Ankle Boots with Flare Jeans Smart Casual Chill Weather Outfits

Favorite

Unfavorite

Multi colored Horizontal Striped Coat Navy Flare Jeans Black Leather Ankle Boots

A multi colored horizontal striped coat and flare jeans are a savvy pairing to have in your casual styling lineup. Introduce a pair of ankle boots to the mix to kick things up to the next level.

Favorite

Unfavorite

Silver Headband Light Blue Fur Coat Black Leather Crossbody Bag Light Blue Ripped Flare Jeans Black Leather Ankle Boots

Make a light blue fur coat and flare jeans your outfit choice for a standout outfit. Ankle boots serve as the glue that will bring this getup together.

Favorite

Unfavorite

Dark Brown Leather Biker Jacket Blue Earrings Gold Beaded Necklace Gold Bracelet Navy Flare Jeans White Fringe Leather Tote Bag Brown Cutout Leather Ankle Boots Blue Peasant Blouse

This relaxed casual pairing of a dark brown leather biker jacket and flare jeans is super easy to pull together in no time, helping you look seriously stylish and ready for anything without spending too much time searching through your wardrobe. Feel somewhat uninspired with this look? Enter a pair of ankle boots to spice things up.

Favorite

Unfavorite

Red Biker Jacket Charcoal Flare Jeans Black Leather Ankle Boots White and Black Plaid Dress Shirt

If you're scouting for an off-duty yet chic look, consider wearing a red biker jacket and flare jeans. For something more on the dressier side to complement this outfit, complement this look with ankle boots.

Favorite

Unfavorite

White Tunic Black Crew-neck Sweater Black Coat Black Quilted Leather Crossbody Bag Blue Flare Jeans Black Leather Ankle Boots

For an on-trend look without the need to sacrifice on comfort, we love this combo of a black coat and flare jeans. Consider ankle boots as the glue that will bring your look together.