- SAVE $43.36$26.63$69.99Alfani Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's - BordeauxMacy's
- SAVE $43.36$26.63$69.99Sun + Stone Men's Hawkes Pull-On Chelsea Boots, Created for Macy's - GreyMacy's
- $23.10and upTotes Women's Everywear Chelsea Ankle Rain Boots - BlackMacy's & 2 more
- $27.73and upBCBGeneration Women's Boxxa Chelsea Bootie - BlackMacy's & 1 more
- SAVE $55.60$83.40$139.00BCBGeneration Women's Boxxa Chelsea Bootie - StoneMacy's
- $79.99and upbcbg Boxxa Block Heel Chelsea Boot in Sugar Almond at Nordstrom, Size 5Nordstrom & 1 more
- $96.99Rag & Co Molina Women's Leather High Heel Chelsea Boots, Size: 10, WhiteKohl's
- SALESUREWAY Mens Western Cowboy Boots Square Toe,All-Weather Rugged Slip On Work/Casual/Dress Boots Pull-On Chelsea Boots/Shoes for Men,Built for Ultimate Comfort & DurabilityAmazonć»Sale
- SAVE $111.07$73.93$185.00Calvin Klein Men's Fenwick Pull On Chelsea Boots - Medium BrownMacy's
- SAVE $59.25$19.75$79.00Madden Girl Kween Chelsea Boots, 7MBelk
- SAVE $45.50$24.50$70.00Jbu Men's Water Resistant Marsh Chelsea Duck Shoes - Dark Brown, BeigeMacy's
- SAVE $55.67$13.83$69.50Wild Pair Brooklan Chelsea Booties, Created for Macy's - Black with Red SoleMacy's
- SAVE $60.00$20.00$80.00True Craft Joyrider Chelsea Boots, 11MBelk
- SAVE $52.00$27.99$79.99Nautica Men's Wuzer Chelsea Boots - BrownMacy's
- SAVE $54.07$35.93$90.00Madden Men Men's Maxxin Mid Height Chelsea Boot - BlackMacy's
- SALEMens Work Boots Steel Toe Chelsea Safety Boots Cow Leather Waterproof Lightweight Working ShoesAmazonć»Sale
- SAVE $54.07$35.93$90.00Madden Men Men's Maxxin Mid Height Chelsea Boot - WineMacy's
- SAVE $180.03$99.97$280.00Hudson Tall Leather Chelsea BootBanana Republic
- $69.98and upKeds The Platform Chelsea Lug (Taupe Suede) Women's BootsZappos & 1 more
- $68.99and upKeds Chelsea Platform HighTop Sneaker | Women's | Black | Size 5 | SneakersDSW Designer Shoe Warehouse & 2 more
- SAVE $115.42$83.58$199.00The Men's Store at Bloomingdale's Men's Chelsea Boots - 100% ExclusiveBloomingdale's
- SAVE $59.25$19.75$79.00Madden Girl Kween Chelsea Boots, 9.5MBelk
- SAVE $56.25$18.75$75.00Ocean + Coast Menard Chelsea Boots, Grey, 11MBelk
- SALEJousen Chelsea Boots Casual Slip On Ankle Waterproof Mens BootsAmazonć»Sale
- $51.93and upStacy Adams Men's Maury Cap Toe Chelsea Boots - BlackMacy's & 2 more
- SAVE $71.50$38.50$110.00Jbu Men's Kai Slip & Water-Resistant Chelsea Boot - BlackMacy's
- SAVE $54.07$35.93$90.00Madden Men Men's Maxxin Mid Height Chelsea Boot - Light Taupe SuedeMacy's
- SAVE $38.75$11.24$49.99Sonoma Goods For LifeĀ® Brantlee Women's Chelsea Boot, Size: 5, BrownKohl's
- $85.00Cliffs by White Mountain Mastery Women's Chelsea Boots, Size: 6.5, GreyKohl's
- SAVE $44.70$104.30$149.00Vintage Foundry Co Men's Roberto Chelsea Boots - TanMacy's
- SAVE $96.07$63.93$160.00Steve Madden Men's Sully Chelsea Boots - TanMacy's
- SALEArkbird Mens Chelsea Boots, Stylish and Comfort Leather Chukka Ankle Boots with ZipperAmazonć»Sale
- SAVE $59.70$139.30$199.00Boss Men's Colby Leather Chelsea Slip On Boot - BlackMacy's
- SAVE $59.25$19.75$79.00Jellypop Shelley Chelsea Booties, 9MBelk
- $65.00Women's Chelsea Rain Boot - BlackMacy's
- $65.00and upChooka Waterproof Chelsea Rain Boot in Taupe at Nordstrom, Size 6Nordstrom & 1 more
- $65.00and upWomen's Chelsea Rain Boot - OliveMacy's & 1 more
- $47.24and upVance Co Mens Landon Stacked Heel Chelsea Boots, 9 1/2 Medium, BrownJCPenney & 1 more
- SAVE $29.75$55.24$84.99Vance Co. Landon Men's Chelsea Boots, Size: 7 Wide, BlueKohl's
- SALEVepose Women's 9607 Chelsea Ankle Boots Pull-On Booties for WomenAmazonć»Sale
- SAVE $58.00$42.00$100.00Easy Street Women's Sure thing Slip Resistant Chelsea Boots - Biscuit Suede LeatherMacy's
- SAVE $30.05$109.95$140.00Orthofeet Women's Orthopedic Dark Cherry Leather Chelsea Loafer, Size 10 WideAmazon
- SAVE $69.01$29.99$99.00Women's Eco Bay Knit Chelsea Boots Frost Gray 6(B) L.L.BeanL.L.Bean
- $128.00French Connection Women's Penny Chelsea Block Heel Boots - BlackMacy's