What I’m Buying At The Madewell Insider Event

the madewell insider event includes this beige dress, jean jacket, and heels
a girl walks across the street in a biege dress and heels
madewell insider bag has this jean jacket on sale
what to buy includes a beige dress, a jean jacket, and a tan bag
a madewell dress and bag are must haves at the insider event
madewell insider event includes a great dress that this girl is wearing as she walks across the street
madewell insider event includes these shoes and this leather bag

I know I’m a broken record over here, but I LOVE Madewell. I honestly don’t know what I would do if they went out of business. 80% of my closet is from the store. The denim, it’s the best. The tees, my favorites. And the easy dresses and skirts? They’re just perfect. There really isn’t a part of the store I don’t love. I have their sunnies, sweaters, jewelry and shoes. Bags are FANTASTIC, I mean I did an ENTIRE post on the Transport Tote. Anyway, I digress.

Sort of…

Madewell Insiders Event

The big Madewell Insiders Event has begun and it’s a must shop. Becoming an insider is free and easy. And honestly if you shop there at all, just sign up. It’s just a rewards program where you get perks the more you shop. All Insiders, no matter your level, get free jean hemming, free personalization on denim and leather plus free shipping. Depending on your level, you may get free expedited shipping too! You can learn more and join here.

The Madewell Insiders Event happens only a couple of times a year. It’s 15% off of EVERYTHING. That means full priced brand new arrivals (and they are GOOD right now). And also 15% off of already reduced sale items. With their latest fall collection dropping last week, now’s the time to grab your favorites before they sell out.

TIP: Insiders have different levels with different perks. The more you spend the more perks you get! If you’re a Madewell Star or Icon level (just spend over $500 in a year) you actually get 20% off!

If that wasn’t good enough for you, the end of season sale is STILL going on with 40% off of select sale items.

What I’m Buying At The Madewell Insiders Event

You know I’ll be picking up a few new things from the sale. Here are a handful of favorites I have my eye on. For sizing reference, I typically do a small or 4 in most items. As for jeans, I’m in-between a 26 and 27 (thank you TRIM Bootcamp).

Sweaters & Denim

The two things I live in come fall are always Madewell sweaters and their denim. I’m eyeing these slim wide-leg crops. They’re not super wide making them a little easier to wear in my opinion than say these I have. Plus, if you need great sweaters, Madewell has become my go-to. I’m super picky about sweaters. They make me feel itchy a lot of times, or they’re not flattering with my bigger chest. These somehow always look and feel great!

Dresses & Skirts

The prints they have right now are SO good. I’m loving all the dresses and some fun skirts. I’ll definitely be picking up this midi dress! I think it’ll be super versatile for fall and looks insanely comfortable.

Shoes & Accessories

It’s no secret I LOVE the Transport Tote, so be sure to grab this if you’re thinking about it! But I’m loving the booties and all things leopard they’re offering right now. They also have several fun new bags and I just picked up this on sale one so it was SUPER inexpensive.

Photos by Hannah Lozano

Jessica is an Atlanta life and style blogger. Aiming to bring practical tips to your every day life. Tips that you can easily tackle and make your life feel just a tad more 'put-together'.


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Leave a Comment


  1. 9.4.19
    Emma said:

    LOVE these warmer colors this summer (and for fall!) They look amazing on you Jess!


    • 9.4.19
      Jessica said:

      Thanks Emma! I’m loving the tones too definitely a new favorite

  2. 9.4.19

    As a surprise to no one, I want it all!

    Cathy, your Poor Little It Girl

  3. 9.4.19
    Julia said:

    This dress is so cute on you!