How to Look Chic in Flat Shoes

I’ve walked far too many miles in tight, ill-fitting, and high heeled shoes that weren’t always comfortable. When I was younger I would happily suffer for cute shoes but no more. My feet have rebelled and common sense has ruled but I still want to look chic in flats!mules help casual outfit look chic in flats

Many years in ballet toe shoes, tight shoes, high heels, and the resulting 2 bunionectomy’s on the same toe is enough for me to say, no more. That doesn’t mean I’ll be wearing frumpy gnome type shoes anytime soon because no matter how comfy those are, they don’t match my style.sanke print helps you look chic in flats

I adore the look of sexy high heels and the lift it gives my petite self. Sometimes I’ll try them on at the store but the second I stand up I remember how silly this option is for me. They hurt, a lot! I can wear a few low heeled shoes these days but to be honest, flats are the comfiest.

When shopping for shoes, clicking the “comfort” tab category is not as scary as it used to be. Many brands have stepped up their game (bad pun) and new ones have entered that offer great style and comfort in a flat shoe. Here are some tips to help you look chic in flats.

How to find comfy flats

  1. Look for a cushioned insole and rubber sole.
  2. a wide and deep enough toe box to give your toes plenty of room. Jammed hammertoes are no fun.
  3. An arch support system that keeps my feet from getting tired.
  4. Enough “shoe” to grasp your foot firmly. There’s nothing worse than feeling like the shoe will slip right off.here's how to look chic in flats and a column of gray

 7 Ways to look chic in flat shoes

  1.  avoid overly chunky shoes that are hard to balance when they’re flat
  2.  look for a unique shape and unusual detailing.
  3.  have your shoes be the pop of color for your outfit
  4.  a pointed toe flat adds length to your leg and helps balance anything else you’re wearing
  5.  sparkly or metallic shoes add fun to every look.
  6.  neutral colored shoes make your legs look longer because they draw no attention.
  7. athleisure has become mainstream many women are wearing trainers and athletic shoes with everything so try them with wider leg pants or a maxi skirt to help balance their bulk.

Buy the best you can afford and they will last you a long time. Your feet are worth the investment and will thank you for it.

Check out my Pinterest board for inspiration and to capture fresh ideas. Women are forever coming up with clever ways to style their outfits with flat shoes and I love to save them because I firmly believe that it’s chic to be comfortable!

If you liked this post I would love if you would pin this to your Pinterest board

Also- 5 Ways to Make Your Legs Look Longer in Flat Shoes

What are your favorite comfort brands?

This post may contain affiliate links which won’t change your price but will share some commission.


  1. Nyla
    August 30, 2020 / 5:26 am

    I have one somewhat flat foot and not the other; i want shoes that are the same across the bottom– no separate heel for stability and i cushiony bottoms. I have gravitated to Naturalizer, Joseph Seibel, BZeez, Born, Clarks, Softt and New Balance. If i pick up a shoe and it is heavy i don’t even try it on. I like cheetah, snake, metallics as well as black, red, pink that go with my wardrobe. I want a little sass with comfort!

  2. Rose
    August 29, 2020 / 7:03 pm

    Thank goodness they have attractive, comfortable shoes out there now! I felt the need to wear heels while working in real estate. I too had two bunions removed. At age 70 I’m so glad those days are over!

  3. Susan Byers
    May 30, 2020 / 9:17 am

    Jennifer…I love the Cheetah flat with cheetah button down top look❤ my rule with flats is to wear them where you plan to not walk alot. I agree they hurt but a fun look for crop pants in summer.

  4. Laura Rutledge
    May 30, 2020 / 8:37 am

    LOL, I’ve just been on a comfort shoe search too! Chacos makes a flip flop with arch support that I wear as a staple, Teva has some dressier slides I like, and Taos makes a really beautiful walking sandal, and the classic look of the lighter Birkenstocks can’t be beat for comfort. I’ve also recently discovered budget friendly Easy Spirit for a casual slip on sneaker and adorable ballet flats, also Earth Origins does a low heel comfort version of the high vamp mesh cut out sandal in blush that is really cute! But my secret comfort around the house, garden and walk the dog shoes are Crocs! No, no, not the clog things, the ballet flats come in cute colors, neutrals, I have black, bone, pink loafer & leopard slingback, they mold to your feet after you wear them a bit, and wash n dry off. They are also great for a rainy day. Happy feet, happy me!

  5. Joanne Stacey
    May 30, 2020 / 6:21 am

    I wear a narrow. I highly recommend Trotteers brand of shoes. They have many nice flat shoes and they keep their shape and last.

  6. Kathy C.
    May 29, 2020 / 6:22 pm

    No one has mentioned shoes by Born, which make up 75% of the shoes in my closet. As a 1st grade teacher, I am on my feet all day, and I don’t feel like I have to kick them off the minute I get home. They last forever, too!

    • Jennifer
      May 29, 2020 / 6:43 pm

      My daughter loves Born. I need to check them

  7. Wanda
    May 29, 2020 / 6:09 pm

    After multiple stress fractures due to osteoporosis, I find that Hoka (athletic, pure comfort!), Vionic, and Alegria shoes are the brands that keep my feet happy most of the time. Also, Naot and Birkenstock are great contenders as well. When I shop for shoes, I look for a rigid sole – if I I can bend the sole of the shoe, I put it right down and move on. I know I must look odd trying to to bend and twist each shoe I’m considering for purchase. I love the recommendations from readers here- I will check them out!

    • Jennifer
      May 29, 2020 / 6:42 pm

      Ouch! Yes I’m loving all these suggestions too

  8. Brigid
    May 29, 2020 / 12:18 pm

    My feet were the first things to go!! They started going south in my fifties and are still headed that way at 73! I am very fond of Grasshoppers. They come in different widths and I require a wide. They are very reasonably priced and make a nice looking casual shoe. The insole is well padded but can be removed. Thanks for all the suggestions ladies. I now have some other brands to look for.

    • Jennifer
      May 29, 2020 / 5:15 pm

      My readers are the very best!!

  9. Sharon
    May 29, 2020 / 12:11 pm

    I’ve worn Naots for years and think it’s time to try some of these suggestions. Thank you!

  10. Kay
    May 29, 2020 / 12:09 pm

    Bernie Mev. They stretch.

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