The company said its loss was $94 million, or 79 cents per share, in the second quarter ended August 1, compared with a year-earlier profit of $65 million, or 50 cents per share.
Revenue fell to $10.55 billion from $11.76 billion. Analysts on average were expecting $10.73 billion, according to Reuters Estimates.
The housing recession has hit the company's Sears department stores, which sell Kenmore appliances and Craftsman tools, while its discount Kmart chain has fared a little better by appealing to cash-strapped consumers.
(Reporting by Tom Hals; Editing by Lisa Von Ahn)