September 28, 2025

August is that in-between moment where you’re still sweating through your tank tops and jorts, but mentally, you’re already planning boots and sweaters. It’s the perfect time to start building a transitional wardrobe that works for both summer and fall, and Amazon’s trending fashion section is an unexpectedly great place to start.

I combed through the most stylish, under-$50 pieces that are already picking up traction this month—think: throw-on-and-go travel outfits, lightweight layers, and comfortable shoes that work across seasons. Whether you’re packing for an upcoming trip, updating your airport uniform, or just trying to dress for 75 degrees and unpredictable changes, these trending finds will cover your bases without blowing your budget.

Best Overall Deals

Anrabess 2-piece Lounge Set

The soft, stretchy fabric on this two-piece lounge set makes it ideal for long flights, pesky layovers, or spontaneous snack runs. Bonus: You can mix and match the top and bottom with other travel staples—and right now, it breaks down to just $9 apiece.

Keasmto Leopard Midi Skirt

Patterned midi skirts are gearing up to be fall’s biggest quiet statement, and this one brings just the right amount of bold with its leopard print. Wear it with sneakers for exploring Paris or add boots and a sweater when the temps start to dip in NYC. It works just as well in the office as it does on a museum tour. 

The Drop Listilla Espadrille Wedge Sandals

Not only are these espadrille sandals affordable, but shoppers have confirmed their comfy fit too. “These are cute and comfortable. I have walked some distance in them and no blisters,” one shared. Whether you’re strolling cobblestone streets in Lisbon or heading to a rooftop dinner at home, you can pair them with everything from linen jumpsuits to flowy dresses—and they’re half off.

Imily Bela Maxi Dress

Light, airy, and versatile enough to wear during three seasons, this maxi dress is what summer-to-fall dressing is all about. It’s perfect for sunny picnics with sandals, and it layers beautifully with a denim jacket or chunky cardigan when it gets chilly.

Amazon Essentials Thong Sandals

These under-$20 sandals take up virtually no space in your carry-on and are comfy enough to wear all day—one shopper even wore them around Mexico and said, “I was very pleased with the level of comfort and durability.” They’re the kind of staple you’ll forget you packed but end up wearing constantly, whether it’s to the pool, beach, or just running down to the lobby for a snack.

Unclecat Cropped Cardigan

My personal favorite on the list, this cropped, colorblock cardigan gives just the right pop to your outfit without being over the top. It’s an ideal throw-on for breezy nights, early flights, or anytime you want to look like a stylish version of cozy.

Tronjori High-waist Trousers

These are the ultimate wear-everywhere pants thanks to their high waist, loose fit, and effortlessly polished design. Those same details make the trousers a travel MVP—dress them up with a blouse for meetings or wear them casually with a tank and slides for sightseeing. You’ll be surprised how often you reach for them, even post-trip.

Prettygarden 2-piece Matching Set

This matching set is your go-to when you want to look cool at the airport (but feel comfy) and not like you just rolled out of bed. The fabric is soft but elevated, and the pieces are just as cute worn separately. It’s great for transitional weather when you don’t know if it’s going to be 80 degrees or 58 and raining.

Omoone Oversized Denim Jacket

The Omoone Oversized Denim Jacket is the travel layer you didn’t know you needed. It instantly makes any outfit look more put-together, and it’s roomy enough to layer over hoodies, dresses, or that slightly-wrinkled airplane outfit. Basically, don’t board a plane without it.

Winsead Clogs

These comfy, suede clogs are what happens when practicality meets trendy. The slip-resistant soles and cloud-like comfort make them ideal for walking around cities, lounging at hotels, or even running errands back home. They’ll look just as good with jean shorts as they will with trousers and a blazer come fall.

Qinsen Cargo Sweatpants

Cargo pants will be everywhere this fall and this sweatpant version nails the trend without sacrificing comfort. The pockets are deep enough to actually carry your phone, wallet, and boarding pass, and the silhouette makes them look stylish, not sloppy. You’ll want to wear them on every travel day.

Amy Babe Maxi Skirt

The great thing about maxi skirts is that they do it all. This one is light enough to pair with a tank and sandals for sweltering summer days, and it transitions easily into chillier weather with sneakers and a cropped sweater. It’s the kind of skirt you end up living in for weeks. 

Btfbm Ruched Mini Dress

This mini dress is a closet chameleon because you can wear it as a breezy cover-up at the beach, wear it with loafers for the office, or throw it on with a jacket and sneakers for weekend exploring. It’s a no-brainer to pack no matter where you’re headed.

The Drop Addison Top-handle Bag

Compact, structured, and surprisingly roomy, this dumpling-style top-handle bag is one of those under-the-radar Amazon finds. The magnetic closure and inner zip pocket keep your travel must-haves secure, while the neutral colors match with pretty much everything in your suitcase.

Love a great deal? Sign up for our T+L Recommends newsletter and we’ll send you our favorite travel products each week.

With July right around the corner and dangerous heat waves gripping the continental United States, it’s safe to say that the dog days of summer are officially upon us. This portion of the season, wherein temperatures and humidity levels hit their peak, can be so sweltering, only a swimsuit seems tolerable to wear outside. It’s days like these that our warm weather wardrobes are truly put to the test, and that goes for our footwear rotations, too.

A solid collection of comfortable sandals can help give your feet some much-needed relief on hot summer days. Even though the season’s middle point is fast approaching, we’ve been spotting hundreds of sandal deals across the web—and some of the best discounts just happen to be $50 or less. If you need a new pair of flip-flops, strappy sandals, or orthotic slides and don’t want to break the bank, look no further: wWe’ve rounded up 58 sandal deals under $50 below, starting at just $10.

Best Overall Sandals

All types of men’s and women’s sandals are on sale right now, and some specific deals are so impressive, they deserve an extra callout. Unbelievably, these previously-$90 Rest Amber Backstrap Sandals—made by podiatrist-approved and Oprah-loved brand Vionic–are currently just 50 percent off. Too, these classic black satin Natori Radial Slide Sandals are a whopping 81 percent off right now, marking their final price down to $30. Those two are just the tip of the iceberg, though—keep scrolling for more of our favorite under-$50 sandal deals this month.

1. Under $25: Sarto by Franco Sarto Women’s Ellis Slingback Sandal, $24 (originally $110)
2. Podiatrist-approved: Vionic Women’s Rest Amber Backstrap Sandal, $45 (originally $90) 
3. Best dressy men’s sandal: Deer Stags Men’s Bamboo 2 Sandal, $28 (originally $95)
4. 81 % off: Natori Women’s Radial Slide Sandal, $30 (originally $165) 
5. Best comfy wedge: Rockport Women’s Rwanala Wedge Sandal, $48 (originally $130)
6. Editor’s pick: BOC Women’s Alisha Sandal, $30 (originally $65)
7. $10 flip-flops: KuaiLu Men’s Yoga Mat Leather Flip-flops, $10 (originally $20)
8. Best platform slide: Sorel Women’s Dayspring Platform Slide Sandal, $42 (originally $120)
9. Budget designer sandal: Karl Lagerfeld Paris Women’s Catina Platform Wedge Sandal, $50 (originally $129)
10. Fisherman sandal trend: Sam Edelman Women’s Dawn Closed-toe Sandal, $42 (originally $140) 

Best Platform Sandals

Platform sandals can take your wardrobe to the next level—literally. Their flat bottoms and chunky midsoles add height without sacrificing comfort and balance, which is probably why they’ve been in style for decades at this point. Save big on these metallic gold Sarto by Franco SartoFerrara Espadrille Platform Sandals, 81 percent off, or these 90s-inspired Sorel Dayspring Platform Slide Sandals, 62 percent off. Whatever your summer style might be, there’s a platform sandal on sale for you—starting at just $28.

1. Sorel Women’s Dayspring Platform Slide Sandal, $42 (originally $120)
2. BCBGeneration Women’s Bamba Platform Sandal, $40 (originally $89)
3. Karl Lagerfeld Paris Women’s Catina Platform Wedge Sandal, $50 (originally $129)
4. Crocs Unisex Adult Classic Mega Crush Sandal, $30 (originally $70)
5. Reef Women’s Cushion Vista Platform Slide Sandal, $42 (originally $65)
6. Crocs Women’s Brooklyn Platform Slide Sandal, $30 (originally $55)
7. Lifestride Women’s Wren Platform Strappy Sandal, $42 (originally $70)
8. Sarto by Franco Sarto Women’s Ferrara Espadrille Platform Sandal, $20 (originally $140) 

Crocs Women’s Brooklyn Platform Slide Sandal

BCBGeneration Women’s Bamba Platform Sandal

Best Wedge Sandals

Sandal trends may come and go, but wedge sandals will never go out of style. This sloped alternative to heeled sandals adds lift without the wobble, and right now, some of the cutest, comfiest wedge sandals are discounted for as low as $30. These rope-wrapped Toms Darya Platform Wedge Sandals, 52 percent off, have vibrant red straps that’ll make a white sundress really pop. And these black, chunky Rockport Rwanala Wedge Sandals, can add edge to a simple outfit, and they’re $82 off, too.   

1. Toms Women’s Darya Platform Wedge Sandal, $43 (originally $90)
2. Crocs Women’s Brooklyn Low Wedge Sandal, $35 (originally $55)
3. Skechers Women’s Beverlee Tiger Posse Wedge, $36 (originally $50)
4. Eurosoft Women’s Evelyn Wedge Sandal, $40 (originally $80)
5. Kenneth Cole Reaction Women’s T-Strap Wedge Sandal, $46 (originally $59)
6. Rockport Women’s Rwanala Wedge Sandal, $48 (originally $130)
7. Dr. Scholl’s Women’s Everlasting Espadrille Wedge Sandal, $30 (originally $80)
8. Naturalizer Women’s Goodtimes Wedge Sandal, $50 (originally $100)

Naturalizer Women’s Goodtimes Wedge Sandal

Skechers Women’s Beverlee Tiger Posse Wedge

Best Hiking Sandals

Hiking sandals are the amphibious, warm weather sibling of hiking boots. These strappy sandals keep your feet secure while dipping your toes into cool creeks and refreshing lakes, making them a stellar solution for summer outdoor adventures. Score these Teva Hurricane XLT Ampsole Volt Sandals or these Chaco Lowdown Sandals while they’re both less than $50; both hiking sandals have wide, adjustable straps, contoured footbeds, and no-slip grip. 

1. Nortiv 8 Men’s Hiking Sandal, $24 with on-site coupon (originally $30)
2. Teva Women’s Hurricane XLT Ampsole Volt Sandal, $48 (originally $90)
3. Clarks Women’s Mira Bay Sandal, $50 (originally $75)
4. Camel Crown Women’s Waterproof Hiking Sandal, $19 (originally $39) 
5. Eddie Bauer Men’s Yesler Sandal, $40 (originally $70)
6. JBU Women’s Stephie Strappy Sandal, $40 (originally $69)
7. Teva Women’s Universal Original Sandal, $30 (originally $60)
8. Chaco Women’s Lowdown Sandal, $49 (originally $70)
9. Spyder Men’s Ranger Water Shoe, $50 (originally $120)

Teva Women’s Hurricane XLT Ampsole Volt Sandal

Eddie Bauer Men’s Yesler Sandal

Best Strappy Sandals

Strappy sandals that suit any style are currently on sale. Looking for a supportive, strappy wedge sandal that goes with everything? Check out these Blowfish Malibu Aurora Wedge Sandals, 40 percent off; they have an adjustable ankle strap for added stability and are “comfy out of the box”, according to one reviewer. On the hunt for a relaxed strappy slide? These Hey Dude Christi Cottage Crochet Sandals, 41 percent off, have a laid back surfer vibe that looks great with denim cut-offs and beach cover-ups. 

1. BOC Women’s Alisha Sandal, $30 (originally $65)
2. Calvin Klein Women’s Strappy Sallia Sandal, $47 (originally $79)
3. Mia Women’s Vada Double Strap Flat Sandal, $43 (originally $60)
4. Blowfish Malibu Women’s Aurora Wedge Sandal, $42 (originally $70)
5. Hey Dude Women’s Christi Cottage Crochet Sandal, $29 (originally $50)
6. Steve Madden Men’s Sandun Strappy Slide Sandal, $45 (originally $100) 
7. Dr. Scholl’s Women’s Islander Strappy Flat Sandal, $50 (originally $80)
8. Sarto by Franco Sarto Women’s Ellis Slingback Sandal, $24 (originally $110) 78% off
9. Eurosoft Women’s Gwenda Strappy Slide Sandal, $40 (originally $70) 
10. Skechers Women’s Reggae Slim Simply Stretch Sandal, $39 (originally $62)
11. Vionic Women’s Rest Amber Backstrap Sandal, $45 (originally $90) 

Vionic Women’s Rest Amber Backstrap Sandal

Eurosoft Women’s Gwenda Strappy Slide Sandal

Best Flip-flops and Slides

Flip-flops and slides are the two easiest sandal styles to throw on and go, making them a common choice for beach trips, last-minute errands, and everything in between. Skip the flimsy plastic versions this season, though—instead, opt for durable, supportive options that will last you more than one summer, while they’re on sale for as low as $10. Two of our favorites include these Sorel Viibe Slide Sandals, 72 percent off, and these Dockers Laguna Thong Sandals, 50 percent off. They both have treaded rubber outsoles to prevent slipping and thick, cushioned footbeds to support your feet for hours on end.  

1. Skechers Women’s Asana Valley Chic Flip-flop, $29 (originally $42)
2. Quiksilver Men’s Rivi Slide Sandal, $25 (originally $55)
3. Shevalues Women’s Orthopedic Flip-flop Sandal, $18 (originally $30)
4. Clarks Women’s Breeze Reyna Flip-flop Sandal, $30 (originally $55)
5. Sorel Viibe Women’s Slide Sandal, $48 (originally $120)
6. Dockers Men’s Laguna Thong Sandal, $40 (originally $80)
7. Dr. Scholl’s Women’s Nice Iconic Flat Slide, $50 (originally $80)
8. Natori Women’s Radial Slide Sandal, $30 (originally $165) 81% off
9. Ooofos Unisex OOahh Slide, $45 (originally $60)
10. Nike Women’s Bella Flip-flop Sandal, $43 (originally $54)
11. Olukai Women’s Aka Flip-flop Sandal, $50 (originally $70)
12. KuaiLu Men’s Yoga Mat Leather Flip-flops, $10 (originally $20)

Sorel Viibe Women’s Slide Sandal

KuaiLu Men’s Yoga Mat Leather Flip-flops

Best Closed-toe Sandals

In case you missed it, fisherman sandals are all the rage right now. Not only is this retro closed toe sandal easy to style with everything from dresses to jeans, but it also covers your toes while still allowing your feet to stay cool and comfortable. Several iterations of this trendy shoe are heavily marked down this month, including these gladiator-inspired Sam Edelman Dawn Closed-toe Sandals, more than $100 off, and these outdoorsy Dockers Searose Fisherman Sandals, 51 percent off. 

Other types of closed toe sandals are on sale too, though: these handsome Deer Stags Bamboo 2 Huarache Sandals, previously $95, are a steal at $28. And these adorable Dream Pairs Closed-toe Strap Espadrille Sandals, $26, add a feminine touch to any summer ensemble. 

1. Crocs Unisex Adult Stomp Fisherman Sandal, $42 (originally $70)
2. Dream Pairs Women’s Closed-toe Strap Sandal, $26 (originally $40)
3. Nunn Bush Men’s Laguna Fisherman Sandal, $40 (originally $80)
4. Sam Edelman Women’s Dawn Closed-toe Sandal, $42 (originally $140) 
5. Athlefit Women’s Closed Toe Sandal, $38 (originally $46)
6. Dr. Scholl’s Women’s Rate Up Day Fisherman Sandal, $44 (originally $100)
7. Deer Stags Men’s Bamboo 2 Huarache Sandal, $28 (originally $95)
8. Easy Spirit Women’s Gretty Fisherman Sandal, $45 with on-site coupon (originally $89)
9. Dr. Scholl’s Women’s Hello Seaside Fisherman Sandal, $40 (originally $80)
10. Dockers Men’s Searose Fisherman Sandal, $34 (originally $70)

Nunn Bush Men’s Laguna Fisherman Sandal

Sam Edelman Women’s Dawn Closed-toe Sandal

Love a great deal? Sign up for our T+L Recommends newsletter and we’ll send you our favorite travel products each week.