Ivy League Style
It doesn't get more timeless than Ivy League style. Between button-down oxford collar shirts, classic khaki chinos, patterned sports jackets, and more, discover classic Americana clothing and preppy outfits here.
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Polo Ralph Lauren
Tweed Logo Cap
$188
Polo Ralph Lauren
Chambray Shirt
$228
Polo Ralph Lauren
Goat Suede Field Jacket
$1298
Brunello Cucinelli
Getlin Corduroy Cotton Pants
$1075
Barrett
Burnished Leather Commando Derbies
$850
Brunello Cucinelli
Corduroy Cotton-Cashmere Sport Jacket
$4795
Thom Browne
Oxford Armband Cotton Shirt
$970
Drake's
Regimental Stripe Patterned Silk Tie
$295
Frame
Ritual Cotton Jeans
$388
Prada
Spazzolato Leather Tassel Loafers
$1450
Montblanc
Sartorial Medium Document Case
$2265
Polo Ralph Lauren
Linen Pocket Shirt
$228
Canali
Merino Wool Knitted Sweater
$375
Paul & Shark
Cotton-Lyocell Blend Check Shirt
$390
Patrick Assaraf
Extra-Fine Merino Wool V-Neck Sweater
$225
Eleventy
Plaid Cotton Sport Shirt
$495
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Patrick Assaraf
Extra-Fine Merino Wool V-Neck Sweater
$225
Briglia
Stretch-Cotton Jersey Chinos
$275
Briglia
Stretch-Cotton Jersey Chinos
$275
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Harold
Polished Leather Penny Loafers
$595
Samuelsohn
Stretch-Wool Dress Pants
$425
Brunello Cucinelli
Getlin Corduroy Cotton Pants
$1075
Samuelsohn
Stretch-Wool Dress Pants
$425
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Thom Browne
Virgin Wool Intarsia Cardigan
$1950
Varsity Headwear
Houndstooth Wool Baseball Cap
$350
Thom Browne
4-Bar Stretch Wool Jersey T-Shirt
$1010
A.P.C.
Clément Cotton Sport Shirt
$325
Polo Ralph Lauren
Madras Check Cotton Shirt
$228
Thom Browne
4-Bar Cotton Sweatshirt
$910
Polo Ralph Lauren
Cotton Long-Sleeve Polo
$228
Polo Ralph Lauren
Linen Pocket Shirt
$228
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Polo Ralph Lauren
Cotton Chino Shorts
$188
Brunello Cucinelli
Leisure-Fit Pleated Corduroy Pants
$1550
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Thom Browne
Calf Leather Lace-Up Boots
$1780
Samuelsohn
Check Wool Sport Jacket
$1495
Brunello Cucinelli
Grain Leather Derbies
$1450
Samuelsohn
Check Stretch-Wool Blend Sport Jacket
$1595
Polo Ralph Lauren
Cotton Long-Sleeve Polo
$228
Brunello Cucinelli
Basic Fit Button-Down Cotton Oxford Shirt
$870
Polo Ralph Lauren
Cotton Quarter Button-Down Shirt
$228
Windsor
Serpo Wool-Blend Pleated Pants
$595
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$930
Windsor
Santios Shaped Fit Pleated Wool Blend Pants
$550
BOSS
Pepe Virgin Wool Dress Pants
$368
Agnona
Wool-Cashmere Jersey Crewneck Sweater
$1995
Thom Browne
Virgin Wool Textured Rugby Sweater
$1660
AG
Graduate Fit Stretch Jeans
$335
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$895
Montblanc
Sartorial Saffiano Breifcase
$2300
TOM FORD
Shelton Damier Wool-Cashmere Sport Jacket
$7090
Thom Browne
Classic Calf Leather Derbies
$1650
Prada
Brushed Spazzolato Leather Loafers
$1450
Isaia
Plaid Velvet Cotton-Blend Sport Jacket
$3395
Thom Browne
4-Bar Virgin Wool Cardigan
$1520
Windsor
Serpo Shaped Fit with Slim-Fit Leg Stretch Cotton Pleated Pants
$595
Brunello Cucinelli
Basic Fit Bengal Stripe Oxford Cotton Shirt
$870
Barrett
High Shine Leather Wallabee Shoes
$850
Thom Browne
Typewriter Cloth Straight Leg Pants
$1190
Isaia
Check Stretch-Blend Sport Jacket
$4350
Isaia
Check Cashmere Sport Jacket
$6595
Isaia
Wool-Blend Pants
$995
Isaia
Wool-Blend Pants
$995
Isaia
Wool-Blend Pants
$995
Isaia
Large Houndstooth Cashmere Sport Jacket
$6495
Isaia
Check Wool-Cashmere Sport Jacekt
$4350
Isaia
Glen Check Wool Pants
$1295
Eleventy
Leather Trim Wool Baseball Cap
$395
Ralph Lauren Purple Label
Tartan Plaid Sport Jacket
$2495
Eleventy
Wool Leather Trim Baseball Cap
$395
Eleventy
Mélange Cashmere Baseball Cap
$495
Isaia
Check Cashmere Sport Jacket
$6595
Brunello Cucinelli
Mouliné Herringbone Knit Cashmere Sweater
$4195
Ralph Lauren Purple Label
Plaid Wool Sport Jacket
$2495
Eleventy
Mélange Cashmere Baseball Cap
$495
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Polo Ralph Lauren
Relaxed Fit Cotton Chinos
$228
Polo Ralph Lauren
Waffle Knit Linen Sweater
$328
Thom Browne
Signature 4-Bar Virgin Wool Cardigan
$1520
Kiton
Check Cashmere Sport Jacket
$11695
Kiton
Houndstooth Cashmere Sport Jacket
$11495
Brunello Cucinelli
Basic Fit Oxford Cotton Button-Down Shirt
$870
Kiton
Cashmere-Blend Sport Jacket
$11695
Thom Browne
Oxford Rose 4-Bar Shirt
$1050
Kiton
Mélange Cashmere Sweater
$2995
Brunello Cucinelli
Waffle Knit Cashmere Polo
$3350
Ferragamo
Fermin Polished Leather Cap-Toe Oxfords
$1210
Paul & Shark
Check Cotton Sport Shirt
$320
Patrick Assaraf
Mélange Merino Wool V Neck Sweater
$225
Ferragamo
Calf Leather Penny Loafers
$1070
Paul & Shark
Check Cotton Sport Shirt
$345
Samuelsohn
Gingham Wool-Blend Sport Jacket
$1595
Patrick Assaraf
Mélange Merino Wool V Neck Sweater
$225
Polo Ralph Lauren
Polo Bear Wool Sweater
$495
Patrick Assaraf
Merino Wool V Neck Sweater
$225
Paul & Shark
Check Cotton-Blend Sport Shirt
$460
Polo Ralph Lauren
Tweed Logo Cap
$188
Polo Ralph Lauren
Chambray Shirt
$228
Polo Ralph Lauren
Goat Suede Field Jacket
$1298
Brunello Cucinelli
Getlin Corduroy Cotton Pants
$1075
Barrett
Burnished Leather Commando Derbies
$850
Brunello Cucinelli
Corduroy Cotton-Cashmere Sport Jacket
$4795
Thom Browne
Oxford Armband Cotton Shirt
$970
Drake's
Regimental Stripe Patterned Silk Tie
$295
Frame
Ritual Cotton Jeans
$388
Prada
Spazzolato Leather Tassel Loafers
$1450
Montblanc
Sartorial Medium Document Case
$2265
Polo Ralph Lauren
Linen Pocket Shirt
$228
Canali
Merino Wool Knitted Sweater
$375
Paul & Shark
Cotton-Lyocell Blend Check Shirt
$390
Patrick Assaraf
Extra-Fine Merino Wool V-Neck Sweater
$225
Eleventy
Plaid Cotton Sport Shirt
$495
Briglia
Stretch-Cotton Jersey Chino Pants
$275
Patrick Assaraf
Extra-Fine Merino Wool V-Neck Sweater
$225
Briglia
Stretch-Cotton Jersey Chinos
$275
Briglia
Stretch-Cotton Jersey Chinos
$275
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Harold
Polished Leather Penny Loafers
$595
Samuelsohn
Stretch-Wool Dress Pants
$425
Brunello Cucinelli
Getlin Corduroy Cotton Pants
$1075
Samuelsohn
Stretch-Wool Dress Pants
$425
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Thom Browne
Virgin Wool Intarsia Cardigan
$1950
Varsity Headwear
Houndstooth Wool Baseball Cap
$350
Thom Browne
4-Bar Stretch Wool Jersey T-Shirt
$1010
A.P.C.
Clément Cotton Sport Shirt
$325
Polo Ralph Lauren
Madras Check Cotton Shirt
$228
Thom Browne
4-Bar Cotton Sweatshirt
$910
Polo Ralph Lauren
Cotton Long-Sleeve Polo
$228
Polo Ralph Lauren
Linen Pocket Shirt
$228
Polo Ralph Lauren
Jarrett Stretch-Cotton Chinos
$258
Polo Ralph Lauren
Cotton Chino Shorts
$188
Brunello Cucinelli
Leisure-Fit Pleated Corduroy Pants
$1550
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Thom Browne
Calf Leather Lace-Up Boots
$1780
Samuelsohn
Check Wool Sport Jacket
$1495
Brunello Cucinelli
Grain Leather Derbies
$1450
Samuelsohn
Check Stretch-Wool Blend Sport Jacket
$1595
Polo Ralph Lauren
Cotton Long-Sleeve Polo
$228
Brunello Cucinelli
Basic Fit Button-Down Cotton Oxford Shirt
$870
Polo Ralph Lauren
Cotton Quarter Button-Down Shirt
$228
Windsor
Serpo Wool-Blend Pleated Pants
$595
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$930
Windsor
Santios Shaped Fit Pleated Wool Blend Pants
$550
BOSS
Pepe Virgin Wool Dress Pants
$368
Agnona
Wool-Cashmere Jersey Crewneck Sweater
$1995
Thom Browne
Virgin Wool Textured Rugby Sweater
$1660
AG
Graduate Fit Stretch Jeans
$335
Brunello Cucinelli
Basic Fit Striped Oxford Cotton Sport Shirt
$895
Montblanc
Sartorial Saffiano Breifcase
$2300
TOM FORD
Shelton Damier Wool-Cashmere Sport Jacket
$7090
Thom Browne
Classic Calf Leather Derbies
$1650
Prada
Brushed Spazzolato Leather Loafers
$1450
Isaia
Plaid Velvet Cotton-Blend Sport Jacket
$3395
Thom Browne
4-Bar Virgin Wool Cardigan
$1520
Windsor
Serpo Shaped Fit with Slim-Fit Leg Stretch Cotton Pleated Pants
$595
Brunello Cucinelli
Basic Fit Bengal Stripe Oxford Cotton Shirt
$870
Barrett
High Shine Leather Wallabee Shoes
$850
Thom Browne
Typewriter Cloth Straight Leg Pants
$1190
Isaia
Check Stretch-Blend Sport Jacket
$4350
Isaia
Check Cashmere Sport Jacket
$6595
Isaia
Wool-Blend Pants
$995
Isaia
Wool-Blend Pants
$995
Isaia
Wool-Blend Pants
$995
Isaia
Large Houndstooth Cashmere Sport Jacket
$6495
Isaia
Check Wool-Cashmere Sport Jacekt
$4350
Isaia
Glen Check Wool Pants
$1295
Eleventy
Leather Trim Wool Baseball Cap
$395
Ralph Lauren Purple Label
Tartan Plaid Sport Jacket
$2495
Eleventy
Wool Leather Trim Baseball Cap
$395
Eleventy
Mélange Cashmere Baseball Cap
$495
Isaia
Check Cashmere Sport Jacket
$6595
Brunello Cucinelli
Mouliné Herringbone Knit Cashmere Sweater
$4195
Ralph Lauren Purple Label
Plaid Wool Sport Jacket
$2495
Eleventy
Mélange Cashmere Baseball Cap
$495
Samuelsohn
Plaid Wool-Blend Sport Jacket
$1595
Polo Ralph Lauren
Relaxed Fit Cotton Chinos
$228
Polo Ralph Lauren
Waffle Knit Linen Sweater
$328
Thom Browne
Signature 4-Bar Virgin Wool Cardigan
$1520
Kiton
Check Cashmere Sport Jacket
$11695
Kiton
Houndstooth Cashmere Sport Jacket
$11495
Brunello Cucinelli
Basic Fit Oxford Cotton Button-Down Shirt
$870
Kiton
Cashmere-Blend Sport Jacket
$11695
Thom Browne
Oxford Rose 4-Bar Shirt
$1050
Kiton
Mélange Cashmere Sweater
$2995
Brunello Cucinelli
Waffle Knit Cashmere Polo
$3350
Ferragamo
Fermin Polished Leather Cap-Toe Oxfords
$1210
Paul & Shark
Check Cotton Sport Shirt
$320
Patrick Assaraf
Mélange Merino Wool V Neck Sweater
$225
Ferragamo
Calf Leather Penny Loafers
$1070
Paul & Shark
Check Cotton Sport Shirt
$345
Samuelsohn
Gingham Wool-Blend Sport Jacket
$1595
Patrick Assaraf
Mélange Merino Wool V Neck Sweater
$225
Polo Ralph Lauren
Polo Bear Wool Sweater
$495
Patrick Assaraf
Merino Wool V Neck Sweater
$225
Paul & Shark
Check Cotton-Blend Sport Shirt
$460