Celebrity Katie Holmes's Chicest Street Style Looks By Isabel Jones Isabel Jones Instagram Twitter Isabel is an Oregon-born and Brooklyn-based writer and editor with a special interest in pop culture. InStyle's editorial guidelines Updated on December 12, 2017 @ 02:30PM Pin Share Tweet Email Trending Videos Photo: Dimitrios Kambouris/WireImage See the actress's best-ever street style ensembles. 01 of 15 December 11, 2017 Richard Buxo/Splash News Holmes made an uncharacteristically bold style choice on Monday when she attended a holiday party in an off-the-shoulder black leather Ralph Lauren jacket ($2,990; ralphlauren.com), matching trousers, a camel coat grazing her shoulders, and classic black pumps. 02 of 15 December 10, 2017 INSTARimages.com Katie bundled up in a plaid scarf and a pine green coat, worn over a pair of straight-leg jeans and dark brown boots as she stepped out in N.Y.C. 03 of 15 December 6, 2017 ZapatA/MEGA Holmes stepped out in N.Y.C. in a long suede coat (shop a similar look here), a patterned dress, slouchy mahogany boots, and a matching shoulder bag. 04 of 15 November 28, 2017 Elder Ordonez / Splash News Holmes stepped out to run errands in a cozy knee-length pink coat with three oversize decorative buttons down the front. Along with the statement coat, she donned a beige wide-brim hat, blue jeans, and light ballet flats. 05 of 15 July 23, 2017 ZapatA/MEGA Holmes headed out for dinner in N.Y.C.'s West Village on Sunday in a floral plum-hued kimono, frayed hem jeans (shop a similar pair here), a classic white tee, a leather handbag by Tod's, and a pair of triple band sandals with golden buckles. 06 of 15 June 21, 2017 TheImageDirect.com Holmes was spotted on the set of The Gift in Montreal wearing relaxed skinny jeans, beige flats (shop a similar style here), and a black zip-up sweater, an on-trend fanny pack clinging to her waist. 07 of 15 April 26, 2017 Pressphotodirect/Bauer-Griffin/GC Images The actress was spotted out and about in the Big Apple looking casual-cool in denim-on-denim. Holmes artfully paired her Tribeca Film Festival hoodie with a collared shirt, jean jacket, and straight-leg pants, which she accessorized with mirrored sunnies and white Converse sneakers. 08 of 15 April 24, 2017 BlayzenPhotos/AKM-GSI Fresh off a relaxing vacay, Holmes bundled up on the streets of N.Y.C. in a navy blue coat (shop a similar look here), long relaxed-fit blue jeans, and white Converse sneakers (shop a similar style here), accessorizing with a pair of tinted cat-eye sunglasses and a large black bucket bag (shop a similar look here). 09 of 15 March 29, 2017 James Devaney/GC Images Collar popped and photo ready, the stylish mom stunned in a navy and burnt sienna checked jacket, faded jeans, and her trusty Gucci loafers ($630; www.nordstrom.com), pulling it all together with an ivory handbag (shop a similar style here). 10 of 15 February 24, 2017 starzfly/Bauer-Griffin/GC Images Holmes was barely recognizable at the airport in a floppy tan hat and sunglasses, but her chic street style set her apart from the crowd. Dressed in a cropped beige jacket, distressed jeans, and classic Gucci loafers ($630; www.nordstrom.com), the actress proved her sartorial know-how. 11 of 15 February 10, 2017 Bennett Raglin/WireImage The chicest mom out there arrived at an event in N.Y.C. wearing a white peasant blouse, two-tone cropped jeans (shop a similar look here), and a pair of leather Gucci booties ($1,290; net-a-porter.com). 12 of 15 December 6, 2016 Raymond Hall/GC Images The Dawson's Creek alum braved the N.Y.C. winter in a plaid mini dress, a double-breasted wool coat (shop a similar coat here), thin tights, and a set of black booties (shop a similar pair here). 13 of 15 October 25, 2016 Alessio Botticelli/GC Images Holmes made a case for spring style in October, stepping out in a mid-calf length polka dot skirt (shop a similar look here), a navy blue ribbed tee, black pumps with pearl-laden heels, and a quilted Chanel shoulder bag (shop a similar look here). 14 of 15 October 3, 2016 Robert Kamau/GC Images The trend-setting actress went autumnal in N.Y.C., wearing a red leather miniskirt (shop a similar look here), a ribbed crewneck sweater, and a mustard-colored peacoat. 15 of 15 April 18, 2016 Dimitrios Kambouris/WireImage The Kennedys actress stunned in Chanel high-waisted floral trousers (shop a similar look here) and a simple black blouse.