These 7 Comfy Fall Shoe Trends Start at $20 at Amazon

As the air turns crisp and the leaves start to change color, there’s nothing I love more than swapping out sandals for cozy fall boots, loafersand sneakers that can hold up to busy travel days and city life. This season, shoe trends are all about nods to decades past, like retro sneakers and Mary Janes, with a touch of moto-inspired details and lush textures. And Amazon is brimming with options that hit every trend without breaking the bank—some shoes are as little as $20.

Whether you lean towards the elegance of suede boots or want to experiment with bolder looks like boat shoesthere’s a fall shoe trend here to suit your fall mood. Ahead, check out seven of the comfiest, stylish pairs to shop now, all ready to carry you from the airport to sightseeing and beyond, with some popular brands up to 80 percent off.

Trend: Sporty Retro Sneakers

Trends always return, and nothing proves it better than the comeback of sporty retro sneakers. Channeling throwback styles and vintage silhouettes, these kicks bring a dose of nostalgia while being comfortable and practical, ensuring your feet stay supported regardless of your travel itinerary. This season we’ll be seeing neutrals and pops of colors, iconic logos, and sporty touches, like the Adidas Sambas you’ve probably seen on your favorite influencer.

• Adidas original samba and sneakers$70 (originally $75)

• Dolce Vita Notice Sneakers$80

• New Balance 237 V1 Sneakers$70 (originally $85)

• Puma Club 5v5 Sneakers$65 (originally $70)

• Gola Badminton Fashion Sneakers$72 (originally $80)

• Sam Edelman Layla Sneakers$70

• Lucky Step Classic Retro Gum Sole Sneakers$38

• Gola Elan Sneakers$100 (originally $110)

• Reebok Club C 85 Vintage Sneakers$70 (originally $90)

• Dr. Scholl’s Time Off Win Sneakers$75

Trend: Suede Boots

Suede boots are one of my favorite fall trends this season. The rich texture instantly elevates even the simplest outfit, while the soft finish adds a touch of warmth that guards against autumn’s crisp air. Whether you go for the ankle-grazing Athlefit Chelsea Boots or sleek Meilusi knee-high bootssuede adds a luxe touch that looks great with even the most simple outfits.

• Lucky Brand Basel Ankle Bootie$70

• Erocalli Western Boots$45 (originally $50)

• Meilusi Knee-high Suede Boots$65 (originally $73)

• Amazon Essentials Tall Block-heel Boots$43

• Project Cloud Suede Ankle Boots$40 (originally $65)

• Marc Fisher Matter Ankle Boots$56 (originally $159)

• Vbdb Chunky Block-heel Boots$69

• Atsroel Pointed-toe Suede Ankle Boots$50

• Dream Pairs Knee-high Stretchy Boots$46 (originally $56)

• Athlefit Chelsea Boots$40 (originally $66)

Trend: Oxford and Loafers

Loafers and classic Oxfords are fall’s forever staples, but this year they’re stepping into the spotlight with chunky platform soles. The mix of timeless tailoring and neutral colors makes these shoes a perfect option for everyday wear. Plus, with the addition of the ‘90s and early 2000s platform trend, they’re an easy way to add both height and personality to your travel wardrobe. The options are as versatile as they are stylish, from classic Dr. Martens that nail the edgy vibe to Vionic loafers that are podiatrist-approvedso you don’t have to sacrifice comfort for style.

• Franco Sarte Carbertiann Lug sunshouse$40 (originally $43)

• Dream Pairs Chunky Platform Loafers$36 (originally $44)

• Dr. Martens HollyOxford Shoes$105

• Dr. Scholl’s Webster Loafers$50 (originally $55)

• Vionic Uptown Loafers$70 (originally $130)

• Skechers Parties-mate Oxford Shoes$65

• Amazon Essentials Loafers$23

• Cole Haan Grand City Platform Stitchlite Oxfords$90

• Dadawen Platform Lace-up Oxford Shoes$36 (originally $40)

• Clarks Juliet Palm Loafers$33 (originally $85)

Trend: Boat Shoes

Consider boat shoes the most controversial comeback of the season. While some may love them for their easy slip-on design and preppy, nautical charm, others need a little more convincing to embrace the trend. But here’s the thing—this fall, brands are reimagining the classic boat shoe with sleeker silhouettes, fresh materials, and even chunky soles, like these Dr. Scholl’s Madison Sea shoes that feel more street-style than dockside. You can wear them with relaxed trousers or even a midi dress. Love them or not, boat shoes are definitely making waves this fall.

• Cushionaire Anchor Boat Shoes$40 (originally $60)

• Sperry Slim Boat Shoes$94 (originally $110)

• Skechers Go Walk Lite Boat Shoes$46

• Stq Ultralight Boat Shoes$33 (originally $42)

• Dr. Scholl’s Madison Sea$40 (originally $100)

• Dolce Vita Modern Loafers$50

• Sperry Bayside Boat Shoes$79

• 80% Off: Dolce Vita Lakin Boat Shoes$28 (originally $140)

• Steve Madden Sag Boat Shoes$90 (originally $100)

• Coach Sculpted C Boat Shoes$163 (originally $175)

Trend: Mary Jane Flats

Mary Jane flats are back, proving that sometimes the most nostalgic silhouettes have the most staying power. With their signature strap and dainty profile, this season’s versions are full of fun colors, interesting textures, and unique patterns, like you get with these Gothictor Mesh Leopard Flats. Amazon has a ton of fashion-forward options that are lightweight and easy to pack thanks to their slim profile. Pair them with your favorite trousers, jeans, or even skirts, and you’ve got a travel-ready look that is both comfortable and stylish.

• Sam Edelman Michaela Stud Mary Jane Flats$65 (originally $130)

• Rothy’s Square Mary Jane Shoes$159

• Gothictor Mesh Leopard Flats$37

• Amazon Essentials Mary Jane Ballet Flats$20

• Sam Edelman Cass Mary Jane Flats$51 (originally $140)

• Franco Sarto Tinsley Flats$69 (originally $115)

• Cushionaire Bistro Mary Jane Flats$50 (originally $70)

• Naturalizer Kelly Flats$88 (originally $125)

• Dream Pairs Ballet Mary Jane Flats$36

• Musshoe Mary Jane Flats$32 (originally $37)

Trend: Moto Boots

Moto boots are an edgy way to make a statement this fall. With chunky soles and unique hardware, they’re perfect for stomping through airports and city streets alike. This fall, designers are leaning into taller silhouettes, as seen on the Dream Pairs Knee-high Motorcycle Bootsand even shorter options like the Hawkwell Combat Ankle Boots. You can pair them with leggings or an oversized blazer for the journey, then throw them on with a slip dress for a comfortable evening out. Equal parts functional and fashion-forward, moto boots are the kind of statement shoes that easily transition from fall into winter.

• Aminugal Knee-high Boots$48 (originally $60)

• Dream Pairs Knee-high Motorcycle Boots$52 (originally $60)

• Dingo Dan Post Molly Harness Boots$130 (originally $145)

• Dune London Max Moto Boots$50

• Globalwin Mid-calf Boots$42 with coupon (originally $56)

• Dream Pairs Square-toe Knee-high Riding Boots$46 (originally $60)

• Hawkwell Combat Ankle Boots$44 (originally $46)

• Dream Pairs Knee-high Biker Boots$43 (originally $60)

• Circus NY by Sam Edelman Hadley Boots$135 (originally $150)

• Teaieui Lug Sole Tall Riding Boots$47 (originally $80)

Trend: Riding Boots

Classic riding boots are the fall staple that never really goes out of style. With their sleek lines, knee-high lengths, and subtle equestrian details, they add a simple, yet stylish touch to any travel outfit. Perfect over skinny jeans, with leggings, or peeking out from under a maxi skirt, they are the ideal balance between tailored and practical. This season’s versions are more minimalistic, like the Sam Edelman Mable Leather Riding Bootsso that they can pair easily with most outfits this fall.

• Sam Edelman Mable Leather Riding Boots$115 (originally $200)

• Tommy Hilfiger Shyenne Equestrian Boots$70

• Dr. Scholl’s Brilliance Wide-calf Riding Boots$60 (originally $160)

• Clark Maye Carly Boots$96 (originally $160)

• Vepose Wide-calf Knee-high Boots$52 (originally $60)

• Naturalizer Jessie Knee-high Boots$200 (originally $265)

• Dream Pairs Knee-high Riding Boots$44 (originally $50)

• Itozer Knee-high Boots$65

• Qiy Tall Boots$65 (originally $70)

• Jeossy Classic Tall Riding Boots$58

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