Shop head-turning fashion dresses for under $100 from Boston Proper. Choose from an affordable array of bold, eye-catching styles for both day and night, including maxis, sheaths, jumpsuits, rompers, hi-los, fit-and-flares and more.

best of

dresses on sale

Travel trapeze dress
Travel trapeze dress
Specially Priced At  $69.00
Travel cold shoulder dress
Travel cold shoulder dress
Specially Priced At  $69.00
Tie-dye tank maxi dress
Tie-dye tank maxi dress
Specially Priced At  $89.00
Beaded neckline maxi dress
Beaded neckline maxi dress
Specially Priced At  $89.00
Exotic tropical maxi dress
Exotic tropical maxi dress
Specially Priced At  $89.00
Beaded fringe maxi dress
Beaded fringe maxi dress
Specially Priced At  $79.00
Splash medallion maxi dress
Splash medallion maxi dress
Specially Priced At  $89.00
Ombre lace sheath dress
Ombre lace sheath dress
Specially Priced At  $99.00
Southwest embellished dress
Southwest embellished dress
Specially Priced At  $99.00
Halter gold detail dress
Halter gold detail dress
Specially Priced At  $99.00
Chevron tank maxi dress
Chevron tank maxi dress
Specially Priced At  $98.00
Faux suede shift dress
Faux suede shift dress
Specially Priced At  $69.00
Chambray fringe dress
Chambray fringe dress
Specially Priced At  $98.00
Strapless handkerchief dress
Strapless handkerchief dress
Specially Priced At  $59.00
The it belted midi dress
The it belted midi dress
Specially Priced At  $78.00
Floral vineyard dress
Floral vineyard dress
Specially Priced At  $99.00
Lace-up terry grommet dress
Lace-up terry grommet dress
Specially Priced At  $78.00
Faux suede shirtdress
Faux suede shirtdress
Specially Priced At  $99.00
Poplin shirtdress
Poplin shirtdress
Specially Priced At  $98.00
Multi-chevron jumpsuit
Multi-chevron jumpsuit
Specially Priced At  $98.00
Flare sleeve tiered dress
Flare sleeve tiered dress
Specially Priced At  $89.00
Dip-dye day dress
Dip-dye day dress
Specially Priced At  $89.00
Striped sweater dress
Striped sweater dress
Specially Priced At  $79.00
Side ruched faux wrap dress
Side ruched faux wrap dress
Specially Priced Starting At $69.00
Lace tank dress
Lace tank dress
Specially Priced At  $98.00
Color flow maxi dress
Color flow maxi dress
Specially Priced At  $79.00
Tie-dye column maxi dress
Tie-dye column maxi dress
Specially Priced At  $88.00
The Rio dress
The Rio dress
Specially Priced At  $79.00
Cold shoulder smocked dress
Cold shoulder smocked dress
Specially Priced At  $98.00
Stripe belted dress
Stripe belted dress
Specially Priced At  $98.00
Terry grommet zip dress
Terry grommet zip dress
Specially Priced At  $79.00
Crisscross jumpsuit
Crisscross jumpsuit
Specially Priced At  $98.00
Flowy wrap dress
Flowy wrap dress
Specially Priced At  $88.00
Abstract border dress
Abstract border dress
Specially Priced At  $98.00
Printed shirt romper
Printed shirt romper
Specially Priced At  $98.00
Travel turtleneck dress