We may earn money from the companies mentioned in this products affiliate post.
It has finally arrived: The official start of the holiday shopping season. We know you’re on the hunt for the perfect gift for everyone on your list (and maybe something extra for yourself) so we’ve put together a collection of some of our favorite comfortable shoes—at prices you won’t be able to resist.
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Kenneth Cole Reaction Men’s Wise Guy Slip On Sneaker$98.0$49.0 -
Kenneth Cole Reaction Men’s Wise Guy Slip On Sneaker$98.0$49.0 -
Donald J Pliner Men’s Broy Dress Loafer$230.0$69.0 -
Steve Madden Men’s Winlock Dress Loafer$115.0$45.0 -
Steve Madden Men’s Winlock Dress Loafer$115.0$45.0 -
Sebago Men’s Tirso Driver$160.0$79.0 -
Kenneth Cole New York Men’s High Chair Loafer$178.0$55.0 -
Winthrop Men’s Kellen Slip On Sneaker$79.0$35.0 -
Steve Madden Men’s Wyndsor Dress Slip On Moc$115.0$45.0 -
Steve Madden Men’s Wyndsor Dress Slip On Moc$115.0$45.0 -
PUMA Men’s Xt2+ Snow Splatter Pack Sneaker$100.0$29.0 -
Steve Madden Men’s Sweeney Bit Driver$120.0$55.0 -
Tommy Hilfiger Men’s Slip-On Loafer$80.0$38.0 -
Blackstone Men’s Hightop Sneaker$229.0$69.0 -
Steve Madden Men’s Trainer Dress Loafer$90.0$39.0 -
Tretorn Men’s Skymra Mid Hi-Top Casual Sneaker$160.0$59.0 -
Tretorn Men’s Skymra Mid Hi-Top Casual Sneaker$160.0$59.0 -
Tretorn Men’s Skymra Mid Hi-Top Casual Sneaker$160.0$59.0 -
Kenneth Cole New York Men’s First Chair Dress Loafer$158.0$75.0 -
Kenneth Cole New York Men’s First Chair Dress Loafer$158.0$75.0 -
Kenneth Cole New York Men’s High Chair Loafer$178.0$55.0 -
Winthrop Men’s Ambrose Penny Loafer Dress Shoe$94.0$45.0 -
Winthrop Men’s Ambrose Penny Loafer Dress Shoe$94.0$45.0 -
Bacco Bucci Men’s Elio Moc Toe Penny Driver$180.0$59.0 -
Bacco Bucci Men’s Elio Moc Toe Penny Driver$180.0$59.0 -
John Varvatos Men’s Star Driver$198.0$95.0 -
Winthrop Men’s Wilson Contrast Penny Loafer Driver$79.0$35.0 -
Steve Madden Men’s Sutter Dress Loafer$90.0$39.0 -
Fila Men’s Original Tennis Sneaker$75.0$35.0 -
Kenneth Cole Reaction Men’s Word Is Out Dress Loafer$118.0$59.0 -
Bacco Bucci Men’s Mancuso Casual Loafer with Tassel$255.0$75.0 -
Bacco Bucci Men’s Mancuso Casual Loafer with Tassel$255.0$75.0 -
Winthrop Men’s James Plain Driver$79.0$35.0 -
Kenneth Cole Reaction Men’s Stick Around Loafer with Bit$170.0$75.0 -
Donald J Pliner Men’s Dress Loafer$198.0$59.0 -
Kenneth Cole New York Men’s Fan-Cified Dress Loafer$158.0$69.0 -
Kenneth Cole New York Men’s Fan-Cified Dress Loafer$158.0$69.0 -
Kenneth Cole New York Men’s Total Amount Loafer$158.0$65.0 -
Kenneth Cole New York Men’s Home Base Dress Loafer$158.0$67.0 -
Kenneth Cole New York Men’s Pop The Cork Loafer$158.0$65.0 -
Sebago Men’s Tirso Driver$160.0$79.0 -
Steve Madden Men’s Sketch Dress Loafer$90.0$39.0 -
Steve Madden Men’s Ferrow Casual Loafer$90.0$49.0 -
Steve Madden Men’s Ferrow Casual Loafer$90.0$49.0 -
STEVE MADDEN Men’s Kinndle Slip On Dress Bit$100.0$35.0 -
Kenneth Cole Reaction Men’s F-Ram-E Dress Slip-On Loafer$118.0$49.0 -
Kenneth Cole Reaction Men’s F-Ram-E Dress Slip-On Loafer$118.0$49.0 -
Kenneth Cole New York Men’s Big Brand Hightop Sneaker$158.0$45.0 -
Steve Madden Men’s Actionn Moc Driver$90.0$45.0 -
Steve Madden Men’s Actionn Moc Driver$90.0$45.0 -
Kenneth Cole Reaction Men’s Strong Bunch Dress Loafer$108.0$47.0 -
Kenneth Cole Reaction Men’s Strong Bunch Dress Loafer$108.0$47.0 -
Steve Madden Men’s Cirka Dress Bit Loafer$80.0$29.0 -
Ben Sherman Men’s Matt Canvas Loafer$155.0$95.0 -
Steve Madden Men’s Cal Dress Bit Loafer$90.0$25.0 -
Andrew Marc New York Men’s Carnegie Dress Loafer$128.0$63.0 -
Steve Madden Men’s Kingsly Dress Loafer$90.0$46.0 -
Steve Madden Men’s Kaptive Dress Loafer$100.0$46.0 -
Donald J Pliner Men’s Vian Casual Penny Loafer$225.0$65.0 -
Steve Madden Men’s Kevlar Dress Loafer$90.0$29.0 -
Kenneth Cole Reaction Men’s Stick Shift Penny Loafer$170.0$75.0 -
STEVE MADDEN Men’s Draftt Wing Tip Slip On$115.0$55.0 -
STEVE MADDEN Men’s Draftt Wing Tip Slip On$115.0$55.0 -
Kenneth Cole Reaction Men’s Flat Top Casual Loafer$98.0$49.0 -
Kenneth Cole Reaction Men’s Slow Jamz Loafer$118.0$59.0 -
Kenneth Cole Reaction Men’s Seal The Deal Loafer$108.0$49.0 -
Kenneth Cole Reaction Men’s Seal The Deal Loafer$108.0$49.0 -
Fila Men’s Materialites Sneaker$100.0$47.0 -
Andrew Marc Men’s West End Loafer$148.0$59.0 -
Andrew Marc Men’s West End Loafer$148.0$59.0 -
Andrew Marc Men’s Eugene Slip On Boot$198.0$79.0 -
Kenneth Cole New York Men’s Pop The Cork Loafer$158.0$65.0 -
Kenneth Cole Reaction Men’s Search Casual Loafer$98.0$49.0 -
PUMA Men’s Xt2+ 3M Snow Pack Sneaker$100.0$42.0 -
Sebago Men’s Trenton Casual Penny Loafer$140.0$59.0 -
Ben Sherman Men’s Ron Lowtop Sneaker$75.0$25.0 -
Ben Sherman Men’s Ron Lowtop Sneaker$75.0$25.0 -
Ben Sherman Men’s Ron Lowtop Sneaker$75.0$25.0 -
Ben Sherman Men’s Ron Lowtop Sneaker$75.0$25.0 -
Kenneth Cole Reaction Men’s By The Bay Loafer$118.0$55.0 -
Kenneth Cole Reaction Men’s Common Ground Loafer$118.0$55.0 -
Kenneth Cole Reaction Men’s Common Ground Loafer$118.0$55.0 -
Tretorn Men’s Nylite Vax Casual Sneaker$80.0$25.0 -
Ben Sherman Men’s Percy Hightop Sneaker$75.0$25.0 -
Ben Sherman Men’s Percy Hightop Sneaker$75.0$25.0 -
Donald J Pliner Men’s Eton Casual Linen Loafer$210.0$55.0 -
Ben Sherman Mens Matt Loafer$155.0$89.0 -
Ben Sherman Mens Matt Loafer$155.0$89.0 -
Sebago Men’s Trenton Casual Penny Loafer$140.0$59.0 -
Kenneth Cole New York Men’s Total Amount Loafer$158.0$65.0 -
DC Shoes Men’s Sceptor Casual Sneaker$80.0$35.0 -
Donald J Pliner Men’s Dekel Casual Penny Driver$185.0$49.0 -
Donald J Pliner Men’s Dekel Casual Penny Driver$185.0$49.0 -
Sebago Men’s Trenton Casual Penny Loafer$140.0$55.0 -
RW by Robert Wayne Men’s Aaron Split Toe Loafer$60.0$29.0 -
Kenneth Cole Reaction Men’s Plug Of War Le Penny Loafer$198.0$88.0 -
Original Penguin Men’s Rave Sneaker$99.0$45.0 -
Steve Madden Men’s Cooler Casual Loafer$60.0$29.0 -
New Balance Men’s Casual Sneaker$110.0$49.0 -
Sebago Men’s Wicklow Moccasin Loafer$135.0$55.0 -
G. H. Bass Men’s Bradford Loafer$129.0$55.0 -
G. H. Bass Men’s Bradford Loafer$129.0$55.0 -
Fila Men’s Black Out Sneaker$97.0$45.0 -
PUMA Men’s Bmw Ms Mch Motorsport Sneaker$100.0$42.0 -
Original Penguin Men’s Ernie Sneaker$100.0$50.0 -
Kenneth Cole Reaction Men’s Proud Bunch Loafer$108.0$49.0 -
Tommy Hilfiger Men’s Mustang Slip On Sneaker$70.0$31.0 -
Kenneth Cole Reaction Men’s Suit Up Tuxedo Loafer$118.0$55.0 -
Ben Sherman Men’s Franklin Slip-On Sneaker$75.0$25.0 -
Ben Sherman Men’s Franklin Slip-On Sneaker$75.0$25.0 -
Tretorn Men’s Nylite Chambray Casual Sneaker$75.0$27.0 -
New Balance Men’s Minimus Sneaker$100.0$49.0 -
Original Penguin Men’s Penny Loafer$165.0$75.0 -
Creative Recreation Men’s Vito Lo Low-Top Sneaker$85.0$35.0 -
Sebago Men’s Grant Loafer$130.0$65.0 -
Puma Men’s Ignite Powercool Running Sneaker$110.0$45.0 -
Ben Sherman Men’s Jenson Slip On Loafer$85.0$45.0 -
Puma Men’s Carson Runner Mid Mesh Sneaker$70.0$37.0 -
Steve Madden Men’s Hannigan Leather Driver$100.0$49.0 -
Kenneth Cole Reaction Men’s Dew It Better Loafer with Bit$98.0$45.0 -
Kenneth Cole Reaction Men’s Dew It Better Loafer with Bit$98.0$45.0 -
Tretorn Men’s Rodlera Suede Casual Sneaker$120.0$45.0 -
Kenneth Cole New York Men’s Base Down Hightop Sneaker$138.0$39.0 -
Kenneth Cole Reaction Men’s After Market Casual Slip-On Loafer$98.0$43.0 -
Tretorn Men’s Rodlera Canvas Casual Sneaker$100.0$35.0 -
Tretorn Men’s Rodlera Canvas Casual Sneaker$100.0$35.0 -
Woolrich Mens Millwright Leather/Wool Boot$60.0$26.0 -
Woolrich Mens Millwright Leather/Wool Boot$60.0$26.0 -
RW by Robert Wayne Men’s Remy Stitch Down Loafer$70.0$29.0 -
Steve Madden Men’s Hoist Casual Loafer$65.0$29.0 -
Kenneth Cole Reaction Men’s Busy-Ness Loafer with Bit$118.0$49.0 -
Kenneth Cole Reaction Men’s Busy-Ness Loafer with Bit$118.0$49.0 -
Kenneth Cole Reaction Men’s After Hours Driving Loafer$98.0$49.0 -
PUMA Men’s Bmw Ms Ignite Leather Motorsport Sneaker$90.0$38.0 -
Steve Madden Men’s Nickson Driver$90.0$35.0 -
Ben Sherman Men’s Eddie Casual Sneaker$75.0$25.0 -
Ben Sherman Men’s Eddie Casual Sneaker$75.0$25.0 -
Tommy Hilfiger Men’s Mustang Slip On Sneaker$70.0$31.0 -
Donald J Pliner Men’s Vinco4 Penny Driver$225.0$59.0 -
Donald J Pliner Men’s Vinco4 Penny Driver$225.0$59.0 -
Donald J Pliner Men’s Denton Driver$185.0$89.0 -
Donald J Pliner Men’s Denton Driver$185.0$89.0 -
Donald J Pliner Men’s Denton Driver$185.0$89.0 -
Kenneth Cole New York Men’s Van-Tage Point Loafer$158.0$65.0 -
Ben Sherman Men’s Prill Slip On 2 Espadrille$75.0$39.0 -
Ben Sherman Men’s Prill Slip On 2 Espadrille$75.0$39.0 -
PUMA Men’s Trinomic XS 850 Mid Rugged High-Top Sneaker$110.0$35.0 -
Tretorn Men’s Tournament Net Casual Sneaker$70.0$25.0 -
Tretorn Men’s Tournament Net Casual Sneaker$70.0$25.0 -
Tretorn Men’s Tournament Net Casual Sneaker$70.0$25.0 -
Tretorn Men’s Tournament Net Casual Sneaker$70.0$25.0 -
Alessandro Monelli Men’s Jack Driver With Bit$60.0$9.0 -
Alessandro Monelli Men’s Jack Driver With Bit$60.0$9.0 -
Alessandro Monelli Men’s Jack Driver With Bit$60.0$9.0 -
Alessandro Monelli Men’s Jack Driver With Bit$60.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$42.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$9.0 -
Volley Men’s Lowtop Sneaker$40.0$55.0 -
PUMA Men’s Bmw Ms Mch Motorsport Sneaker$100.0$33.0 -
Volley Men’s Lowtop Sneaker$40.0$60.0 -
Volley Men’s Lowtop Sneaker$40.0$33.0 -
New Balance Men’s Running Sneaker$130.0$89.0 -
PUMA Men’s GV Special Basic Sport Sneaker$65.0$39.0 -
Ben Sherman Men’s Pril Espadrille$85.0$27.0 -
Creative Recreation Men’s Lacava Sneaker$80.0$69.0 -
Donald J Pliner Men’s Gregg Casual Venetian Loafer$295.0$89.0 -
Sebago Men’s Wicklow Penny Loafer$135.0$49.0 -
Tommy Hilfiger Men’s Kel Casual Loafer$70.0$47.0 -
Bacco Bucci Men’s Zola Casual Sneaker$235.0$55.0 -
Donald J Pliner Men’s Vieto Driver$130.0$29.0 -
New Balance Men’s Running Sneaker$110.0$26.0 -
PUMA Men’s Bmw Ms Evospeed 1.3 Ultra Motorsport Sneaker$110.0$75.0 -
Donald J Pliner Men’s Eton Casual Linen Loafer$210.0$39.0 -
Creative Recreation Men’s Dicoco Lo X Low-Top Sneaker$70.0$29.0 -
RW by Robert Wayne Men’s Fred Moc Toe Loafer$60.0$39.0 -
Donald J Pliner Men’s Vinco3 Driver$125.0$39.0 -
Creative Recreation Men’s Adonis Hightop Sneaker$125.0$39.0 -
Woolrich Men’s Dock Casual Slip-On Sneaker$80.0$39.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$39.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$49.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$29.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$29.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$49.0 -
Ben Sherman Men’s Buster Slip-On Sneaker$85.0$24.0 -
Ben Sherman Men’s Otis Chukka Sneaker$110.0$39.0 -
Ben Sherman Men’s Otis Chukka Sneaker$60.0$25.0 -
New Balance Men’s Running Sneaker$88.0$25.0 -
Alessandro Monelli Men’s Patrick Penny Driver$75.0$29.0 -
WesC Men’s Low Top Slip On Sneaker$75.0$29.0 -
Ben Sherman Men’s Conall Lowtop Sneaker$75.0$33.0 -
Ben Sherman Men’s Conall Lowtop Sneaker$70.0$35.0 -
Puma Men’s Court Star Citi Series Nbk Sneaker$65.0$35.0 -
Puma Men’s G. Vilas Sneaker$80.0$35.0 -
PUMA Men’s GV Special Basic Sport Sneaker$79.0$29.0 -
DC Shoes Men’s Council Mid Casual Sneaker$65.0$25.0 -
Winthrop Men’s Wilson Penny Loafer Driver$75.0$25.0 -
Puma Men’s Aril Sneaker$75.0$25.0 -
Creative Recreation Men’s Vito Lo Low-Top Sneaker$70.0$33.0 -
Ben Sherman Men’s Knox Sneaker$85.0$63.0 -
Woolrich Men’s Strand Casual Sneaker$80.0$21.0 -
Creative Recreation Men’s Vito Lo Low-Top Sneaker$115.0$35.0 -
PUMA Men’s Trinomic R698 Sneaker$45.0$47.0 -
Florsheim Men’s Tuscany Loafer with Bit$120.0$15.0 -
Quiksilver Men’s Compass Slip On Sneaker$110.0$25.0 -
PUMA Men’s Gigante Mid Motorsport High-Top Sneaker$45.0$29.0 -
Rockport Men’s Rocstride Casual Sneaker$75.0$55.0 -
Volley Men’s Hightop Sneaker$75.0$9.0 -
Creative Recreation Men’s Dicoco Lo X Low-Top Sneaker$108.0$9.0 -
Puma Men’s Court Star Citi Series Nbk Sneaker$40.0$27.0 -
Kenneth Cole Reaction Men’s Think Ahead Suede Driver$40.0$25.0 -
Volley Men’s Lowtop Sneaker$65.0$69.0 -
Volley Men’s Lowtop Sneaker$70.0$69.0 -
Tommy Hilfiger Men’s Andy Slip On Sneaker$235.0$69.0 -
Creative Recreation Men’s Lacava Sneaker$235.0$37.0 -
Donald J Pliner Men’s Vinco Driver$235.0$49.0 -
Donald J Pliner Men’s Veba4 Penny Driver with Bit$90.0$28.0 -
Donald J Pliner Men’s Veba4 Penny Driver with Bit$110.0$35.0 -
Creative Recreation Men’s Turino Low-Top Sneaker$65.0$69.0 -
New Balance Men’s Running Sneaker$85.0$25.0 -
DC Men’s Court Graffik Sneaker$168.0$58.0 -
DC Men’s Spartan Hightop WC TX SE Sneaker$90.0$29.0 -
Kenneth Cole New York Men’s Stick Out Loafer$120.0$28.0 -
Creative Recreation Men’s Cesario Lo Xvi Low-Top Sneaker$65.0$55.0 -
New Balance Men’s MX1211 Sneaker$65.0$55.0 -
PUMA Men’s Suede Athletic Sneaker$135.0$27.0 -
DC Men’s Court Graffik Sneaker$135.0$27.0 -
Puma Men’s Becker Leather Midtop Sneaker$75.0$50.0 -
Puma Men’s Becker Leather Midtop Sneaker$65.0$33.0 -
Tretorn Men’s Skymra Canvas Casual Sneaker$115.0$69.0 -
Tommy Hilfiger Men’s Andy Slip On Sneaker$65.0$19.0 -
New Balance Men’s Fitness Sneaker$235.0$89.0 -
PUMA Men’s Suede Mid Classic+ Sneaker$44.0$29.0 -
Bacco Bucci Men’s Mancini Casual Sneaker$140.0$29.0 -
Burnetie Men’s High Top Casual Sneaker$75.0$29.0 -
Donald J Pliner Men’s Veba2 Driver$80.0$85.0 -
Puma Men’s Court Star Citi Series Nbk Sneaker$70.0$75.0 -
Puma Men’s Tech Sala 76 Urban Fair Isle Sneaker$198.0$35.0 -
Puma Men’s G. Vilas Sneaker$245.0$29.0 -
John Varvatos Men’s Star Clipper Zip Venetian Loafer$118.0$75.0 -
Donald J Pliner Men’s Veba Driver$100.0$34.0 -
Kenneth Cole New York Men’s Down N Up Low Casual Sneaker$135.0$33.0 -
Creative Recreation Men’s Prio Lowtop Sneaker$80.0$25.0 -
Donald J Pliner Men’s Veba2 Driver$80.0$62.0 -
DC Men’s Spartan Hightop WC Sneaker$90.0$29.0 -
DC Men’s Cole Lite Sneaker$145.0$19.0 -
Creative Recreation Men’s Cesario Lo Xvi Low-Top Sneaker$70.0$19.0 -
Von Dutch Men’s Screwdriver Chukka Sneaker$44.0$55.0 -
PUMA Men’s Suede Mis-Match Sneaker$44.0$19.0 -
Burnetie Men’s Ox X Low Top Casual Sneaker$135.0$25.0 -
Burnetie Men’s High Top Casual Sneaker$65.0$35.0 -
Puma Men’s Becker Leather Midtop Sneaker$70.0$29.0 -
Tommy Hilfiger Men’s Mitch2 Sneaker$128.0$29.0 -
Woolrich Men’s Dock Casual Slip-On Sneaker$100.0$33.0 -
SeaVees Men’s Army Issue Bomber Hightop Sneaker$98.0$25.0 -
Creative Recreation Men’s Prio Lowtop Sneaker$90.0$29.0 -
Kenneth Cole Reaction Men’s Getting Tip-Sy Suede Loafer$75.0$27.0 -
Columbia Men’s Powervent Sneaker$65.0$26.0 -
Tretorn Men’s Skymra Canvas Casual Sneaker$60.0$26.0 -
Creative Recreation Men’s Prio Low-Top Sneaker$70.0$25.0 -
Alessandro Monelli Men’s Seth Penny Loafer$65.0$25.0 -
Creative Recreation Men’s Dicoco Lo X Low-Top Sneaker$75.0$19.0 -
Creative Recreation Men’s Cesario Lo Xvi Low-Top Sneaker$88.0$31.0 -
Burnetie Men’s Mid Knight Chukka Sneaker$44.0$25.0 -
Andrew Marc Men’s Wythe Chukka Sneaker$75.0$69.0 -
Burnetie Men’s High Top Casual Sneaker$68.0$59.0 -
DC Men’s Static Sneaker$158.0$40.0 -
Creative Recreation Men’s Cesario Lo Xvi Low-Top Sneaker$118.0$38.0 -
Kenneth Cole New York Men’s Bling-Able Dress Loafer$80.0$29.0 -
Kenneth Cole New York Men’s Pass The Bar Driving Loafer$100.0$28.0 -
Timberland Men’s Kick Around Low Moccasin Casual Loafer$98.0$ -
Creative Recreation Men’s Moretti Hightop Sneaker$60.0$ -
Kenneth Cole Reaction Men’s After A Bit Driver$$ -
Deer Stags Men’s Fit Dress Split Toe Loafer$$
