Step Into Fall (Part I)

 

It’s that time of the year when you wish you could still wear those summer tops and mini skirts without caring much for chilly mornings or afternoons, but the time comes to think of transitional outfit ideas that land you smoothly into the new season.

 

Wondering how to make the most out of your spring / summer pieces for upcoming fall? Don’t know what’s still trendy for next season? Don’t overthink it, we’ve got lots of inspiration for you.

We’ll be seeing lots of spring / summer essentials such as a-line skirts, flare pants, fringe and tassel finishes, suede pieces, and military hues (among others) being thoughtfully incorporated into more wintery ensembles.

 

So keep it effortless-chic and step into fall with these 75 transitional outfit ideas for your fall/winter lookbook. The best part: most of them include spring / summer pieces you might already own!

 

(PART I)

 

The Style Bungalow

The Style Bungalow

Get The Look Here:

1. Madewell Courier Shirt In Dekalb Plaid ($49.99 USD), 2. Banana Republic Cognac Leather Belt ($45 USD), 3. Madewell Flea Market Flares-Button-Front Edition ($135 USD), 4. Steve Madden Korkey Wedge ($49.97 USD), 5. Ray-Ban Original Aviator Sunglasses, Golden/Green ($150 USD)

 

 

Wendy's Lookbook

Wendy’s Lookbook

Get The Look Here:

1. Old Navy Canvas Field Jacket ($44.94USD), 2. Everlane The Cotton V ($15 USD), 3. YesStyle Paperbag-Waist Linen Skirt ($38.32 USD), 4. Sam Edelman Dea Haircalf Pumps ($130 USD), 5. Valentino Leopard Print Calf Hair ‘Rockstud’ Shoulder Bag ($1,435.50 USD), 6. Karen Walker Superstars Super Duper Strength Sunglasses ($280 USD)

 

 

With Love From Kat

With Love From Kat

Get The Look Here:

1. Banana Republic Factory Soft-Wash Plaid Shirt ($43.99 USD), 2. Sam Edelman ‘Riley’ Lace Back Plaid Shirt ($119 USD), 3. Topshop Split Front PU Pencil Skirt ($75 USD), 4. Steven Vienna Leather Sandals ($89 USD), 5. Rebecca Minkoff Quilted Affair Bag ($295 USD), 6. Le Specs Naked Eyes Sunglasses ($79 USD)

 

 

Walk in Wonderland2

Walk In Wonderland

Get The Look Here:

1. French Connection Bristol Cocoon Coat ($328 USD), 2. French Connection Diamond Sleeveless Crepe Top ($78 USD), 3. French Connection Belle Bottom Flared Jeans ($138 USD), 4. London Rebel Cut Out Pumps ($58 USD), 5. BCBGMAXAZRIA 49mm Cat Eye Sunglasses ($99 USD)

 

 

Teacher Diva

Teacher Diva

Get The Look Here:

1. BLANKNYC ‘Sugar Baby’ Shirt ($78 USD), 2. Topshop Moto ‘Leigh’ Ripped Skinny Jeans Regular ($70 USD), 3.Steven Vienna Leather Sandals ($89 USD), 4. Rebecca Minkoff ‘Mini Fringe Moto’ Autographed Bucket Bag ($295 USD), 6. Ray-Ban ‘Large Original Aviator’ 62mm Sunglasses ($120 USD)

 

 

The Fashion Eaters2

The Fashion Eaters

Get The Look Here:

1. Helene Berman Gray Textured Longline Blazer ($180 USD), 2. Everlane The Cotton V ($15 USD), 3. Blank Denim Skinny Jeans ($88 USD), 4. Puma Suede Classic Burgundy Sneakers ($98 USD), 5. Komono The Mirror Series Clement Sunglasses ($60 USD)

 

 

Take Aim2

Take Aim

Get The Look Here:

1. Uniqlo Cashmere V-Neck Cardigan ($99.90 USD), 2. Topshop Plunge V-Neck Cami ($30 USD), 3. J Brand 7007 Willa Pencil Skirt ($60 USD), 4. ASOS FOSTER Leather Flat Sandals ($39.41 USD), 5. Karen Walker Super Duper Strength Sunglasses ($280 USD)

 

 

The Fashion Fraction3

The Fashion Fraction

Get The Look Here:

1. Uniqlo Lambswool Crewneck Sweater ($29.90 USD), 2. ASOS Leather Western Tip Waist And Hip Belt ($27 USD), 3. Style & Co. Denim Maxi Skirt, Oxford Wash ($32.99 USD), 4. Free People Patchwork Denim Maxi Skirt ($148 USD), 5. adidas Originals Superstar 2 Sneakers ($80 USD), 6. ASOS Felt Fedora Hat With Wide Band and Stitch Edge ($36 USD)

 

 

Strut In Her Style

Strut In Her Style

Get The Look Here:

1. Topshop MOTO Zip Through Shirt Dress ($85 USD), 2. Topshop Ruffle Tie Blouse ($80 USD), 3. Topshop BLESS Snake Ankle Boots ($70 USD)

 

 

Southern Curls & Pearls

Southern Curls & Pearls

Get The Look Here:

1. BP. Double Layer Gingham Shirt (similar here), 2. Current/Elliott ‘The Stiletto’ Destroyed Skinny Jeans ($228 USD), 3. Steve Madden ‘Eleanorr’ Ballet Flat ($79.95 USD), 4. Burberry Animal-Print Calf Hair Small Satchel Bag, Camel ($2,150 USD), 5. Prada 54mm Cat Eye Sunglasses ($255 USD)

 

Sea of Shoes4

Sea of Shoes

Get The Look Here:

1. Amour Vert ‘Francoise’ Nautical Long Sleeve Top ($88 USD), 2. Merona 2pk Bandanas ($4.99 USD), 3. Souvenir Clubbing Long Skirt ($121 USD), 4. ASOS Chunky Cord Zip Front Midi Skirt ($63 USD), 5. Stuart Weitzman The Gilligan Flat, haze suede ($398 USD), 6. Furla Metropolis Small Shoulder Bag ($498 USD)

 

 

Sicnerely Jules

Sincerely Jules

Get The Look Here:

1. Everlane The Cotton V ($15 USD), 2. One Teaspoon Artillery Shirt ($84 USD), 3. Banana Republic Cognac Leather Belt ($45 USD), 5. Topshop MOTO Vintage Wash Button Front Skirt Price ($52 USD), 6. Topshop FLORENTINE Stud Sandals ($90 USD)

 

 

Raspberry & Red

Raspberry & Red

Get The Look Here:

1. Everlane The Modern Silk Point Collar ($78 USD), 2. Vila Lace Bralet ($22.39 USD), 3. Topshop MOTO Black Ripped Jamie Jeans ($75 USD), 4. Topshop KINGDOM Ghillie Pointed Shoes ($95 USD), 5. 3.1 Phillip Lim ‘Mini Pashli’ Leather Satchel ($695 USD)

 

 

Song of Style

Song Of Style

Get The Look Here:

1. Topshop Holly Sleeveless Jacket (similar here), 2. Topshop Drape Sleeve Blouse ($60 USD), 3. MOTO Blue Ripped Hayden Jeans ($80 USD), 4. Topshop KURVE Pointed Croc-Effect Shoes ($110 USD), 5. Rebecca Minkoff Quilted Affair Bag ($295 USD), 6. Stella McCartney SM-4046 Sunglasses ($250 USD)

 

 

Oh So Glam

Oh So Glam

Get The Look Here:

1. Theory Beylor T.Caresse Mohair Turtleneck Sweater ($335 USD), 2. Mossimo High Rise Jegging ($29.99 USD), 3. kate spade new york licorice pointed-toe pump ($298 USD), 4. Proenza Schouler medium ‘PS11’ shoulder bag ($1,875 USD), 5. Ray-Ban ‘Original Aviator’ 58mm Sunglasses ($150 USD)

 

 

Sazan

Sazan

*If you like this outfit you may also like: 20 Ways To Style Your Favorite Trench Coat

Get The Look Here:

1. Shein Khaki Long Sleeve Epaulet Tie-waist Trench Coat ($31.75 USD), 2. Topshop Rib Crop Tee ($14 USD), 3. Current/Elliott Fling Jeans ($114.00 USD), 4. Michael Kors Joy Patent Block-Heel Pump, Dark Nude ($135 USD), 5. Kooba Bella Small Grained Leather Bucket Bag, Black ($268 USD), 6. Nike ‘Feather Light’ Dri-FIT Cap ($24 USD)

 

 

My Daily Style

My Daily Style

Get The Look Here:

1. Jayley Laser Cut Fringe Cape ($49.50 USD), 2. Ann Taylor Paisley Camp Shirt ($64.99 USD), 3. Topshop MOTO Blue Black Holding Power Joni Jeans ($85 USD), 4. Joie Socoa Strappy Leather Sandal, Black ($145 USD), 5. Oasis Crossbody Bag with Lock Fasten ($40 USD), 6. Prada 49mm Retro Sunglasses ($385 USD)

 

 

 

Ohh Couture

Ohh Couture

Get The Look Here:

1. Knot Sisters Purba Boyfriend Sweater ($82 USD), 2. Moonshine V-neck Pullover ($108 USD), 3. Levi’s® Womens 710 Super Skinny Jeans ($32.99 USD), 4. Aquazzura Amazon Pumps ($835 USD), 5. Céline Black Luggage Bag ($1,517.66 USD)

 

 

Sea of Shoes5

Sea Of Shoes

Get The Look Here:

1. Equipment Hadley Blazer ($588 USD), 2. On the DL Plunging Bodysuit ($58 USD), 3. DL1961 Riley Boyfriend Jeans ($117.60 USD), 4. Calvin Klein ‘Keller’ Ankle Strap Pump ($128.95 USD), 5. David & Young Felt Fedora ($28 USD), 6. Tory Burch ‘Robinson’ Saffiano Leather Shoulder Bag ($395 USD)

 

 

Lovely Pepa

Lovely Pepa

Get The Look Here:

1. Chicwish Flaunt the Stylish Shawl Collar Trench Coat ($70.47 USD), 2. Forever21 Boxy Stripe Shirt ($22.90 USD), 3. ASOS Ridley Skinny Ankle Grazer Jeans In Cotton Wood Wash ($37.62 USD), 4. Trask ‘Ria’ Flat ($238 USD), 5. Urban Originals ‘Fringed Goddess’ Hobo Bag ($88 USD), 6. Marc by Marc Jacobs Oversized Round Sunglasses ($105 USD)

 

 

Ms Treinta

Ms Treinta

Get The Look Here:

1. Mural Slouchy Boyfriend Blazer ($74 USD), 2. Calypso St Barth Ochre Lace Inset Silk Camisole ($150 USD), 3. ASOS Tailored Jogger in Linen ($39.41 USD), 4. KG by Kurt Geiger Dita Black Suede Heeled Shoes ($123.61 USD)

 

 

Little J Style

Little J Style

Get The Look Here:

1. ASOS Longline White Shirt ($57.33 USD), 2. BLANKNYC Moto Utility Pants ($78 USD), 3. Steve Madden Starz Heel ($100 USD), 4. Madewell The Austin Tassel Crossbody Bag ($198 USD)

 

 

Christine-Cameron-My-Style-Pill-west-village5

My Style Pill

Get The Look Here:

1. Warehouse Double Breasted Textured Blazer ($121.82 USD), 2. MiH Jeans The Breton T-Shirt In Vintage Stripe ($77.03 USD), 3. ASOS Kimmi Shrunken Boyfriend Jeans ($62.70 USD), 4. Charles by Charles David Pump, white ($99 USD), 5. Hinge Wool Felt Panama Hat ($38 USD), 6. Street Level Reversible Faux Leather Tote & Wristlet ($48 USD), 7. Tory Burch 54mm Polarized Cat Eye Sunglasses, Tortoise ($210 USD)

 

 

Happily Grey2

Happily Grey

Get The Look Here:

1. Free People Zoe Swift Dress ($228 USD), 2. Balenciaga Lace-Up Bootie ($1,185 USD), 3. Chloe Marcie Small Crossbody Satchel Bag, Black ($1,395 USD), 4.  Dior ‘So Real’ 48mm Sunglasses ($595 USD)

 

 

Little Blonde Book

Little Blonde Book

Get The Look Here:

1. Wayf Keyhole Midi Dress ($78 USD), 2. Aquazzura Sexy Thing Suede Cutout Sandal, Neutral ($565 USD), 3. rag & bone Floppy Brim Fedora ($195 USD), 4. Proenza Schouler Tobacco Suede Medium PS1 Satchel ($1,780 USD)

 

 

EJ Style

EJ Style

Get The Look Here:

1. Missguided Double Breasted Blazer, White ($70 USD), 2. Forever21 Striped Cotton Shirt ($19.90 USD), 3. 7 For All Mankind Culotte Jean With Let Down Hem In Medium Broken Twill ($198 USD), 4. Charles by Charles David Pump, nude ($79.16 USD), 5. Chloé Faye Medium Leather and Suede Shoulder Bag ($1,950 USD), 6. ASOS Gold Aviator Sunglasses ($18 USD)

 

 

Look The Pernille

Look De Pernille

Get The Look Here:

1. Ichi Tailored Blazer ($73 USD), 2. Everlane The Cotton V ($15 USD), 3. ASOS Studded Keeper Jeans Belt ($14.33 USD), 4. Levi’s 314 Shaping Straight Jeans ($44.99 USD), 5. ASOS LIFE STORY Pointed Ballet Flats ($22 USD)

 

 

Fashion Jackson

Fashion Jackson

Get The Look Here:

1. Uniqlo Lambswool Crewneck Sweater ($29.99 USD), 2. BB Dakota Narelle Fringe Skirt ($99 USD), 3. Forever21 Zippered Ankle Booties ($24.90 USD), 4. Saint Laurent Monogram Small Croc-Print Crossbody, Black ($1,990 USD), 5. Ray-Ban Mirrored Original Aviator Sunglasses ($170 USD)

 

Clochet

Clochet

Get The Look Here:

1. MEGAN X ASOS TOPS Suede Belted Shirt ($116.45 USD), 2. Warehouse Denim Shirt Dress ($75.24 USD), 3. Jeffrey Campbell ‘Rodillo-Hi’ Wedge Sandal ($144.95 USD), 4. Sole Society ‘Nevin’ Faux Leather Drawstring Bucket Bag ($59.95 USD), 5. Ray-Ban 50mm Rounded Sunglasses ($150 USD)

 

 

Could I Have That2

Could I Have That

Get The Look Here:

1. Current/Elliott Quilted Car Coat ($248 USD), 2. Everlane The Sweater Dolman Tee ($60 USD), 3. ASOS Kimmi Shrunken Boyfriend Jeans ($62.70 USD), 4. Jessica Simpson Claudette Pumps ($79 USD), 5. Monserat De Lucca Saba Shoulder Bag ($285 USD), 6. Ray-Ban ‘Original Aviator’ 58mm Sunglasses Solid Lens ($150 USD)

 

 

Cupcakes and Cashmere

Cupcakes & Cashmere

Get The Look Here:

1. Cupcakes and Cashmere Coronado Cape Jacket ($145 USD), 2. Theory ‘Alizay’ Silk Top ($235 USD), 3. Cupcakes and Cashmere ‘Avalon’ Flare Pants ($125 USD), 4. Charles David ‘Caterina’ Pointy Toe Pump, Nude ($220 USD)

 

 

Cheeta is The New Black

Cheeta Is The New Black

Get The Look Here:

1. Alberto Makali Beige Laser Cut Fringe Poncho ($248 USD), 2. Jayley Laser Cut Fringe Cape ($99 USD), 3. Everlane The Air Tank ($30 USD), 4. Paige Denim Petite Lou Lou Flare Jeans ($189 USD), 5. Halogen® ‘Clarette’ Suede Wedge Sandal ($99.95 USD), 6. 3.1 Phillip Lim ‘Medium Pashli’ Shark Embossed Leather Satchel ($895 USD)

 

 

Dash Of Darling

A Little Dash Of Darling

Get The Look Here:

1. Charlotte Eskildsen Erin Off The Shoulder Suede Ruffle Top ($350 USD), 2. Frame Le Flare de Francoise Jeans (similar here), 3. Madewell The Billie Boot ($228 USD), 4. Free People Round Sunnies With Contrast Plastic Frames ($18 USD)

 

 

Happily Grey

Happily Grey

Get The Look Here:

1. Free People Labryinth Poncho ($168 USD), 2. Free People Denim Super Flare StyleV ($78 USD), 3. Halogen® ‘Clarette’ Suede Wedge Sandal ($99.95 USD), 4. Dior ‘So Real’ 48mm Sunglasses ($595 USD)

 

 

Always Judging

Always Judging

Get The Look Here:

1. Two by Vince Camuto Faux Suede Split Neck Shirtdress ($149 USD), 2. Madewell & Saucony® dxn trainer sneakers ($79.50 USD), 3. Phase 3 Wool Felt Fedora ($38 USD), 4. Ralph Lauren Button-Down Shirtdress ($119.99  USD), 5. Woolrich Corduroy Shirt ($62.10 USD), 6. After Party Vintage Essex Suede Skirt ($158 USD)

 

 

A Spoonful Of Style

A Spoonful Of Style

Get The Look Here:

1. Anthropologie Beleza Floppy Hat ($68 USD), 2. ASTR High/Low Turtleneck Sweater ($68 USD), 3. SP Black Destroyed Low Rise Skinny Jeans ($56 USD), 4. ShoeMint Miller Peep-Toe Mules, Ivory ($59.97 USD), 5. Givenchy Antigona Medium Sugar Satchel Bag, Dark Beige ($2,295 USD)

 

 

Adenorah

Adenorah

Get The Look Here:

1. Isabel Marant Étoile Wool Blend Jacquard Poncho ($574 USD), 2. J. W. Anderson Cotton Drill Mini Wrap Style Skirt ($363 USD), 3. kate spade new york licorice patent leather point-toe pump, powder ($298 USD), 4. Valentino ‘Rockstud’ Shoulder Bag ($2,645 USD)

 

 

Step Into Fall (Part I)

What Olivia Did

Get The Look Here:

1. ASOS Suede Shirt Dress ($153 USD), 2. Topshop FINEST Ghillie Lace Up Flats ($45 USD), 3. Topshop KINGDOM 2 Ghillie Shoes ($105 USD), 4. Madewell The Austin Tassel Crossbody Bag ($159.99 USD), 5. Free People Round Sunnies With Contrast Plastic Frames ($18 USD)

 

 

***Go To Part II***

 

 

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*Cover Image Source: Happily Grey

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