor="#ffbbbb" | 48 || May 24 || @ Red Sox || 12 – 3 || Burkett (3-2) || Anderson (2-5) || || 32,643 || 17-31 |-align="center" bgcolor="#bbffbb" | 49 || May 25 || @ Red Sox || 6 – 4 || Davis (4-4) || Fossum (4-3) || Báez (9) || 34,318 || 18-31 |-align="center" bgcolor="#ffbbbb" | 50 || May 26 || @ Tigers || 6 – 5 || Avery (2-0) || Boyd (0-1) || Germán (2) || 17,619 || 18-32 |-align="center" bgcolor="#bbffbb" | 51 || May 27 || @ Tigers || 5 – 2 || Miceli (1-0) || Walker (1-2) || Báez (10) || 10,844 || 19-32 |-align="center" bgcolor="#bbffbb" | 52 || May 28 || @ Tigers || 8 – 2 || Rodríguez (3-5) || Maroth (1-10) || || 17,388 || 20-32 |-align="center" bgcolor="#bbffbb" | 53 || May 30 || White Sox || 7 – 3 || Sabathia (4-2) || Wright (0-3) || || 24,666 || 21-32 |-align="center" bgcolor="#bbbbbb" | -- || May 31 || White Sox || colspan=6|Postponed (rain) Rescheduled for July 12 |- |-align="center" bgcolor="#bbffbb" | 54 || June 1 || White Sox || 5 – 4 (10) || Boyd (1-1) || Koch (1-2) || || 22,681 || 22-32 |-align="center" bgcolor="#bbffbb" | 55 || June 2 || White Sox || 5 – 2 || Anderson (3-5) || Colón (5-5) ||