The Dress Outlet's up to 90% off outlet sale is the biggest discount on the page right now and works on sale styles across the site. This is the offer to reach for if you are buying from the sale, though you should be aware that The Dress Outlet also runs an annual sale with up to 80% off which may suit your needs depending on what is in stock and what you are looking for.
On a smaller purchase from the outlet sale: The up to 90% off outlet sale applies to sale styles only, so your savings will depend on which items you choose and how deep the discount on each piece runs. Since discounts go up to 90% rather than 90% across the board, you may see anything from modest reductions to near giveaway prices. Pick this sale if you are shopping for outlet pieces.
On a purchase from the annual sale: The up to 80% off annual sale is also limited to sale styles and available while stock lasts. If the items you want are not discounted in the outlet sale, the annual sale may have them marked down further or have better availability in your size or color. Both sales apply only to their designated sale styles, so the choice comes down to which sale has the pieces you are after.
Comparing the two sales: You will not use both sales for the same purchase, since each applies to its own set of sale styles. Simply browse The Dress Outlet's sale section, see which styles are reduced more steeply or which has better stock in the items you want, and go with that one. The outlet sale reaches up to 90% off and the annual sale up to 80% off, but the actual savings on your basket will depend on the individual discount applied to each piece. Look at the price tags on the items you want to buy and pick the sale that gives you the lower total.
In our records, the up to 90% off outlet sale represents the biggest discount The Dress Outlet has offered on our page in the 12 months to October 2026, and our team tested 2 The Dress Outlet offers at checkout in that period, with every test confirmed by screenshot.