The Whiland Second Division is the second tier competition in Whiland. It consists of 24 teams, with three teams promoted to the Whiland First Division every year - the top two teams, and one team out of four in the playoffs. The bottom three teams are relegated to the Whiland Third Division.
| Season | Winner | Runner-Up | Promoted Play-Off Winner | Also in Play-Offs | Top Scorer |
|---|---|---|---|---|---|
| 300-01 | Stara United | Donaee City | AC Lang | National Mahdavi, Keating United, Sporting Zereshk | Manfred Wolf, Stara United (27) |
| 301-02 | Delta Diamonds | Sporting Zereshk | Keating United | Cairnshill Wolves, Shundah Peykan, Ruvendberne Cosmos | Darren Christmas, Delta Diamonds (28) |
| 302-03 | Deniz Athletic | Yoakes United | Cairnshill Wolves | Legia Wybravicz, Deportivo Cascarino, Haberfield City | Peter Fanning, Deniz Athletic (26) |
| 303-04 | Ruvendberne Cosmos | Sporting Zereshk | Fisher Eagles | Forde F.C., Halifearn Town, Metalurg Efendiev | Linsey Ùisdean, Fisher Eagles (27) |
| 304-05 | Forde F.C. | Dynamo Zibkan | Halifearn Town | National Mahdavi, Dukla Hidegkuti, Metalurg Efendiev | David Creighton, Dynamo Zibkan (24) |
| 305-06 | Deportivo Cascarino | Legia Wybravicz | Langlands F.C., Fisher Eagles, Nakon Foolad, National Mahdavi | Ken Britton, Langlands F.C. (21) |
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| NATIONAL TEAM Whiland Dragons LEAGUES Whiland First Division | Whiland Second Division Whiland Third Division | Whiland Fourth Division Whiland Amateur Division CUPS Football Whiland Cup | League Cup Divisional Cup | Pre-Season Challenge
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