Have you ever wondered what your favorite celebrities wear when they’re not on the red carpet? From coffee runs to grocery trips, stars like Alessandra Ambrosio and Reese Witherspoon prove that errand-day outfits can still serve serious style.
Ashley Roberts says, “If I’m running errands, I’ll put on a little concealer for the circles under my eyes, mascara, and lip gloss.” The same goes for fashion—just a few stylish touches can elevate a laid-back look. Scroll on for real-life outfit inspiration from celebs who know how to make everyday shoes and streetwear feel effortlessly chic.
1. Alessandra Ambrosio Runs Errands in Ripped Jeans and Isabel Marant Suede Boots
The Victoria’s Secret model went for a coffee run in ripped RE/DONE jeans and a suede jacket.
She completed the outfit with Isabel Marant’s “Caleen” boots. In summer, she is almost always seen in bohemian long dresses or skirts.
Alessandra Ambrosio shows how to style Western-inspired studded ankle boots with ripped jeans and a shearling jacket for a cozy, casual coffee-run look in Brentwood on January 30, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
2. Heidi Klum’s Effortless Errand Look in Skinny Jeans and a Bouclé Blazer
The TV host and former model Heidi Klum effortlessly balances comfort and style. During her “me” time at a salon, she opted for skinny jeans, pumps, and a chic blazer.
Heidi Klum shows how to elevate skinny jeans with classic black pumps and a striped bouclé blazer for an effortlessly polished errand-day look on February 5, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
3. Ashley Greene and Cara Santana Turn Heads in Chic Black and Green Errand Looks
The real-life friends look just as stylish on the streets as on the red carpet.
Ashley Greene and Cara Santana show off effortlessly chic errand style in glossy pointy-toe pumps and taupe ankle boots that elevate their black and olive outfits (Credit: WENN / Winston Burris / Cousart / JFXimages)
Twilight’s Alice Cullen wore an all-black ensemble, which she amplified with pointy pumps, while Cara opted for a shiny green jumpsuit.
Best friends Ashley Greene and Cara Santana in Beverly Hills, Los Angeles, California, on February 3, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
4. Naomi Watts Makes Denim Overalls Look Stylish for Grocery Runs
This ensemble from the actress inspires us to rethink grocery shopping outfits. She effortlessly makes overalls look stylish for women over 20.
Naomi Watts gives denim overalls a grown-up twist by pairing them with crisp white slip-on sneakers and a lightweight black cardigan for an easy grocery run look on February 1, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
5. Eva Longoria’s Polished Shopping Look in Jeggings and Jimmy Choo Boots
The perpetually put-together actress was eye-catching in her jeggings, polka dot top, and black cardigan. We would wear this outfit for shopping in a heartbeat.
Eva Longoria nails polished casual by pairing black jeggings and Jimmy Choo ankle boots with a playful polka dot top and draped cardigan—perfect for a chic shopping day in Los Angeles on January 29, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
6. Kylie Minogue Keeps Cozy and Stylish in a Fur-Hooded Parka and Distressed Jeans
The singer fended off the cold in a fur-hooded parka jacket but kept the look modern in a pair of distressed jeans.
Kylie Minogue keeps cozy and chic by pairing distressed skinny jeans with blush suede ankle boots and a fur-trimmed parka—perfect for stylish cold-weather errands on January 30, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
7. Emmy Rossum Adds a Pop of Color to Her Errand Outfit With a Pink Blazer
During her medical appointment, the Shameless actress ensured she was comfortable in jeans and Jimmy Choo boots. But she brought out her inner fashion maven when she added that bright pink blazer.
Emmy Rossum adds a bold twist to casual denim by pairing black biker boots with a bright pink blazer—proving edgy and vibrant can go hand in hand for errand-day style on January 24, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
8. Emma Roberts Elevates Casualwear With Leopard Sneakers and a Cozy Beanie
Emma Roberts is one of those people who can make simple daytime errand outfits look like they jumped straight out of a fashion magazine.
We’re smitten with this all-black look, which she made cuter with leopard-printed sneakers, a blue beanie, and a blue cardigan wrapped around her waist.
Emma Roberts gives leggings a street-style upgrade by pairing them with leopard-print sneakers, a tied flannel shirt, and a beanie for the ultimate casual-cool errand look on January 19, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
9. Reese Witherspoon Runs Errands in Classic Louboutins and Ferragamo
We have yet to see the actress looking frumpy outside the red carpet. To her, running errands means breaking out her Louboutins and taking her pricey Ferragamo out for a spin.
Reese Witherspoon elevates her preppy pink sweater and cuffed jeans with classic leopard-print Louboutin pumps—proving that bold heels can polish any daytime look on January 23, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
10. Teresa Palmer’s Stylish Mom-On-the-Go Look With a Double-Breasted Coat
The new mom looks just as cute in casual wear as on the red carpet. While carrying her offspring, she was street-chic in a double-breasted coat, grey pants, and ankle booties.
Teresa Palmer blends comfort and edge in cutout ankle boots, gray skinny jeans, and an oversized olive coat—delivering mom-on-the-go style with effortless polish on January 20, 2015 (Credit: WENN / Winston Burris / Cousart / JFXimages)
These celebrities retained their stylish flair while running errands, didn’t they? What do you think of their off-duty ensembles?
Whether it’s a coffee run, a grocery trip, or a casual stroll, these celebrities prove that the right footwear can turn any errand into a style moment. Here are some of our favorite off-duty shoe looks spotted on the streets:
Stepping Out in Style: Celebrities’ Chic Footwear Choices While Running Errands
Hilary Duff’s Casual Elegance in Proenza Schouler Slides
- Occasion: Shopping for herbal tea in Los Angeles
- Outfit: Hilary Duff embraced a relaxed look with a white button-up shirt and skinny blue jeans.
- Footwear: She completed her ensemble with Proenza Schouler Puffy slide sandals, blending comfort and style effortlessly.
- More Details: Hilary Duff’s effortless street style breakdown
Margot Robbie’s Summer Chic in Lace-Up Sandals
- Occasion: Strolling in New York City
- Outfit: Margot Robbie showcased a little black dress paired with a pink kimono.
- Footwear: She accentuated her look with python-print lace-up flat sandals, adding a bohemian flair to her summer outfit.
- More Details: Margot Robbie’s summer must-haves
Kelly Rowland’s Cozy Errand Look with UGG Boots
- Occasion: Last-minute Thanksgiving shopping in Beverly Hills
- Outfit: Kelly Rowland opted for a baggy ribbed sweater and loose-fitting jeans.
- Footwear: She kept it cozy with classic gray UGG boots, perfect for a casual errand run.
- More Details: How to wear UGG boots with jeans: Celebrity style secrets
Jessica Biel’s Casual Chic in Studded Jimmy Choo Flats
- Occasion: Shopping trip in Los Angeles
- Outfit: Jessica Biel sported straight-cut jeans, a white tee, and a leather jacket.
- Footwear: She elevated her casual look with studded suede flats from Jimmy Choo, adding a touch of sophistication.
- More Details: Jessica Biel’s casual chic with Jimmy Choo flats
Bella Hadid’s Street Style in Dolce Vita Sandals
- Occasion: Running errands in New York City
- Outfit: Bella Hadid chose a convertible halter bodysuit and a denim mini skirt.
- Footwear: She complemented her outfit with rose satin “Harvyy” ankle wrap sandals from Dolce Vita, showcasing her fashion-forward sensibility.
- More Details: Bella Hadid’s chic errand look in Dolce Vita sandals
Katherine Heigl’s Effortless Style with Suede Ankle Boots
- Occasion: Shopping for linens in West Hollywood
- Outfit: Katherine Heigl donned an iridescent scarf paired with leather-paneled leggings.
- Footwear: She completed her look with suede ankle boots, exemplifying casual elegance.
- More Details: Katherine Heigl’s elevated everyday style
Emily Ratajkowski’s Bold Statement with Chunky Black Boots
- Occasion: Street-style appearance
- Outfit: Emily Ratajkowski paired a sleek, low-slung midi black skirt with a statement top.
- Footwear: She made a bold statement with chunky black leather boots, adding an edgy touch to her ensemble.
- More Details: Emily Ratajkowski’s bold footwear choice
Cameron Diaz’s Practical Chic in Croc-Embossed Loafers
- Occasion: Press event in London
- Outfit: Cameron Diaz opted for a stylish yet practical ensemble suitable for a busy day.
- Footwear: She chose croc-embossed loafers, embodying the “quiet luxury” trend with their sleek design and comfort.
- More Details: Cameron Diaz’s unfussy footwear choice