4. Sanuk Slip-ons
“I’m obsessed with Sanuk’s shoes with footbeds made from yoga mats. Foot heaven! I even got my husband (he’s a teacher, too) into the men’s Sanuk line.” —Tonia K.
We recommend: Women’s Pair O Dice Loafer Flats and Men’s Casa Barco Vintage Boat Shoes
5. Clarks Loafer-Pumps
“I don’t know what I will do if Clarks stops making their loafer-pump style. These look as good with jeans as they do with skirts and can even pass as a heel on days I need to dress up. They are so comfortable, too.” —Sharon S.
We recommend: Tara Grace Penny Loafer and Tealia Elva Dress Pump
6. Oka B Flats
“I love all the different colors you can get in the flats from Oka B.” —Danielle C.
We recommend: Oka B Taylor Flat
7. Dr. Martens
“I love my (clean and well-polished) Doc Martens,” Olivia C. says. “Very comfortable and as professional as I need to be.”
We recommend: Mary Jane and 3 Eye Shoe (It’s unisex!)
8. Ahnu Comfort
“Anhu is a good brand with great support and a comfy footbed.” —Shelley D.
We recommend: Arabesque Flat or Gracie Pro Mary Jane
“BZee shoes by Naturalizer are absolutely amazing!!! Not only are they comfy beyond description, they’re also machine washable!” —Kathy H.
We recommend: Empress Pump and Lollipop Sneaker
10. Serene Driving Loafers
“These slip-on loafers with a driving shoe–inspired sole are less than $20, and they’re the most comfy shoes I own. I have them in seven colors!” —Margot U.
We recommend: Serene Cowhide Driving Loafer
11. Rockport Men’s Shoes
“All my shoes for school are Rockport. They never let me down.” —John M.
We recommend: Rockport for Men
12. Ollio Oxford
“I’m always wearing these oxfords, and they [are] affordable.” —Roxanne M.
We recommend: Ollio Ballet Oxford
13. Flats from Crocs
“I have Crocs flats in every color and print.” —Amy C.
We recommend: Lina Graphic Ballet Flat
14. Dr. Scholl’s Ballet
“I have arthritis in my hips, sciatica, and plantar fasciitis, and I live in Dr. Scholl’s.” —Amy Y.
We recommend: Dr. Scholl’s Frankie Ballet Flat (it’s available in black, white, and other colors, too!)
15. safeTstep by Payless
Shannon H. likes this line of slip-resistant shoes made for the food industry, which has some downright cute styles available.
We recommend: Trina Pump and Sasha Quilt Bow Flat
16. The Merrell Clog
“I wear Merrell clogs all winter.” —Brenda W.
We recommend: Encore Kassie Buckle Slide in leather or wool
17. Timberland Anti-Fatigue
“I like the Timberland anti-fatigue clog.” —Denise A.
We recommend: PRO Riveter
This is another brand that many teachers love, and one you can feel good about. These adorable and comfortable shoes are made from recycled water bottles … a lesson in sustainability.
We recommend: Rothy’s varieties
19. Vans Leather Slip-on
“My go-to is the Vans Slip-on in leather. It’s a weather-resistant sneaker with great arch support that looks stylish and polished but feels like the weekend.” —Chris C.
We recommend: Vans Classic Slip On Leather
20. Alegria Flat
“My mom swears by shoes called Alegria. They have a slightly rounded bottom to take pressure off your heels. She works on her feet all day and loves them.” —Rachel P.
We recommend: Alegria Paloma Flat
21. Clogs from Klogs
“Last year I bought some clogs from Klogs. They are amazingly comfortable.” —Sandy H.
We recommend: Klogs Mission Clog
23. Converse Slip-ons
“I’ve tried dozens of shoes, and Converse were finally the fix for me. Now my feet don’t hurt.” —April S.
We recommend: Converse Chuck Taylor Shoreline Sneaker
24. Adidas Comfort
“Adidas has a comfort line that I love.” —Aimee B.
We recommend: Adidas Cloudfoam Ultimate
25. Asics Gels
“I get a black pair of Asics so I can still wear them with dress pants.” —Nicole B.
We recommend: ASICS Gel-Quantum 360 Shift
26. ECCO Sneaker
“Ecco is a good brand. They’re very expensive, but they never wear out and look good.” —Renee B.
We recommend: ECCO Soft Fashion Sneaker
27. Taos Sneaker
“The Taos Freedom sneaker is so comfortable and has a soft support footbed. They come in lots of different colors.” —Cheryl T.
We recommend: Taos Freedom Fashion Sneaker
28. Clarks Lace-ups
“I love the lace-up sneaker from Clarks so much. These keep me going all day.” —Krista H.
We recommend: Clarks Everlay Elma Oxford
29. Sketchers D’Lites
“I like any of the Sketchers D’Lites with yoga memory foam.” —Mary L.
We recommend: Sketchers D’Lites Modern Front Fashion Sneaker
30. Vionic Slip-ons
“I have wide feet and plantar fasciitis, and I love Vionic.” —Melana K.
We recommend: Vionic Agile Kea Slip-on
31. Sketchers Walking Shoe
“Sketchers Go Walks are a good option if you are looking for something less expensive.” —Brenda W.
We recommend: Skechers Performance Women’s Go Walk 4
32. Volatile Sandals
“In the summer, I live for Volatile shoes. They are cute and comfortable.” —Regina J.
We recommend: Volatile Bahama Wedge Sandal
33. Birkenstock Bliss
“If weather is permitting, I go with Birkenstocks.” —Karin B.
We recommend: Birkenstock Arizona Soft Footbed
34. Vionic Sandals
“I just discovered Vionic. They are great sandals.” —Michele H.
We recommend: Vionic Nala Arch Support Thong
35. White Mountain Wedge
“I love the shoes by White Mountain. I have bad ankles, and these wedges are more comfortable than any of my flats.” —Jessica L.
We recommend: Haines White Mountain Wedge Sandal
Several teachers noted that these shoes are great because once you find a sole you like, you can customize the tops for a whole shoe wardrobe. Robin S. likes the cork wedges, which she notes are “amazingly comfortable for such a beautiful shoe.”
We recommend: Onesole varieties
37. Crocs Wedge Booties
“I can stand in these boots all day long comfortably, and they are so stylish that no one suspects these boots are Crocs!” —Sarah S.
We recommend: Crocs Leigh Suede Bootie
38. TOMS Boots
“I am all about TOMS boots to wear for their comfort, but I also love the buy-one-give-one social-good aspect.” —Katie M.
We recommend: TOMS Boots for Women
39. UGG-Inspired Bearpaw Boots
“Love the look and cozy, warm feeling of UGGs, but I can’t justify the price. That’s why I get Bearpaw shearling boots instead. They are like a quarter of the price for the same look and winter-warm feel!” —Catherine G.
We recommend: Bearpaw Shearling Short Boots
40. Naturalizer Riding Boots
“Tall boots over pants is my favorite look for school, and Naturalizer’s boots keep my feet happy all day.” —Megan V.
We recommend: Naturalizer Riding Boots
We’d love to hear—what are your favorite, most comfortable shoes? Come and share in our WeAreTeachers HELPLINE group on Facebook.
Be sure to check out some of our favorite fall shoes.