Dresses & Skirts

Dresses & Skirts

Image without a name

THE SHIRT DRESS

Our heritage classic, your wardrobe staple

Tommy Hilfiger Women's Shirt Dresses Tommy Hilfiger Women's Shirt Dresses
Filter by
64 Of 66 Items
  • 64 Of 66 Items

    S$55.8 S$529.0

    Banker Stripe Shirt Dress
    Banker Stripe Shirt Dress
    Choose your size
    Choose your size
    Asia Fit Flared Midi Skirt
    Asia Fit Flared Midi Skirt
    Choose your size
    Choose your size
    Tommy Girl Star Graphic Rugby Dress
    Tommy Girl Star Graphic Rugby Dress
    Choose your size
    Choose your size
    Price reduced from S$329.00 to S$230.30 30%OFF

    2pcs 10% off, 3pcs 15% off

    Interlock Mix Media Polo Dress
    Interlock Mix Media Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$309.00 to S$154.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Gold-Tone Button A-Line Midi Skirt
    Gold-Tone Button A-Line Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$259.00 to S$129.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Buttoned Polo Dress
    Buttoned Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Viscose Twill Fit & Flare Mini Dress
    Viscose Twill Fit & Flare Mini Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$169.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Twill Midi Shirt Dress
    Asia Fit Twill Midi Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$169.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Tailored Midi Skirt
    Tailored Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JANG WONYOUNG
    Script Logo Corduroy Dungaree Dress
    Script Logo Corduroy Dungaree Dress
    Choose your size
    Choose your size
    Price reduced from S$229.00 to S$114.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Midi Fit & Flare Polo Dress
    Asia Fit Midi Fit & Flare Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$259.00 to S$129.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Belted Trucker Denim Dress
    Belted Trucker Denim Dress
    Choose your size
    Choose your size
    Price reduced from S$239.00 to S$119.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Relaxed Midi Denim Shirt Dress
    Relaxed Midi Denim Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$229.00 to S$114.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Knit Fit & Flare Polo Dress
    Knit Fit & Flare Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Ft. JANG WONYOUNG
    Canvas Mini Pleated Skirt
    Canvas Mini Pleated Skirt
    Choose your size
    Choose your size
    Price reduced from S$159.00 to S$79.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JANG WONYOUNG
    Claire Utility Midi Denim Skirt
    Claire Utility Midi Denim Skirt
    Choose your size
    Choose your size
    Price reduced from S$219.00 to S$109.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Tommy Flag Badge Mini Jumper Dress
    Tommy Flag Badge Mini Jumper Dress
    Choose your size
    Choose your size
    Price reduced from S$229.00 to S$114.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Oxford Dress
    Asia Fit Oxford Dress
    Choose your size
    Choose your size
    Price reduced from S$309.00 to S$154.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Script Logo Rib Knit Mini Dress
    Script Logo Rib Knit Mini Dress
    Choose your size
    Choose your size
    Price reduced from S$159.00 to S$79.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JISOO
    Asia Fit Oxford Dress
    Asia Fit Oxford Dress
    Choose your size
    Choose your size
    Price reduced from S$309.00 to S$154.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Asia Fit Midi Fit & Flare Polo Dress
    Asia Fit Midi Fit & Flare Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$259.00 to S$129.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Tommy Girl Tartan Pleated Midi Skirt
    Tommy Girl Tartan Pleated Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$195.30 30%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Nylon Chino Midi Skirt
    Asia Fit Nylon Chino Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JANG WONYOUNG
    Tommy Girl Tartan Bustier Dress
    Tommy Girl Tartan Bustier Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$237.30 30%OFF

    2pcs 10% off, 3pcs 15% off

    Jersey Mock Neck Mini Jumper Dress
    Jersey Mock Neck Mini Jumper Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$169.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Broderie Anglaise Short Sleeve Shirt Dress
    Broderie Anglaise Short Sleeve Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$237.30 30%OFF

    Knit Fit & Flare Polo Dress
    Knit Fit & Flare Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Online Exclusive
    TJ x INTERNATIONAL GAMES Logo Mini Dress
    TJ x INTERNATIONAL GAMES Logo Mini Dress
    Choose your size
    Choose your size
    Price reduced from S$169.00 to S$84.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Twill Midi Pleated Skirt
    Twill Midi Pleated Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$55.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Twill Midi Pleated Skirt
    Twill Midi Pleated Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$55.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    The Runway Collection Slim Midi Shirt Dress
    The Runway Collection Slim Midi Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$579.00 to S$289.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    The Runway Collection Sleeveless Midi Polo Dress
    The Runway Collection Sleeveless Midi Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$539.00 to S$269.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JISOO
    Cap Sleeve Ribbed Maxi Jumper Dress
    Cap Sleeve Ribbed Maxi Jumper Dress
    Choose your size
    Choose your size
    Price reduced from S$429.00 to S$214.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JISOO
    Flared Mini Skirt With Silk
    Flared Mini Skirt With Silk
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    The Sofia Capsule Stripe Maxi Dress
    The Sofia Capsule Stripe Maxi Dress
    Choose your size
    Choose your size
    Price reduced from S$559.00 to S$279.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Wool Blend Pleated Midi Skirt
    Wool Blend Pleated Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$174.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Ft. JISOO
    Henley Fit & Flare Dress
    Henley Fit & Flare Dress
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$174.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Henley Fit & Flare Dress
    Henley Fit & Flare Dress
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$174.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Leather Detail Denim A-Line Midi Skirt
    Leather Detail Denim A-Line Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$174.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Tipped Polo Dress
    Tipped Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$55.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    Tiered Floral Print Knee Length Dress
    Tiered Floral Print Knee Length Dress
    Choose your size
    Choose your size
    Price reduced from S$229.00 to S$68.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    Ruffle Detail Stripe Shirt Dress
    Ruffle Detail Stripe Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$69.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Logo Stripe Shirt Dress
    Asia Fit Logo Stripe Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$529.00 to S$158.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    Foulard Pleat Skirt
    Foulard Pleat Skirt
    Choose your size
    Choose your size
    Price reduced from S$319.00 to S$95.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    High Waist Midi Denim Skirt
    High Waist Midi Denim Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$83.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    Colour-Blocked Knee Length Dress
    Colour-Blocked Knee Length Dress
    Choose your size
    Choose your size
    Price reduced from S$339.00 to S$67.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    PIQUE POLO DRESS
    PIQUE POLO DRESS
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$55.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Lyocell Open Neck Midi Dress
    Asia Fit Lyocell Open Neck Midi Dress
    Choose your size
    Choose your size
    Price reduced from S$309.00 to S$154.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Varsity Cable Knit V Neck Sweater Dress
    Varsity Cable Knit V Neck Sweater Dress
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$174.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Lyocell Fit & Flare Polo Dress
    Asia Fit Lyocell Fit & Flare Polo Dress
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    More colors available
    Stripe Fit and Flare Dress
    Stripe Fit and Flare Dress
    Choose your size
    Choose your size
    Price reduced from S$349.00 to S$104.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    Jagged Print Oversized Knee Length Dress
    Jagged Print Oversized Knee Length Dress
    Choose your size
    Choose your size
    Price reduced from S$369.00 to S$73.80 80%OFF

    2pcs 10% off, 3pcs 15% off

    Midi Chino Skirt
    Midi Chino Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Stripe Pleated Shirt Dress
    Asia Fit Stripe Pleated Shirt Dress
    Choose your size
    Choose your size
    Price reduced from S$419.00 to S$125.70 70%OFF

    2pcs 10% off, 3pcs 15% off

    Asia Fit Nylon Midi Skirt
    Asia Fit Nylon Midi Skirt
    Choose your size
    Choose your size
    Price reduced from S$279.00 to S$139.50 50%OFF

    2pcs 10% off, 3pcs 15% off

    Dresses & Skirts

    Get ready to meet your new favourite Tommy Hilfiger dresses and skirts for women right here, right now. Our unique combination of classic cuts with a preppy twist and premium fabrics ensures that whether you want sporty athleisure chic or laid-back sophistication, our dresses never disappoint.


    Whether you’re looking for an evening dress with a pair of heeled sandals that is assured to turn heads, or a new little black dress that will always ensure that you are perfectly dressed in under a minute, you’re in the right place. Discover our latest range of skater dresses with flared skirts that fall in soft pleats, delivering the ultimate relaxed style with a flattering silhouette. This season’s summer dresses are a playful style choice and are as comfortable as they are sleek and sophisticated.


    Whatever the occasion, you’ll find the style to make a statement with Tommy Hilfiger. Select a sleek leather skirt for chic weekend looks, a pencil skirt in decadent fabrics for sophisticated evening wearing, or a poised pleated style for a demure aesthetic.


    The maxi skirt is experiencing a fashion renaissance, and a long Tommy Hilfiger skirt will take you from the office to the weekend in seconds. Make an impression by pairing a mini skirt with ankle boots and a leather biker jacket for an edgy look. Or meet in the middle with a classic midi skirt, a style that is tailor made for day-to-night dressing. Pair a tartan skirt with a crisp white shirt for a nod to traditional dressing with a uniquely fashionable twist. Don’t forget about our A-Line styles, an all-time figure flattering cut with high waist bands in versatile mini or midi lengths.