| 1998-01-20 | Brian West | | | Brian West was assigned to Columbus through the Project-40 program in January 1998, having left the University of Virginia. |
| 2004-01-20 | Brian McBride | Columbus Crew | Columbus Crew | McBride left the Columbus Crew before the 2004 season began, signing a contract with Fulham in the English Premier League. |
| 2006-01-20 | Chris Wingert | Columbus Crew | Columbus Crew | Wingert was traded to Colorado on the day of the 2006 MLS SuperDraft in return for a 2007 conditional draft pick. |
| 2006-01-20 | Duke Hashimoto | | | Hashimoto was selected by the Crew in the 4th round (38th overall) of the 2006 MLS SuperDraft. |
| 2006-01-20 | Dayton O'Brien | Memphis Tigers | Memphis Tigers | O'Brien was picked by the Crew with the 9th pick of the 3rd round (33rd overall) of the 2006 MLS SuperDraft. The Crew acquired this pick in return for goalkeeper Matt Jordan |
| 2006-01-20 | Brandon Moss | New Mexico Lobos | New Mexico Lobos | Moss was drafted by the Crew with the 3rd pick of the 3rd round (27th overall) of the 2006 MLS SuperDraft. |
| 2006-01-20 | Jed Zayner | Indiana Hoosiers | Indiana Hoosiers | Zayner was selected by the Crew with the 1st pick of the 2nd round (13th overall) of the 2006 MLS SuperDraft. Columbus acquired this pick from New England, along with one in the 2007 SuperDraft, in return for a partial allocation. |
| 2006-01-20 | Kei Kamara | | | Kamara was drafted in the 1st round (9th overall) of the 2006 MLS SuperDraft by the Columbus Crew |
| 2006-01-20 | Jason Garey | Maryland Terrapins | Maryland Terrapins | Garey was selected by the Crew in the 1st round (3rd overall pick) of the 2006 MLS SuperDraft. |
| 2006-01-20 | Matt Jordan | Columbus Crew | Columbus Crew | Jordan was traded to Colorado on the day of the 2006 MLS SuperDraft, in exchange for a 3rd round pick. |
| 2013-01-20 | Milovan Mirosevic | Columbus Crew | Columbus Crew | Mirosevic and the Crew mutually decided to dissolve the Chilean's contract during the 2013 preseason. |
| 2015-01-20 | Robert Kristo | | | Kristo was drafted by Columbus in the third round (55th overall) of the 2015 MLS SuperDraft. |
| 2015-01-20 | Tomas Gomez | | | Gomez was drafted by Columbus in the third round (60th overall) of the 2015 MLS SuperDraft. |
| 2015-01-20 | Kalen Ryden | | | Ryden was drafted by Columbus in the fourth round (69th overall) of the 2015 MLS SuperDraft. |