What I Wore Last Week

Chicago fashion blogger Jessica Sturdy styling her June daily outfits.

Like I mentioned on Friday, this past week was a fun-filled week with lots of work events and plans with friends, too. With a pretty long to-do list, I only made time for two workouts and didn’t get a chance to take a snap of either outfit. Hoping I can find more of a balance this week and get back to my daily workout routine! But here’s what I wore last week, including two new dresses that I’m obsessed with (this one and this one!) and what I wore to dinner with Joe Flamm from Top Chef. xo JRS

Bows & Sequisn wearing a Sail to Sable blue sweater with ruffled sleeves, Levi's boyfriend jeans, a Louis Vuitton Damier Azur Neverfull Tote, and Gucci gingham Princetown loafers.

Tuesday, June 5th  |  On my way to AIRE Ancient Baths!

Sail to Sable Ruffled Sleeve Sweater  |  Levi’s Boyfriend Jeans  |  Gucci Gingham Loafers  |  Louis Vuitton Tote  |  Illesteva Sunglasses

Chicago lifestyle blogger Jessica Sturdy wearing a red Barbour jacket at Millennium Park Summer Film Series Movie in the Park with gingham and striped picnic blankets.

Tuesday, June 5th  |  Millenium Park Summer Film Series with Sweetgreen

Red Barbour Jacket  | Maison LaBiche Striped Shirt (also available here)  |  Frame Jeans  |  Claudie Pierlot Gingham Sneakers (old; similar herehere & here)  |  Illesteva Sunglasses  |  Striped Blanket

On the birthday girl: Red Sweater  |  Black Jeans  |  Bembien Bag (similar here)  |  Gucci Loafers  |  Ray-Ban Sunglasses

We picked up Sweetgreen across the street and also brought along Seven Daughters Rosé Cans and Chicago Distilling canned cocktails!

Chicago blogger Jessica Sturdy at Millennium Park for a summer movie wearing a red Barbour jacket and Frame jeans.

Red Barbour Jacket  |  Maison LaBiche Striped Shirt (also available here)  |  Frame Jeans  | Claudie Pierlot Gingham Sneakers (old; similar herehere & here)  |  Illesteva Sunglasses  |  Gucci Bag  |  Monogrammed Tote (old; similar here, here, & here)

See how I last wore this red jacket on the blog here!

Chicago lifestyle blogger Jessica Sturdy wearing a navy blue sweater, brown leather belt, white cropped wide leg jeans, Illesteva sunglasses, wedge espadrille sandals, and a round rattan bag at Two West Delaware luxury apartment building.

Wednesday, June 6th  |  Dinner at Two West Delaware with Joe Flamm

J.Crew Navy Sweater (old; similar herehere)  |  Everlane Cropped Wide Leg Jeans  |  Madewell Leather Belt  |  Splendid Knotted Wedge Espadrilles  |  Round Rattan Bag  |  Illesteva Sunglasses  |  Elizabeth Arden Lipstick in ‘Red Door Red’

Still going strong with these wedges that I bought for Australia! They’re currently 40% off and under $60 if you have your eyes on them. They’re also available in denim, grey, and blush pink suede!

Chicago Top Chef Joe Flamm and top Chicago blogger Jessica Sturdy

Joe was so nice and the food was INCREDIBLE! *mental note to make a reservation at Spiaggia soon*

Chicago personal stylist Jessica Sturdy wearing a white lace dress by Sail to Sable, a round rattan bag, and Soludos wedge espadrilles.

Thursday, June 7th  |  Serena & Lily Store Tour + Lunch at Summer House

Sail to Sable White Fringe Lace Dress  |  Splendid Knotted Wedge Espadrilles  |  Round Rattan Bag  |  Illesteva Sunglasses  |  Julie Vos Cuff

Jessica Sturdy in the swinging hanging chair at Serena & Lily Design Shop new store in Chicago on Armitage in Lincoln Park

Fell in love with everything at the Serena & Lily store! I need this double swinging chair in my life.

Bows & Sequins wearing a red-orange maxi dress from Talbots with a round rattan bag, denim jacket, and leather slide sandals.

Saturday, June 9th  |  Wells Street / Old Town Art Fair and a friend’s birthday party on a rooftop in Lincoln Park

Talbots Maxi Dress  |  Old Navy Slide Sandals (old; similar here!)  |  Jean Jacket  |  Round Rattan Bag  |  Lancome Matte Lipstick in Contain Yourself

Ugh so mad at myself that I forgot to take a picture of my outfit while it was still light out! After the sun went down and it was almost dark, I remembered… Naturally. I wish the lighting was better so you could see how cute this dress is in person! But I’ll definitely be wearing it again soon. (And I’m considering ordering it in white, too!)

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Leave a Comment


  1. 6.11.18
    Rena said:

    Love all the looks, especially the red dress is absolutely wonderful!
    xx from Bavaria/Germany, Rena

    • 6.11.18
      Jessica said:

      Thanks Rena! xo

  2. 6.11.18
    Allie said:

    What a fun week! I love that red dress. It looks beautiful on you, and it’s such a great price! xAllie

    • 6.11.18
      Jessica said:

      Isn’t it great?! It’s more of a red-orange, dark coral color (the website has it’s true color) but it’s going to be on repeat this summer.

  3. 6.11.18
    Sarah said:

    Love this kind of post! Keep ’em coming!

    • 6.11.18
      Jessica said:

      Every Monday, gf! xx

  4. 6.11.18
    Jessica said:

    Love those white culottes. Such a fun update to white denim for summer.

    xo Jessica
    My Style Vita

    • 6.11.18
      Jessica said:

      Aren’t they fun?! They’re my favorites right now. I want to order in another color or two because you can’t beat the price!

  5. 6.11.18
    Laura said:

    Love all these looks, you always look perfectly put together and chic without compromising on comfort!


    • 6.12.18
      Jessica said:

      Ha, well said! I feel like that perfectly sums up my style… Comfort is key, but I always try to look at least a little bit put together. xo

  6. 6.13.18
    Lauren said:

    I love seeing these posts! The navy sweater and wide leg pants is my favorite outfit… I just love that knotted belt with it!


  7. 6.16.18
    Betsie said:

    Love that red jacket. Do you recommend sizing up?