Plaid: J. Crew; Vest: Cotton-On; Booties: Lucky Brand.

Obsessed with this puffy vest that I got for $7 (!!) from the Cotton-On outlet in Long Beach. It’s warm, it’s comfy, and it obviously looks great with a plaid!

 Vest: Club Monaco; Tee/Leggings: Nordstrom; Boots: Dolce Vita.

Something I’ve been searching for for a long time has been a quality, faux fur vest. I’ve looked everywhere for one, and lucky for me, found one under the Christmas tree this year. From Club Monaco, I am completely in love with this piece. Pairing it with a basic tee made for a sophisticated, easy look for a date night at Charlatan in Chicago’s West Town (which, btw, if you are in need of some winter comfort food, this is the place.)

Top: Ace Delivery from Nordstrom; Jeans: Hudson; Shoes: Adam Tucker.

One of my must-haves for fall is a great plaid top. I got this one by Ace Delivery at Nordstrom. I paired it with with some leather Adam Tucker flats and my favorite pair of Hudson jeans and was ready for a Sunday walk along the Chicago river with my guy.

Sweater: Nasty Gal; Shorts: H&M; Shoes: Louboutin.

The varsity stripe sweater is everywhere this fall. I recently got this cute sweater from Nasty Gal, and I absolutely love it. It’s great with a pair of ripped jeans for a comfy chic look, or with these leather shorts for a slightly more edgy, evening look.

Sweatshirt: Wildfox; Shorts: H&M; Shoes: Steve Madden; Bracelet: H&M.

Graphic t’s are everywhere right now. I’m not a huge fan of the trend, but I do love Wildfox quite a bit. So, I decided to dress up the trend by pairing this sweatshirt with leather shorts for a little edge and these new Steve Madden pumps that kick ass.

Top: Urban Outfitters; Shorts: H&M; Necklace: Nordstrom BP; Shoes: Louboutins.

I’ve been dying to wear these “I <3 My Loubies” Louboutin loafers for quite some time, but let’s be honest — they aren’t appropriate for just any outfit. But this weekend offered me the perfect chance. I paired them with leather shorts and a silk button down for a laid back date night at Carriage House Chicago.

Top: Anna Seff; Sandals: Steve Madden; Sunglasses: Ray-Ban.

This impromptu outfit features one of my favorite shirts from Anthropologie. It’s long hem in the front and back make it perfect for pairing with leggings for an easy casual look.

Top: H&M; Jeans: Urban Outfitters; Shoes: Louboutin.

Sunday night we went to my favorite summer spot for dinner in Chicago, Mon Ami Gabi. Located directly off the park, they have the most wonderfully chill patio for al fresco dining. It can’t be beat. I wore my white jeans — my time to wear them is winding down — and paired them with my new So Liz floral Louboutins.

Dress & Jewelry: Nordstrom BP; Crossbody bag: Bagdley Mischka; Sandals: Sam Edelman.

Love this print dress from Nordstrom BP. Great for casual dinners and summer nights out with the bf.

Dress: Tolani; Sandals: Tory Burch; Sunglasses: Ray-Ban.

I love silk, and I love the bright, vibrant colors of this Tolani. It’s a great dress for warmer summer — easy and breezy.