Women's
Dresses, Skirts & Suits

Chadwicks of Boston’s women’s dresses, skirts, suits & suit separates are here in your favorite timeless styles with contemporary twists. Our classic dresses include sheaths, fit-and-flare, wrap and shirtdresses. Our wide selection of skirts includes A-line skirts, pencil skirts, denim skirts and more, in long, mid-length and short styles. Our women’s suits and suiting separates include blazers, dresses and skirts with endless mix-and-match possibilities to help you take your career wardrobe to new heights. Versatility, affordability and value you can count on… it’s all here at Chadwicks of Boston!

Sort By
Item 11066
$39.99 - $44.99
$19.99 - $39.99
Save up to 50%
4.45

(78)

Chadwicks Signature!

Wool-Blend Pencil Skirt: Classic straight skirt styling in a warm wool blend that's fully lined for added quality. A wardrobe essential that's timeless and tasteful with just a touch of chic.

  • Flattering contour waist; back zip
  • Fully lined for exceptional quality
  • Back vent for ease of movement
  • Wool/polyester
  • Dry clean
  • Imported
  • Lengths: (M) 23"; (P) 21"; (T) 26"; (Plus) 25"
4.45

(78)

4.45

(78)

Item 48340
$39.99 - $44.99
$36.99 - $41.99
Save up to 8%
4.95

(7)

Corduroy Front Slit Midi Skirt: Midi length skirt has a slight A-line design and front and back darts for shape. Hidden back zip.
  • Cotton/spandex
  • Machine wash
  • Imported
  • Lengths: (M, Plus) 30"; (P) 27"
4.95

(7)

4.95

(7)

Item 42696
$59.99
$29.99
Save 50%
5.05

(2)

Sleeveless Wool Sheath: This slimming sheath dress, crafted in a season-spanning wool blend, features bust darts for shape and a slight scoop neckline. Dress is fully lined for exceptional quality.
  • Hidden back zip
  • Wool/polyester/other; polyester lined
  • Dry clean
  • Imported
  • Lengths: (M) 40": (P) 37"; (T) 43"
5.05

(2)

5.05

(2)

Item 47319
$44.99 - $49.99
$24.99 - $39.99
Save up to 76%
4.45

(38)

Short A-Line Wool Skirt: Wonderful quality wool blend in a best-selling A-line shape with a clean waist; hidden side zip. Darts for feminine shaping. Fully lined.

  • Wool/polyester/acrylic/nylon/other; polyester lining
  • Dry clean
  • Imported
  • Lengths: (M) 25"; (P) 22"; (Plus) 26"; (T) 28"
4.45

(38)

4.45

(38)

Item 48400
$49.99 - $54.99
$39.99 - $44.99
Save up to 20%
4.65

(27)

Wool Long Slim Skirt: This classic straight silhouette in a longer length offers up slimming, sophisticated style. Details include a flattering contour waist with front and back darts, back zip and back vent for walking ease.
  • Wool/polyester/other; polyester lining
  • Dry clean
  • Imported
  • Lengths: (M, Plus) 32"; (P) 29"; (T) 35"
4.65

(27)

4.65

(27)

Item 47729
$39.99 - $44.99
$24.99 - $29.99
Save up to 38%
4.75

(34)

Sweater Skirt: Flattering and flowing A-line skirt in a soft, fine gauge sweater knit. Paneled design with contrast waist.

  • Pull-on styling
  • Cotton/polyester/rayon
  • Machine wash
  • Imported
  • Lengths: (M) 25"; (P) 22"; (T) 28"; (Plus) 28"

 

4.75

(34)

4.75

(34)

Item 42830
$59.99
$34.99
Save 42%
4.85

(5)

Sleeveless Bouclé Sheath: Beautiful dress, with slight scoop neckline and bust darts for shape, offers up a classically feminine silhouette. Fully lined for exceptional quality; hidden back zip.
  • Polyester bouclé; polyester lined
  • Dry clean
  • Imported
  • Lengths: (M) 40"; (P) 37"; (T) 43"
4.85

(5)

4.85

(5)

Item 47898
$34.99 - $39.99
$24.99 - $39.99
Save up to 29%
4.35

(20)

Bow Blouse: Versatile button-front top with removable neck tie is crafted of silky, smooth polyester. Features feminine shirring at shoulders.

  • Machine wash
  • Imported
  • Lengths: (M) 28"; (T) 29½"; (Plus) 30"
Buy 2 or more for just $31.99 each!
(applies to misses and tall sizes)
Buy 2 or more for just $36.99 each!
(applies to plus sizes)


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
4.35

(20)

4.35

(20)

Item 08704
$29.99 - $34.99
$19.99 - $34.99
Save up to 77%
4.55

(44)

Essential Ribbed Turtleneck: You can wear this classic turtleneck sweater anytime, anywhere!  Imported.

  • Long sleeves
  • Cotton/nylon
  • Machine wash
  • Lengths: (M) 24"; (P) 22"; (T) 25½"; (Plus) 25"
4.55

(44)

4.55

(44)

Item 47531
$89.99 - $99.99
$59.99 - $69.99
Save up to 33%
4.35

(10)

Genuine Leather Pencil Skirt: Classic straight silhouette in luxurious 100% leather. Flattering front seam detail and darts at the waist for shape.
  • Hidden back zip; back vent
  • Fully lined
  • Professional leather clean
  • Imported
  • Lengths: (M) 22"; (T) 24"; (Plus) 25"
4.35

(10)

4.35

(10)

Item 42664
$59.99
$24.99
Save 58%
4.45

(5)

Lace Inset Dress: Beautiful pullover style dress features breezy crinkle gauze fabric, an elastic empire waist and a charming lace inset. Side slits for ease of movement.
  • Rayon with 100% cotton inset
  • Hand wash
  • Imported
  • 54" long
4.45

(5)

4.45

(5)

Item 42695
$49.99 - $54.99
$34.99 - $39.99
Save up to 30%
4.45

(14)

Crepe Sheath: Dazzling elbow-sleeve dress in stretch crepe with front and back princess seams for shape and front on-seam pockets.
  • Hidden back zip
  • Polyester/spandex; polyester lining
  • Machine wash
  • Imported
  • Lengths: (M) 40½"; (P) 37"; (T) 43"; (Plus) 42"
4.45

(14)

4.45

(14)

Item 36503
$49.99 - $54.99
$39.99 - $44.99
Save up to 76%
4.65

(62)

Long A-Line Wool Skirt: This simply beautiful riding skirt is made in a soft wool blend and has a flattering, A-line silhouette that falls into a subtle swing.

  • Clean waist style; darts for shape
  • Hidden side zipper 
  • Wool/polyester/acrylic/nylon/other
  • Polyester lining 
  • Dry clean 
  • Imported
  • Lengths: (M, Plus) 36"; (P) 33"; (T) 39"
4.65

(62)

4.65

(62)

Item 42684
$49.99 - $54.99
$34.99 - $39.99
Save up to 30%
4.55

(6)

Refined Ponte Knit Sheath: Go from desk to dinner with ease in this elegantly fitted 3/4-sleeve sheath. Front and back princess seams and a set-in waist create a graceful silhouette; back vent offers room to move.
  • Exposed back zip
  • Polyester/rayon/spandex
  • Machine wash
  • Imported
  • Lengths: (M) 40"; (P) 38"; (T) 42"; (Plus) 41"
4.55

(6)

4.55

(6)

Item 42682
$49.99
$29.99
Save 40%
4.75

(7)

Soft Knit Shirtdress: Button-front style with decorative antique silver-tone buttons, a detachable self-tie belt, long roll-tab sleeves and two front patch pockets. Back yoke features an inverted pleat.
  • 100% cotton
  • Machine wash
  • Imported
  • 39" long
4.75

(7)

4.75

(7)

Item 48932
$39.99
$19.99
Save 50%
5.05

(1)

Floral Print Corkscrew Skirt: Flirty corkscrew ruffles create a light and airy feel to this printed chiffon style. Skirt hits below the knee and has all-around elastic waistband for comfort and easy pull-on styling. Fully lined for exceptional quality.
  • Polyester
  • Machine wash
  • Imported
  • 26" long
5.05

(1)

5.05

(1)

Item 42697
$49.99 - $54.99
$29.99 - $34.99
Save up to 40%
4.35

(6)

Suede-Like Full Sweep Skirt: This ultra-soft skirt gives you the rich look of suede in an easy-care, easy-wear fabric. Includes a hidden back zip, seaming details for shape, side pockets and a full, flowing sweep.
  • Fully lined
  • Polyester/spandex
  • Machine wash
  • Imported
  • Lengths: (M) 25"; (Plus) 26"
4.35

(6)

4.35

(6)

Item 42347
$69.99 - $79.99
$44.99 - $54.99
Save up to 36%
4.35

(3)

Bouclé Blazer: This soft, textured polyester bouclé blazer features a notched collar, double-button closure, patch pockets and modern fringed edges.
  • Fully lined for exceptional quality
  • Dry clean
  • Imported
  • Lengths: (M) 25½"; (Plus) 26½"
4.35

(3)

4.35

(3)

Item 49065
$49.99
$39.99
Save 20%
3.55

(2)

Scroll Print Maxi Skirt: This attractive pull-on maxi skirt features a flat front with back elastic for comfort. Allover scroll print and a longer length for added style.
  • Polyester/rayon; polyester lining
  • Hand wash
  • Imported
  • 38" long
3.55

(2)

3.55

(2)

Item 42683
$59.99
$44.99
Save 25%
4.55

(17)

Short Sleeve Ponte Knit Fit & Flare Dress: Fitted bodice flows into a full, flowy skirt in this flattering silhouette. Ultra-soft knit ponte dress is easy care and travel friendly. Features a jewel neckline and bust and back darts for shape.
  • Hidden back zip
  • Polyester/rayon/spandex
  • Machine wash
  • Imported
  • Lengths: (M) 40"; (P) 38"
4.55

(17)

4.55

(17)

Item 48099
$34.99
$19.99
Save 43%
4.45

(9)

Drawstring Linen Skirt: The ultra-comfortable elastic-backed waistband of this relaxed fit skirt creates the perfect fit. Adjustable drawstring lets you adjust the fit to your liking. Features two pockets and has center front and back seaming detail.

  • Pull-on styling
  • Linen/rayon
  • Machine wash
  • Imported
  • 22" long
4.45

(9)

4.45

(9)

Item 42596
$59.99
$24.99
Save 58%
5.05

(8)

Dot Corkscrew Dress: The dot pattern and corkscrew body on this dress give it a whimsical feel, while the illusion scoop neckline adds a touch of sophistication. Sleeveless dress features a removable self belt.

  • Pullover styling
  • Polyester
  • Fully lined
  • Machine wash
  • Imported
  • 41½" long
5.05

(8)

5.05

(8)

Item 42634
$59.99
$19.99
Save 67%
4.65

(24)

Button Front Shirt Dress: This shirt dress puts the "fun" in functional. Features a button front, removable belt and convenient side pockets.

  • Fruit Punch Multi and Bright Jade Multi in cotton/spandex
  • Blue Bonnet in cotton/linen
  • Machine wash
  • Imported
  • 45½" long
4.65

(24)

4.65

(24)

Item 42824
$49.99
$34.99
Save 30%
5.05

(1)

Short Abstract Print Dress: This chic, A-line dress features a unique layered look and is crafted of carefree crinkle polyester georgette. Split V neckline, ruffle trim, long sleeves and pullover styling.
  • Polyester; lined
  • Hand wash
  • Imported
  • 38" long
5.05

(1)

5.05

(1)

Item 47870
$29.99 - $34.99
$24.99 - $29.99
Save up to 17%
4.55

(24)

Essential Ribbed Scoopneck Sweater: Comfortable ribbed sweater that's perfect for layering.
  • Cotton/nylon
  • Machine wash
  • Imported
  • Lengths: (M) 24"; (P) 22½"; (T) 25½" (Plus) 26"
4.55

(24)

4.55

(24)

Item 42671
$59.99
$29.99
Save 50%
Chiffon Scarf Print Dress: Sheer illusion neckline, eye-catching scarf print, back keyhole closure detail and a hanky hem – this dress has it all. Removable self-tie belt and side slit for room to move.
  • Pullover styling
  • Polyester; polyester lining
  • Machine wash
  • Imported
  • 44" long
Item 48294
$39.99 - $44.99
$29.99
Save up to 33%
5.05

(1)

Paisley Print Skirt: Go with the flow in this feminine and flowy georgette skirt. Fully lined with a hidden side zip.
  • Polyester
  • Machine wash
  • Imported
  • Lengths: (M) 23"; (Plus) 25"
5.05

(1)

5.05

(1)

Item 48332
$44.99 - $49.99
$29.99 - $34.99
Save up to 33%
4.85

(6)

Wool Faux Wrap Skirt: A playful yet classic skirt with a faux-wrap front, modern fringe detail and seaming for shape. Hidden back zipper.
  • Wool/polyester/other
  • Polyester lining
  • Dry clean
  • Imported
  • Lengths: (M) 22"; (Plus) 25"
4.85

(6)

4.85

(6)

Item 42666
$59.99
$29.99
Save 50%
5.05

(2)

Shantung Illusion Neckline Dress: Gorgeous floral print sleeveless dress features a fit-and-flare silhouette with front and back seaming for a beautiful shape. Sheer illusion neckline and a full skirt.
  • Hidden zip
  • Back keyhole closure
  • Polyester; polyester lining
  • Machine wash
  • Imported
  • 42" long
5.05

(2)

5.05

(2)

Item 42698
$89.99
$59.99
Save 33%
5.05

(3)

Genuine Suede Slim Skirt: Sumptuous suede sets the style standard for luxurious texture on this slim silhouette skirt punctuated with a front center slit, set-in waistband and straight hem.
  • Hidden back zip
  • 100% leather; polyester lining
  • Professional leather clean
  • Imported
  • 22" long
5.05

(3)

5.05

(3)

Item 42545
$59.99
$29.99
Save 50%
4.05

(1)

Floral Fit & Flare Midi Dress: Ultra-flattering fit-and-flare silhouette with a scoopneck and full skirt. Princess seams offer beautiful shape.
  • Sleeveless
  • Hidden back zip
  • Linen/rayon; polyester lining
  • Machine wash
  • Imported
  • 45" long
4.05

(1)

4.05

(1)

Item 42538
$49.99
$29.99
Save 40%
5.05

(3)

Sleeveless Ruched Knit Maxi Dress: Stretch ruching detail on the waist and a surplice neckline offers a slimming silhouette. Pullover dress has bra-friendly straps.

  • Polyester/rayon/spandex
  • Machine wash
  • Imported
  • 50" long
5.05

(3)

5.05

(3)

Item 47072
$39.99 - $44.99
$19.99 - $44.99
Save up to 75%
4.05

(28)

Linen-Blend Wide Leg Pants: These classic career pants coordinate perfectly with our Linen-Blend Blazers for a smart, sophisticated look.
  • Flattering wide contour waist; hook-and-bar closure
  • Classic rise sits at the natural waist
  • Besom pockets in front
  • Wide leg with 22" opening
  • Linen/rayon; machine wash
  • Fully lined in polyester
  • Inseams: (M) 32"; (P) 30"; (T) 35" 
  • Imported
4.05

(28)

4.05

(28)

Item 42795
$59.99 - $69.99
$44.99 - $54.99
Save up to 25%
4.05

(3)

Multi Print Front Lace-Up Dress: Scoopneck dress with stunning prints, a fashion-forward lace-up front and short flutter sleeves. Elastic back waist detail with tie; side slits for room to move. Bodice and skirt lined.
  • Polyester
  • 100% cotton lining
  • Machine wash
  • Imported
  • Lengths: (M) 51" at longest point; (Plus) 53" at longest point
4.05

(3)

4.05

(3)

Item 42675
$59.99
$29.99
Save 50%
4.45

(9)

Floral 100% Cotton Peasant Dress: Sweet scoopneck dress has cap sleeves, a smocked elastic waist, sweeping skirt with godet panels and a self-tie front.
  • Pullover styling
  • 100% cotton
  • Skirt lined in 100% cotton
  • Machine wash
  • Imported
  • 50" long
4.45

(9)

4.45

(9)

Item 47101
$39.99 - $44.99
$19.99 - $41.99
Save up to 80%
4.35

(34)

Chadwicks Signature!

Suiting Separates Flat-Front Pants: A versatile piece in our mix and match suiting separates. These updated career pants feature flattering flat-front styling with a contour waist and side slash pockets. Pair them with our suiting separates blazer to create your own suit. 

  • Fly front, contour waist with belt loops
  • Classic rise sits at the natural waist
  • Bootcut with 19" leg opening
  • Polyester/rayon/spandex; machine wash
  • Imported
  • Inseams: (M) 32"; (P) 30"; (T) 35"; (Plus) 31"
4.35

(34)

4.35

(34)

  • Refine by:
  • Category
    • New Arrivals
    • Dresses
    • Skirts
    • Suits & Suit Separates
    • Sale
    • Buy More Save More
  • Clear
    Size
    02
    02P
    04
    04P
    04T
    06
    06P
    06T
    08
    08P
    08T
    10
    10P
    10T
    12
    12P
    12T
    14
    14P
    14T
    16
    16P
    16T
    16W
    18
    18T
    18W
    1X
    20W
    22W
    24W
    2X
    3X
    4
    6
    8
    S
    PS
    ST
    M
    PM
    MT
    L
    PL
    LT
    XL
    PXL
    XLT
  • Clear
    Size Range
    • Misses
    • Petite
    • Tall
    • Plus
  • Clear
    Color
    BLUE
    PATTERN
    BLACK
    PINK
    BROWN
    GREEN
    RED
    NEUTRAL
    WHITE
    GREY
    YELLOW
    ORANGE
    DENIM
    PURPLE
    PRINT
    PATTERN/MULTI
  • Clear
    Price
    • Under $25
    • $25 to $49.99
    • $50 to $74.99
    • $75 to $99.99
  • Clear
    Ratings
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Special Offers
    • Sale
    • Clearance
    • Buy More Save More
  • Clear
    Spotlight Styles
    • New Arrivals