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Preppy Modest Dresses Under $100

This edit gathers 479 preppy modest dresses under $100 from the modest-fashion boutiques we track. Every piece has a preppy, polished look on top of a modest neckline. They are all priced under $100, updated daily as stock changes.

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Wayf Carmella Midi DressFinal sale — 20% off
Bloomingdale's
Wayf Carmella Midi Dress
$108.00$86.40
XSLXL
Campus DressFinal sale — 36% off
Downeast
Campus Dress
$78.00$50.00
XSSMLXLXXL
Frog Button Cheongsam Style Knit Maxi Dress
Commense
Frog Button Cheongsam Style Knit Maxi Dress
$52.00
MLXL
Belted Flared Cuff Turtleneck Maxi Dress
Commense
Belted Flared Cuff Turtleneck Maxi Dress
$86.00
XSSMLXL
4th & Reckless slinky sleeveless ruched slash neck maxi dress in light mocha
ASOS
4th & Reckless slinky sleeveless ruched slash neck maxi dress in light mocha
$78.00
Sizes at store
T Tahari Button Down Midi DressFinal sale — 63% off
Bloomingdale's
T Tahari Button Down Midi Dress
$148.00$55.44
24101216
Sleeveless Collared Belted Midi Dress
Commense
Sleeveless Collared Belted Midi Dress
$79.00
XSSMXL
Karl Lagerfeld Paris Sleeveless Tweed Sheath Popover DressFinal sale — 52% off
Bloomingdale's
Karl Lagerfeld Paris Sleeveless Tweed Sheath Popover Dress
$179.00$85.92
248101416
Alouette Maxi Dress
Altar'd State
Alouette Maxi Dress
$88.00
Sizes at store
A-line Dress
H&M
A-line Dress
$29.99
Sizes at store
Helena Dress - Blue
Petal & Pup
Helena Dress - Blue
$90.00
SMLXL
ASOS DESIGN long sleeve maxi dress with trim detail in slate blue
ASOS
ASOS DESIGN long sleeve maxi dress with trim detail in slate blue
$89.99
Sizes at store
Tweed Sleeveless Pleated Mini Dress
Commense
Tweed Sleeveless Pleated Mini Dress
$55.00
XSMLXL
ASOS DESIGN slash neck drop waist belted maxi dress in charcoal grayFinal sale — 25% off
ASOS
ASOS DESIGN slash neck drop waist belted maxi dress in charcoal gray
$94.99$71.50
Sizes at store
Mango twist strap jersey midi dress in beige
ASOS
Mango twist strap jersey midi dress in beige
$45.99
Sizes at store
Macy Midi Dress - High Neck A Line Dress in Chocolate
Showpo
Macy Midi Dress - High Neck A Line Dress in Chocolate
$93.04
68101214
Cotton Blend Sleeveless Belted Maxi Dress
Commense
Cotton Blend Sleeveless Belted Maxi Dress
$56.00
XSSMLXL
A Fresh Approach Plum & Burgundy Stripe Cotton Midi Shirt Dress
Red Dress
A Fresh Approach Plum & Burgundy Stripe Cotton Midi Shirt Dress
$72.00
SML
Belle Breton Stripe Jersey Dress - White/Classic Navy StripeFinal sale — 70% off
Universal Standard
Belle Breton Stripe Jersey Dress - White/Classic Navy Stripe
$118.00$35.00
Sizes at store
Dress with Eyelet-Embroidered Sleeves
H&M
Dress with Eyelet-Embroidered Sleeves
$34.99
Sizes at store
Alberta Midi Dress - BlackFinal sale — 15% off
Petal & Pup
Alberta Midi Dress - Black
$89.00$75.97
SMLXL
Ingrid Denim DressFinal sale — 49% off
Roolee
Ingrid Denim Dress
$75.00$38.00
S
Penny Dress in Blue FloralFinal sale — 70% off
Ivy City Co
Penny Dress in Blue Floral
$148.00$43.99
0002468
Mango sleeveless maxi dress in brown
ASOS
Mango sleeveless maxi dress in brown
$79.99
Sizes at store

Frequently asked questions

What is a preppy dress?
Collars, buttons, stripes and structured shapes -- polished enough for the office or a school event.
Are these dresses actually modest?
Yes. Every dress here is tagged with a modest neckline, and we exclude sheer, cut-out, open-back and mini styles by default.
Are all of these under $100?
Yes -- the list is filtered to an effective price (after any sale) below $100, so every one of the 479 pieces fits the budget.
How often is this collection updated?
It refreshes daily -- new arrivals are added and sold-out pieces drop off automatically, so what you see is in stock.