The invention relates to a self-enhancement-learning matching bidding method, which comprises the steps of: acquiring quotations of all electricity sellers, setting the quotation of an electricity seller to be detected as an initial bid, and setting the quotations of the rest electricity sellers as initial electricity seller quotations; adjusting the electricity seller quotations and a bidding quotation based on a preset step length; acquiring earnings based on the initial electricity seller quotations, the initial bid, the bidding quotation and the electricity seller quotations; readjusting the electricity seller quotations and the bidding quotation based on the preset step length, and continuously calculating earnings until reaching a preset learning quotation round number threshold value; and determining a final bidding quotation based on all the electricity seller quotations, the bidding quotation and the earnings. The self-enhancement-learning matching bidding system comprises anacquiring module, an adjusting module, a generating module, a calculating module and a determining module. The self-enhancement-learning matching bidding method and the self-enhancement-learning matching bidding system adopt a matching clearing method, the electricity sellers carry out the quotation learning through agents, and a rest electricity seller bidding countermeasure model is establishedto generate a large amount of learning samples for continuing deduction self-learning, so as to achieve the optimal bidding purpose.