What Shoes to Wear with Wide Leg Jeans (Part Two: Flats)

This is part two of what shoes to wear with wide leg jeans! If you missed part one, heels to wear with wide leg jeans, you can visit that here. This go round I’m focusing on flats to pair with wide leg jeans. These are just some of the options you can try. It’s a matter of experimenting with what feels intuitively right to you and landing on something you feel comfortable with trying.


The denim I’m wearing is the Baggy Paloma jean in mischief from Citizens of Humanity. They have various color ways. They fit slightly baggy and I had these specifically hemmed to wear with flats. I already own a darker pair of wide leg jeans which I styled here, so this lighter color was a style I could easily integrate into my wardrobe. And yes, I wear lighter colored denim in winter, too. Here are 5 flats that pair well with wide leg jeans.

5 Flat Shoe Pairings with Wide Leg Jeans

Outfit #1 - square toe flat

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Jeans // Citizens of Humanity Paloma Baggy Jean (my jeans were altered for flats)

Coat // Vintage from A Part of the Rest

Flats // Freda Salvador Jada Flat in latte - 15CONNI for 15% off your purchase (fits true to size - does form to foot after wears)

Bag // Freda Salvador Mika Tote in Hazel Suede -

Outfit #2 - penny loafer

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Sweater // Neve cropped turtleneck sweater from a new brand I’m in love with, Estella NYC (a sustainable, small, female founded brand) *price friendly alternative here

Coat // Vintage herringbone coat from A Part of The Rest Vintage

Shoes // The Elba Loafer from Freda Salvador in Spazalatto (true to size and very comfortable, code 15CONNI for 15% off)

Earrings // 14K gold Everyday Hoops from Natalie Borton designs (use code CONNI10 for 10% off)

outfit #3 - lug sole boot, chelsea boot

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Moto Jacket // faux shearling moto jacket from Mango (fits oversized)

Sweater // Na Nin Romy Cotton Balloon Sleeve Sweater in Ivory (fits oversized)

Lug Sole Boots // Madewell Citywalk Lugsole Lace-Up Boot in Leather (fits large)

Bag // Clare V Sac Bratelle in black

outfit #4 - Sneaker, white tennis shoe, casual tennis shoe

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Tee // White cropped tee Reformation

Sneakers // New Balance 327 Women’s Sneakers in light gray

Jacket // Cashmere wrap coat (no longer available) - similar option here

Bag // Le Zip tote in black croc (sold out) - similar option here

outfit #5 - Ballet flat (mary jane flat, pointed toe flat, etc)

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Turtleneck // Sold Out NYC Cashmere turtleneck in black - Sold Out NYC turtleneck in black is also available - use code CONNITWENTY for 20% off your order

Shoes // Flattered Bodil ballet flats (I have a 1/2 size up, full sizes only)

Bag // The Belle in black suede by Clare V.

Coat // Sezane Mederick Coat in Olive Green - other color ways available