| Date | Competition | Outcome | Home team | Score/Time | Visiting Team | ||
|---|---|---|---|---|---|---|---|
| 12/13/2011 | T & T P… | W |
W Connection | 1 - 2 | Caledonia AIA | View events | More info |
| 12/16/2011 | T & T P… | W |
Defence Force | 2 - 3 | Caledonia AIA | View events | More info |
| 12/20/2011 | T & T P… | W |
Caledonia AIA | 1 - 0 | North East … | View events | More info |
| 01/07/2012 | T & T P… | W |
Police | 1 - 3 | Caledonia AIA | View events | More info |
| 01/10/2012 | T & T P… | L |
Caledonia AIA | 1 - 2 | Defence Force | View events | More info |
| 01/13/2012 | T & T P… | W |
Caledonia AIA | 1 - 0 | St. Ann's R… | View events | More info |
| 01/24/2012 | T & T P… | D |
Caledonia AIA | 1 - 1 | Police | View events | More info |
| 01/31/2012 | T & T P… | D |
Jabloteh | 1 - 1 | Caledonia AIA | View events | More info |
| 02/07/2012 | T & T P… | W |
Caledonia AIA | 1 - 0 | T&TEC | View events | More info |
| 02/10/2012 | T & T P… | L |
W Connection | 2 - 1 | Caledonia AIA | View events | More info |
| 02/24/2012 | T & T P… | W |
Defence Force | 2 - 3 | Caledonia AIA | View events | More info |
| 03/02/2012 | T & T P… | W |
Caledonia AIA | 3 - 2 | North East … | View events | More info |
| 03/09/2012 | T & T P… | L |
Police | 3 - 2 | Caledonia AIA | View events | More info |
| 03/16/2012 | T & T P… | W |
Caledonia AIA | 2 - 0 | St. Ann's R… | View events | More info |
| 03/23/2012 | T & T P… | W |
Jabloteh | 1 - 2 | Caledonia AIA | View events | More info |
| 03/29/2012 | T & T P… | W |
Caledonia AIA | 3 - 2 | T&TEC | View events | More info |
| 05/21/2012 | CFU Clu… | D |
Puerto Ric… | 0 - 0 | Caledonia AIA | More info | |
| 05/23/2012 | CFU Clu… | W |
Caledonia AIA | 5 - 0 | George Town | View events | More info |
| 06/19/2012 | CFU Clu… | W |
Antigua Bar… | 0 - 2 | Caledonia AIA | View events | More info |
| 06/21/2012 | CFU Clu… | W |
Caledonia AIA |
1 - 1
Pen 4 - 3 |
W Connection | View events | More info |
| 08/02/2012 | Champio… | L |
Seattle Sou… | 3 - 1 | Caledonia AIA | View events | More info |
| 08/22/2012 | Champio… | D |
Caledonia AIA | 0 - 0 | Marathón | More info | |
| 08/30/2012 | Champio… | L |
Caledonia AIA | 1 - 3 | Seattle Sou… | View events | More info |
| 09/14/2012 | T & T P… | L |
Caledonia AIA | 1 - 3 | North East … | View events | More info |
| 09/26/2012 | Champio… | L |
Marathón | 2 - 1 | Caledonia AIA | View events | More info |
| 10/19/2012 | T & T P… | D |
W Connection | 1 - 1 | Caledonia AIA | View events | More info |
| 10/26/2012 | T & T P… | W |
Caledonia AIA | 4 - 2 | Defence Force | View events | More info |
| 11/03/2012 | T & T P… | W |
Caledonia AIA | 6 - 0 | T&TEC | View events | More info |
| 11/09/2012 | T & T P… | W |
Police | 1 - 5 | Caledonia AIA | View events | More info |
| 12/21/2012 | T & T P… | W |
Caledonia AIA | 5 - 2 | Central | View events | More info |
| 01/05/2013 | T & T P… | W |
North East … | 0 - 1 | Caledonia AIA | View events | More info |
| 01/11/2013 | T & T P… | D |
Caledonia AIA | 0 - 0 | W Connection | More info | |
| 01/18/2013 | T & T P… | L |
Defence Force | 5 - 1 | Caledonia AIA | View events | More info |
| 01/28/2013 | T & T P… | W |
T&TEC | 0 - 6 | Caledonia AIA | View events | More info |
| 02/01/2013 | T & T P… | W |
Caledonia AIA | 3 - 1 | Police | View events | More info |
| 02/16/2013 | T & T P… | L |
Central | 3 - 2 | Caledonia AIA | View events | More info |
| 02/20/2013 | T & T P… | W |
Caledonia AIA | 2 - 1 | St. Ann's R… | View events | More info |
| 02/23/2013 | T & T P… | W |
St. Ann's R… | 2 - 4 | Caledonia AIA | View events | More info |
| 03/08/2013 | T & T P… | W |
W Connection | 0 - 1 | Caledonia AIA | View events | More info |
| 03/13/2013 | T & T P… | L |
Caledonia AIA | 1 - 3 | North East … | View events | More info |
| 03/15/2013 | T & T P… | D |
Caledonia AIA | 0 - 0 | Defence Force | More info | |
| 04/02/2013 | T & T P… | W |
Caledonia AIA | 4 - 1 | T&TEC | View events | More info |
| 04/06/2013 | T & T P… | W |
Caledonia AIA | 2 - 0 | Police | View events | More info |
| 04/26/2013 | CFU Clu… | L |
W Connection | 4 - 0 | Caledonia AIA | View events | More info |
| 04/28/2013 | CFU Clu… | W |
Caledonia AIA | 3 - 1 | Antigua Bar… | View events | More info |
| 05/06/2013 | T & T P… | L |
Central | 2 - 1 | Caledonia AIA | View events | More info |
| 05/10/2013 | T & T P… | W |
Caledonia AIA | 3 - 0 | St. Ann's R… | View events | More info |
| 05/17/2013 | T & T P… | W Connection | 8:00 PM EST | Caledonia AIA | More info | ||
| 05/20/2013 | CFU Clu… | Portmore United | 6:00 PM EST | Caledonia AIA | More info | ||
| 05/22/2013 | CFU Clu… | Caledonia AIA | 6:00 PM EST | Portmore United | More info |