Macy's offers the Bar III Men's Slim-Fit Patterned Evening Jacket in Dark Navy for $49.99. Pad your order with a beauty item (they start at $4) to bag free shipping; otherwise, it adds $10.95. That's $245 off list and the lowest total price we could find. It's available in sizes from 36R to 46R.

Update: Apply coupon code "LOOKS" to drop the price to $37.49.