$29.99and up
Chicago Bears Silicone Apple Watch BandFanatics & 2 more$29.99and up
Chicago Bears Silicone Apple Watch BandFanatics & 1 more$29.99and up
Chicago Bears Silicone Apple Watch BandFanatics & 1 more$29.99and up
Chicago Cubs Silicone Apple Watch BandFanatics & 1 moreSAVE $10.00
$29.99$39.99
Chicago Cubs Silicone Apple Watch BandFanaticsSAVE $10.00
$29.99$39.99
Chicago Cubs Silicone Apple Watch BandFanatics$29.99and up
Chicago Bears Silicone Apple Watch BandFanatics & 2 more$69.99
Chicago Fire Leather Apple Watch BandFanatics$29.99and up
Chicago Cubs Silicone Apple Watch BandFanatics & 1 moreSAVE $10.00
$29.99$39.99
Chicago White Sox Silicone Apple Watch BandFanatics$29.99and up
Chicago White Sox Silicone Apple Watch BandFanatics & 1 more$29.99and up
Chicago White Sox Silicone Apple Watch BandFanatics & 1 more$29.99and up
Chicago Cubs Debossed Silicone Apple Watch BandFanatics & 1 more$29.99and up
Chicago White Sox Debossed Silicone Apple Watch BandFanatics & 1 moreSAVE $10.00
$29.99$39.99
Chicago White Sox Debossed Silicone Apple Watch BandFanaticsSAVE $10.00
$29.99$39.99
Chicago Cubs 42/44/45mm Apple Watch Sports BandFanaticsSAVE $10.00
$29.99$39.99
Chicago Cubs 38/40/41mm Apple Watch Sports BandFanaticsSAVE $50.00
$149.99$199.99
Chicago Maroons Gold-Tone Stainless Steel Watch with Black LeatherFanaticsSAVE $10.00
$29.99$39.99
Chicago White Sox 38/40/41mm Apple Watch Sports BandFanaticsSAVE $10.00
$29.99$39.99
Chicago White Sox 42/44/45mm Apple Watch Sports BandFanaticsSAVE $10.00
$29.99$39.99
Chicago Cubs 42/44/45mm Logo Silicone Apple Watch BandFanatics$37.12and up
Chicago Bears 38/40/41mm Personalized Silicone Apple Watch BandFanatics & 1 more$37.12and up
Chicago Bears 38/40/41mm Personalized Silicone Apple Watch BandOfficial NFL Shop & 1 more$37.12and up
Chicago Bears 42/44/45mm Personalized Silicone Apple Watch BandFanatics & 1 more$37.12and up
Chicago Bears 42/44/45mm Personalized Silicone Apple Watch BandFanatics & 1 moreSAVE $10.00
$29.99$39.99
Chicago White Sox 38/40/41mm Logo Silicone Apple Watch BandFanatics$19.99
Chicago City Flag Printed Watch Strap Compatible with Replacement IWatch Band 38-40mm 42-44mmAmazon$111.99
Gametime Chicago Bears Leather Band fits Apple Watch (38/40mm M/L Black). Watch not included.JTV$149.99
Spectators Watching a Baseball Match in a Stadium, Wrigley Field, Chicago, Cook County, Illinois Photographic Print on Canvas Ebern Designs Size: 20"Wayfair$146.99
Spectators Watching a Baseball Match in a Stadium, Wrigley Field, Chicago, Cook County, Illinois Photographic Print on Canvas Ebern Designs Size: 16"Wayfair$41.24and up
Timex Chicago Bears Rivalry WatchFanatics & 1 more$24.95
NHL Chicago Blackhawks Spirit WatchAmazon$31.95
MLB Chicago Cubs Charm Watch, SilverAmazon$59.99and up
Brown Chicago Bears Leather Apple Watch BandFanatics & 2 more$59.99and up
Black Chicago Bears Leather Apple Watch BandFanatics & 2 more$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 42/44/45/49mm - TanTarget$59.99and up
Tan Chicago Bears Leather Apple Watch BandFanatics & 2 more$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 42/44/45/49mm - BrownTarget$59.99and up
Black Chicago Cubs Leather Apple Watch BandFanatics & 1 more$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 42/44/45/49mm - BlackTarget$59.99and up
Tan Chicago Cubs Leather Apple Watch BandFanatics & 1 more$59.99and up
Brown Chicago Cubs Leather Apple Watch BandFanatics & 1 more$64.99
Spectators Watching a Baseball Match in a Stadium, Wrigley Field, Chicago, Cook County, Illinois Photographic Print on CanvasWayfair$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 38/40/41mm - BrownTarget$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 38/40/41mm - TanTarget$39.99
NFL Chicago Bears Apple Watch Compatible Silicone Band 38/40/41mm - BlueTarget$79.99
MLS Chicago Fire Apple Watch Compatible Leather Band 38/40/41mm - BlackTargetSAVE $8.09
$36.86$44.95
Timex TWZFBEAYA NFL Recruit Chicago Bears WatchAmazon$94.99
Vintage International Harvester Dual Globe Watch Fob ChicagoEtsy$59.99and up
Black Chicago White Sox Leather Apple Watch BandFanatics & 1 more$59.99and up
Tan Chicago White Sox Leather Apple Watch BandFanatics & 1 moreSAVE $5.50
$16.49$21.99
Black Chicago Maroons Samsung 22mm Watch BandFanaticsSAVE $20.00
$59.99$79.99
Black Chicago Cubs Leather Apple Watch BandFanatics$59.99and up
Tan Chicago Blackhawks Leather Apple Watch BandFanatics & 1 more