Groupon offers the Alberto Cardinali Men's Limited Edition 2-Piece Slim-Fit Suit in Blue Plaid for $74.99. Coupon code "SALE3" cuts it to $67.49. With free shipping, that's $231 off list and the lowest total price we could find. It's available in jacket sizes 36R to 50L and waist sizes 30 to 44, although not in all jacket/waist combinations.
Groupon offers the Lyss Loo Raw Edge Draped T-Shirt Dress in five colors (Black pictured) for $18.99 plus $3.99 for shipping. That's $41 off list and the lowest total price we could find. It's available in sizes S to L.