Madewell delivers a sweet treat for Insiders

This post contains affiliate links. Please read this blog’s disclosure post for more info.

Madewell started a free loyalty program called Insiders about a year ago — if you love Madewell yet you’re not a member, you should be! Especially now because this weekend Insiders get 15% off their Madewell purchases, and depending on your spending level you can get free shipping all the way up to expedited.

This promo could not have come at a better time for me, as I look to my Fall closet and see plenty of holes I’d like to fill with new delights. Tops on my list at Madewell is the Embroidered Breeze Dress ($110 + 15% off), seen above with part of the Treasure Pendant Necklace Set ($48 + 15% off) and the Ciao Necklace ($32 + 15% off).

There is so much good stuff at Madewell right now. Let’s take a look, shall we?

Madewell specializes in small, subtle details that are at home in any closet. I love how easy their clothing is to mix and match with other brands and I like their simple, mostly neutral color palettes. Though their items can at times be boxy I find many of their items surprisingly more flattering in person than they look on the website.

The Silk Button-Down Cami ($75 + 15% off) looks good in the photo above for example, but on the product page you’d never know how cute it is! Their choice of gamine styling on their product pages is not really my jam. So it goes with many of Madewell’s items — I usually start with a visit to the store to try stuff on to see how cute it is and then place my orders online. The cami is shown above with the same Treasure Pendant Necklace Set ($48 + 15% off) and the Ciao Necklace ($32 + 15% off) combination as the post-topping photo, along with the Langford Wide-Leg Crop Pants in Light Latte ($68 + 15% off).

Speaking of pants, Madewell has great bottoms. Their jeans are excellent and lately they’ve been moving towards denim with less stretch and spandex in it. This is a welcome update but for curvy gals like me often requires sizing up to fit over my hips — it’s not unusual for me to take a 33 in Madewell’s jeans when that size is available to clear my hips, even though my waist is actually 29″. But fit matters over sizing!

A particularly great pair of jeans for us curvy gals is the 9″ High-Rise Skinny Jeans in Winifred Wash: Drop-Hem Edition (now $90 + 15% off). You can see them on one of my favorite bloggers, Rynetta, here. These jeans are exceptionally slimming and flattering and have very little stretch. I tried on a 32 in them and plan to purchase them during this promo. Another pair of jeans that I found very flattering are the Cali Demi-Boot Jeans in Pure White: Distressed Edition (now $80 + 15% off), which you can see on me here. These jeans have a lot of stretch in them — I went down to a 30 in them.

I have more pants and denim picks in the boutique at the bottom of the post. If you need fit guidance ask away in the comments!

Madewell does casual very well. I like how they offer ideas both sporty and preppy, ideas to dress fancy items down and make casual items more fancy. The look above features multiple items on my Madewell wishlist including the Striped Wrap-Tie Skirt ($85 + 15% off) and the Madewell x Tretorn® Nylite Plus Sneakers in Velvet ($85 and excluded from the promo, sadly). Another look at the sneakers is below.

This look also includes the Whisper Cotton Ringer Tee in Stripe ($25 + 15% off) and the Face It Charm Lariat Necklace ($48 + 15% off).

Here’s a closer look at those Madewell x Tretorn® Nylite Plus Sneakers in Velvet ($85, excluded). I’m loving velvet sneakers for Fall, and I’m also loving so many of Madewell’s shoe choices! Another velvet pair that has me drooling is the Converse® Chuck Taylor All Star High-Top Sneakers in Velvet ($65, excluded) which comes in black or pink.

Non-excluded shoe picks? Oh yes, I’ve got plenty of those too! Topping that list is the Ella Pump ($128 + 15% off) which comes in pink, black or green and I would love to call all three colors my own. The Arielle d’Orsay Flat is beautiful in both suede ($98 + 15% off) and leather ($98 + 15% off, I disagree totally with the lone review). If you’re looking for a new pair of booties, the Brenner Boot in Leather ($210) is pricey but one of the most beautiful pairs of boots I’ve ever tried on. They have ideal proportions and are comfortable on.

This outfit has fun written all over it, doesn’t it? It’s the first of three outfits in this post in a row to feature the Short-Sleeve Mini Dress in Lawton Stripe ($88 + 15%), shown here with the Side-Zip Bomber Jacket ($128 + 15% off), the Athens Cat-Eye Sunglasses ($65 + 15% off) and the Adidas® SuperstarTM Pro Model High-Top Sneakers ($90, excluded).

Next up, Madewell challenges me for layering superiority by showing the Short-Sleeve Mini Dress in Lawton Stripe ($88 + 15%) under the Oversized Jean Jacket in Marvin Wash ($128 + 15% off) and the Chambray Ex-Boyfriend Shirt in Buckley Wash ($72 + 15% off), along with the Silk Bandana ($25 + 15% off).

This dress would also look amazing with the Washed Leather Motorcycle Jacket ($498 + 15% off), which you can see on me here and here. I took a large in the jacket.

And finally, the Short-Sleeve Mini Dress in Lawton Stripe ($88 + 15%) gets paired with the Oversized Jean Jacket in Capstone Wash ($128). I also really like the Jean Jacket in Pinter Wash ($118 + 15% off) and the gorgeous Madewell x B SidesTM Oversized Jean Jacket: Bandana Edition ($225, excluded). Madewell’s collaborations are very exciting right now and it’s too bad so much of it is excluded from the promotion.

Although excluded from the promotion and quickly selling out, I do want to mention the Karen Walker x Madewell items, like the gorgeous Pre-Order Karen Walker® Silk Loretta Dress ($470, above) and the Karen Walker® Silk Unicorn Whisperer Dress ($535). Such beautiful pieces! Brilliant selections by Madewell.

Another area Madewell has plentiful brilliant selections is its bags. I adore the new Small Transport Crossbody ($128 + 15% off, above) almost as much as the Medium Transport Tote ($158 + 15% off) or the Transport Crossbody ($148). For travel it’s hard to beat the Transport Weekender (now $270 + 15% off), and for nights out or simple days I adore the Small Zip Pouch ($23), which also comes in a mini version. For sizing reference, here’s one of Madewell’s previous Small Zip Pouches in an OOTD.

Let’s round out this post with a few more picks. Above, the Side-Zip Bomber Jacket ($128 + 15% off) featured in another look further up in the post is paired with the very cute yet a little short Gingham Ruffle Dress ($98 + 15% off). Beyond this gingham beauty, my favorite Madewell dresses of the moment are the Silk Poppy Dress in Cactus Flower ($148 + 15% off), the ultra-flattering Wrap-Front Mini Dress in Seattle Floral ($148 + 15% off) and the Deep-V Maxi Dress in Woodcut Floral ($158 + 15% off). The Triangle Jacquard Shift Dress (now $100 + 15% off) is fall-ready and looks great with a jacket layered over it (like this one as an idea).

Below you’ll find picks in every category from dresses to jewelry, denim to sunnies and everything in-between. What will you use your Madewell Insiders 15% off promo discount on?

Want more promotional goodness? Check out this morning’s post about Anthropologie’s extra 30% off sale! 


  1. Anthropolitan
    August 17, 2017 / 8:06 pm

    Why does everything I like at madewell cost more than $400?

    Those Karen Walker dresses are TDF.

    • August 18, 2017 / 9:07 am

      Trust me I feel your pain. I have gotten such great steals there though (t shirts and tops for $10!) that I feel like it all balances out. Though of course I wouldn't be at all upset if they decided to lower prices.

  2. Shari
    August 18, 2017 / 6:58 am

    The washed leather jackets are expensive but rarely go on sale so I may need to get a second color with the 15% off!!!! And back to school jeans for my daughter probably (I have enough of those right now!)

    • August 18, 2017 / 9:08 am

      Both colors are so great! I have a different black jacket that's faux leather, but it's very tempting.

  3. Anna English
    August 18, 2017 / 12:00 pm

    Love that blush jacket, so cute!

    • August 22, 2017 / 1:24 pm

      Agreed, it could go with so much!

  4. August 18, 2017 / 12:56 pm

    So many great items! Thanks for sharing.

    • August 22, 2017 / 1:24 pm

      You are so welcome, happy Madewell shopping!

  5. August 18, 2017 / 3:33 pm

    That Karen Walker dress though – I need to preorder that now!!

    • August 22, 2017 / 1:24 pm

      Guh, right there with you! I hope it pops back into stock. *fingers crossed*

  6. August 18, 2017 / 4:15 pm

    Just added that button-down cami to my cart – love!

    • August 22, 2017 / 1:32 pm

      Excellent! I can't wait to see how you style it.

  7. Jenna Colgrove
    August 18, 2017 / 4:17 pm

    those dresses are amazing!

    • August 22, 2017 / 1:32 pm

      I agree, Madewell is killing it in their dress department right now.

  8. August 18, 2017 / 4:18 pm

    The sale is amazing.. but everything I want is still sooo expensive!! Let's see if my heart can outweigh my mind…

    • August 22, 2017 / 1:33 pm

      Ha! A lot of times I'll make myself a big wishlist, and then wait a few days and come back to it to see what I still want badly and which impulses have faded. Sometimes it's just as much fun as buying stuff is for me.

    • August 22, 2017 / 1:33 pm

      It is too cute!

  9. ashley
    August 18, 2017 / 7:02 pm

    those velvet sneakers are so cute!

    • August 22, 2017 / 1:33 pm

      I agree, maybe not practical but very very cute.

  10. August 18, 2017 / 10:24 pm

    So many nice dresses and outfits from Madewell! It's hard to pick a favorite!

    • August 22, 2017 / 1:33 pm

      100% agree.

  11. Shari
    August 19, 2017 / 6:55 am

    I may buy a new pair of bass wejuns penny loafers. I wore bass through my college years and a few years ago purchased the black/white pair from madewell. Another item that never goes on sale and 15% off for a new pair is welcome!

    • August 22, 2017 / 1:34 pm

      Bass is a favorite brand, on childhood trips to Cape Cod we used to make a stop at the Bass outlet on the way. These days the most on-the-way Bass for us is in the Hamptons where you can walk out with about 10 pairs of shoes if you're not careful. Their promos are so good!

  12. Liz
    August 19, 2017 / 1:02 pm

    I love all of these pieces! So cute!


    • August 22, 2017 / 1:35 pm

      Awesome, I'm so glad you like the picks!

  13. sarasab
    August 19, 2017 / 2:31 pm

    These are all so cute and perfect for Fall, and I especially love that floral ruffled dress!

    xo, Sara

    • August 22, 2017 / 1:35 pm

      Me too.

  14. ashleyharg
    August 19, 2017 / 6:36 pm

    I literally want ALL of these looks!! SO many amazing pieces for Fall!

    • August 22, 2017 / 1:35 pm

      Me too again, ha. I want them all!

  15. August 19, 2017 / 8:55 pm

    OMG loved this so much!

    • August 22, 2017 / 1:35 pm

      Amazing, I'm so glad!

  16. dashingdarlinblog
    August 20, 2017 / 1:26 am

    Love everything. It is hard to choose a favorite!!!


    • August 22, 2017 / 1:35 pm

      Totally agree, I would buy all of this stuff if I could.

  17. Azanique S. Rawl
    August 20, 2017 / 1:27 am

    i need everything here! I love all the dainty jewelry.

    • August 22, 2017 / 1:36 pm

      I love Madewell's jewelry too, the stuff is versatile enough to go with many different outfits. I like how they mix (plated) metals too.

  18. layersofchic
    August 20, 2017 / 10:43 am

    i love maxwell, one of my favorite brands!

    • August 22, 2017 / 1:37 pm

      Yes, I love maxwell too. ?

  19. August 20, 2017 / 5:18 pm

    I had no idea Madewell had a loyalty program!! I need to check it out

    • August 22, 2017 / 1:37 pm

      It's SO great. I'm thisclose to free expedited shipping…which actually may be a way for me to buy even more, eep!

  20. absolutelyannie
    August 20, 2017 / 6:20 pm

    Love these Madewell pieces! They have some great things for Fall!

    • August 22, 2017 / 1:37 pm

      Totally, so much cute stuff!

  21. Elena Michelle
    August 20, 2017 / 10:46 pm

    lots of great picks! love madewell so much.

    xoxo, Elena Michelle

    • August 22, 2017 / 1:38 pm

      Madewell lovers unite!

  22. Anna Baun
    August 21, 2017 / 12:02 am

    I have been obsessing over so many of their pieces lately and my wallet has been thanking me for the savings! XO

    • August 22, 2017 / 1:38 pm

      Yes Madewell does promos so rarely now, it's always great to see one!

  23. August 21, 2017 / 12:14 am

    I LOVE Madewelll!! I have a very casual style and I agree, they do casual like a pro

    • August 22, 2017 / 1:38 pm


  24. Victoria
    August 21, 2017 / 7:37 am

    I love these picks! I rarely shop there but after this I'm getting a super bad itch – thank you for contributing to my shopping addiction LOL!


    • August 22, 2017 / 1:39 pm

      Haha you're welcome! Madewell is certainly a brand taking up major space in my closet these days.

  25. Adaleta
    August 21, 2017 / 10:52 am

    All of these styles are so awesome!

    • August 22, 2017 / 1:39 pm

      I agree!

Looking for Something?