Cheap flights to a Chicago Cubs home game from Boston

Round trips from Boston from $201. Fly into Chicago (MDW). Cheapest dates, deal ratings and where to book.

• Chicago: $201, 2026-11-24 to 2026-11-29
• Chicago: $303, 2026-11-11 to 2026-11-15
• Chicago: $332, 2026-12-25 to 2027-01-02
• Chicago: $334, 2027-01-03 to 2027-01-09
• Chicago: $368, 2026-12-26 to 2027-01-02

Nearby

• Chicago White Sox
• Milwaukee Brewers
• Detroit Tigers
• Cincinnati Reds
• St. Louis Cardinals
• Cleveland Guardians
• Minnesota Twins
• Kansas City Royals