Chicago skyline at dusk across Lake Michigan

Updated Sep 25, 2026

Chicago events in August 2027

31 dates: 2 theater & shows, 1 comedy, 28 sports.

← July 2027 All months September 2027 →

Day by day

August 2027 in Chicago, date by date

Event	Date	Venue	Lowest listing	Buy
Chicago Cubs vs. Boston Red SoxMLB	Sun Aug 1TBA	Wrigley Field	from $152	Tickets
Chicago Cubs vs. San Francisco GiantsMLB	Mon Aug 2TBA	Wrigley Field	from $98	Tickets
Chicago Cubs vs. San Francisco GiantsMLB	Tue Aug 3TBA	Wrigley Field	from $98	Tickets
Chicago Cubs vs. San Francisco GiantsMLB	Wed Aug 4TBA	Wrigley Field	from $98	Tickets
Chicago White Sox vs. Chicago CubsMLB	Fri Aug 6TBA	Rate Field	from $125	Tickets
The Princess Bride - MusicalMusical / Play	Fri Aug 67:30 PM	James M. Nederlander Theatre	from $163	Tickets
Chicago White Sox vs. Chicago CubsMLB	Sat Aug 7TBA	Rate Field	from $136	Tickets
The Princess Bride - MusicalMusical / Play	Sat Aug 77:30 PM	James M. Nederlander Theatre	from $174	Tickets
Chicago White Sox vs. Chicago CubsMLB	Sun Aug 8TBA	Rate Field	from $130	Tickets
Chicago White Sox vs. Boston Red SoxMLB	Mon Aug 9TBA	Rate Field	from $65	Tickets
Chicago White Sox vs. Boston Red SoxMLB	Tue Aug 10TBA	Rate Field	from $65	Tickets
Chicago White Sox vs. Boston Red SoxMLB	Wed Aug 11TBA	Rate Field	from $65	Tickets
Chicago Cubs vs. Tampa Bay RaysMLB	Fri Aug 13TBA	Wrigley Field	from $102	Tickets
Chicago Cubs vs. Tampa Bay RaysMLB	Sat Aug 14TBA	Wrigley Field	from $114	Tickets
Chicago Cubs vs. Tampa Bay RaysMLB	Sun Aug 15TBA	Wrigley Field	from $103	Tickets
Chicago Cubs vs. Arizona DiamondbacksMLB	Mon Aug 16TBA	Wrigley Field	from $83	Tickets
Chicago Cubs vs. Arizona DiamondbacksMLB	Tue Aug 17TBA	Wrigley Field	from $83	Tickets
Chicago Cubs vs. Arizona DiamondbacksMLB	Wed Aug 18TBA	Wrigley Field	from $83	Tickets
Chicago White Sox vs. AthleticsMLB	Thu Aug 19TBA	Rate Field	from $60	Tickets
Chicago White Sox vs. AthleticsMLB	Fri Aug 20TBA	Rate Field	from $65	Tickets
Chicago White Sox vs. AthleticsMLB	Sat Aug 21TBA	Rate Field	from $65	Tickets
Franco EscamillaComedy	Sat Aug 218:00 PM	Rosemont Theatre	from $96	Tickets
Chicago White Sox vs. AthleticsMLB	Sun Aug 22TBA	Rate Field	from $60	Tickets
Chicago White Sox vs. Houston AstrosMLB	Tue Aug 24TBA	Rate Field	from $110	Tickets
Chicago White Sox vs. Houston AstrosMLB	Wed Aug 25TBA	Rate Field	from $110	Tickets
Chicago White Sox vs. Houston AstrosMLB	Thu Aug 26TBA	Rate Field	from $110	Tickets
Chicago Cubs vs. Atlanta BravesMLB	Fri Aug 27TBA	Wrigley Field	from $114	Tickets
Chicago Cubs vs. Atlanta BravesMLB	Sat Aug 28TBA	Wrigley Field	from $109	Tickets
Chicago Cubs vs. Atlanta BravesMLB	Sun Aug 29TBA	Wrigley Field	from $103	Tickets
Chicago Cubs vs. Milwaukee BrewersMLB	Mon Aug 30TBA	Wrigley Field	from $87	Tickets
Chicago Cubs vs. Milwaukee BrewersMLB	Tue Aug 31TBA	Wrigley Field	from $87	Tickets

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