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- $24.95NHL Chicago Blackhawks Spirit WatchAmazon
- SAVE $8.09$36.86$44.95Timex TWZFBEAYA NFL Recruit Chicago Bears WatchAmazon
- $33.61and upTimex Men's NHL Citation 42mm Watch – Chicago Blackhawks with Stainless Steel Expansion BandAmazon & 1 more
- $44.95Timex Tribute TWZHBLAYA NHL Recruit Chicago Blackhawks WatchAmazon
- $56.24and upMen's Timex Chicago Bears Citation WatchOfficial NFL Shop & 1 more
- $84.99Timex Men's TWZFBEAMM NFL Acclaim Chicago Bears WatchAmazon
- SAVE $8.99$35.96$44.95Timex Men's TWZFBEAMB NFL Clutch Chicago Bears WatchAmazon
- $64.95Timex Men's TWZFBEAME NFL Gamer Chicago Bears WatchAmazon
- $77.27Timex Tribute Men's NFL Weekender Chrono 40mm Watch – Chicago Bears with Tan Genuine Leather Slip-Thru StrapAmazon
- $50.08Timex Tribute Men's TWZHBLAMF NHL Gamer Chicago Blackhawks WatchAmazon
- $63.74and upMen's Timex Chicago Blackhawks Acclaim WatchNHL Shop & 5 more
- $28.50Rico Industries WTSPI5301 MLB Chicago Cubs Spirit Watch, BlackAmazon
- SAVE $28.29$70.71$99.00Timex Men's Chicago 45mm TW2V29000VQ Quartz WatchAmazon
- SAVE $22.33$96.67$119.00Timex Men's Chicago Chronograph 45mm Watch – Black Dial & Case with Black Leather StrapAmazon
- SAVE $15.00$89.95$104.95Game Time Chicago White Sox Men's Watch - MLB Two-Tone Competitor Series, Officially LicensedAmazon
- SAVE $9.17$119.83$129.00Timex Men's Chicago Chronograph 45mm Watch – Silver-Tone Case Black Dial with Stainless Steel BraceletAmazon
- $98.89Invicta NHL Chicago Blackhawks Quartz Black Dial Men's Watch 42315Amazon
- $64.95Game Time Chicago White Sox Men's Gift Set - MLB Watch and Wallet Combo, Officially LicensedAmazon
- SAVE $50.00$149.99$199.99Chicago Maroons Gold-Tone Stainless Steel Watch with Black LeatherFanatics
- $41.24and upTimex Chicago Bears Rivalry WatchFanatics & 1 more
- $94.99Vintage International Harvester Dual Globe Watch Fob ChicagoEtsy
- $19.992 Brand New in Original Boxes - Watches From Avon 2-Tone Link Watch & Sport Champions Watch-Chicago Bulls Bag No 577Etsy
- $63.74and upMen's Timex Chicago Cubs Acclaim WatchFanatics & 1 more
- SAVE $11.25$33.74$44.99Men's Timex Chicago Cubs Clutch WatchFanatics
- $56.24and upMen's Timex Chicago Cubs Citation WatchFanatics & 1 more
- $99.00Men's Chicago Leather Strap Watch - Black Silver ToneSaks Fifth Avenue
- $149.00Men's Chicago Stainless Steel Bracelet Watch/45MM - BlackSaks Fifth Avenue
- SAVE $56.25$168.74$224.99Women's Fossil Navy Chicago Maroons Jacqueline Leather WatchFanatics
- $239.99Men's Fossil Brown Chicago Cubs Minimalist Leather WatchFanatics
- $259.99Women's Black Chicago Cubs Stainless Steel Watch with Leather BandFanatics
- SAVE $58.75$176.24$234.99Women's Fossil Silver Chicago Maroons Jacqueline Stainless Steel WatchFanatics
- $259.99Women's Fossil Silver Chicago Cubs Scarlette Stainless Steel WatchFanatics
- $239.99Men's Fossil Brown Chicago White Sox Minimalist Leather WatchFanatics
- $269.99Men's Fossil Black Chicago Cubs Minimalist Stainless Steel WatchFanatics
- $239.99Women's Fossil Gold/Navy Chicago White Sox Jacqueline Leather WatchFanatics
- SAVE $56.25$168.74$224.99Women's Fossil Pink Chicago Maroons Jacqueline Date Blush Leather WatchFanatics
- $269.99Men's Fossil Gray Chicago Cubs Minimalist Smoke Stainless Steel WatchFanatics
- SAVE $51.25$153.74$204.99Women's Chicago Maroons Silver-Tone Dial Stainless Steel Quartz WatchFanatics
- SAVE $57.50$172.49$229.99Women's Fossil Silver Chicago Maroons Scarlette Mini Three-Hand Date WatchFanatics
- $269.99Men's Fossil Gray Chicago White Sox Minimalist Smoke Stainless Steel WatchFanatics
- $259.99Women's Fossil Silver Chicago White Sox Scarlette Two-Tone Stainless Steel WatchFanatics
- $34.0070S Sweda Wrist Watch Genuine Leather Black Band T.p.a. Chicago Chapter #1 in Original Box UnusedEtsy
- $1,496.00Oris Sixty-Five Social Club Chicago Automatic White Dial Black Leather Strap Men's Watch 01 733 7707 4051 OSC-CHI-Set 01 733 7707 4051 OSC-CHI-SetWatchMaxx.com
- $19.99Chicago City Flag Printed Watch Strap Compatible with Replacement IWatch Band 38-40mm 42-44mmAmazon
- $31.95MLB Chicago Cubs Charm Watch, SilverAmazon
- SAVE $10.00$39.95$49.95Timex Men's NHL Pride 40mm Watch – Chicago Blackhawks with Black FastWrap StrapAmazon
- $39.95Timex Men's NFL Pride 40mm Watch – Chicago Bears with Black FastWrap StrapAmazon
- $54.95Timex Tribute Unisex NHL Rivalry 33mm Watch – Chicago Blackhawks with Black FastWrap StrapAmazon
- $41.48Timex Tribute Men's NFL Scout 40mm Watch – Chicago Bears with Black Fabric StrapAmazon
- $69.95Timex Tribute Men's NFL Takeover 42mm Watch – Chicago Bears with Black Resin StrapAmazon
- $27.83TIMEX Women's NHL Weekender 38mm Watch – Chicago Blackhawks with White Fabric Slip-Thru StrapAmazon
- $44.47TIMEX Women's NFL Weekender 38mm Watch – Chicago Bears with White Fabric Slip-Thru StrapAmazon
- $59.95Timex Tribute Men's NHL Easy Reader 38mm Watch – Chicago Blackhawks with Black Leather StrapAmazon
- $59.95Timex Tribute Men's NFL Easy Reader 38mm Watch – Chicago Bears with Black Leather StrapAmazon
- $39.99Game Time Chicago Bears CUSTOM HD Watch Band Compatible with Apple Watch (38/40/41mm Long Navy)Amazon
- $39.99Game Time Chicago Cubs Champion Series HD Watch Band Compatible with Apple Watch (38/40/41mm Long)Amazon
- $39.99Game Time Chicago Cubs Champion Series HD Watch Band Compatible with Apple Watch (42/44/45mm Short)Amazon
- $29.95Game Time Chicago Bears Quick Change HD Watch Band Compatible with Samsung and More (Stripes 20mm Long)Amazon
- $29.95Game Time Chicago Cubs Quick Change HD Watch Band Compatible with Samsung and More (Random 20mm Long)Amazon
- $29.99and upChicago Bears Silicone Apple Watch BandFanatics & 1 more