Cheap flights to a Chicago Cubs home game from New York

Round trips from New York from $182. Fly into Chicago (MDW). Cheapest dates, deal ratings and where to book.

• Chicago: $182, 2026-10-28 to 2026-10-31
• Chicago: $213, 2026-11-06 to 2026-11-10
• Chicago: $243, 2026-11-13 to 2026-11-16
• Chicago: $267, 2026-12-24 to 2027-01-21
• Chicago: $271, 2026-10-22 to 2026-10-24
• Chicago: $273, 2026-10-14 to 2026-10-21
• Chicago: $274, 2026-10-28 to 2026-11-01
• Chicago: $276, 2026-10-21 to 2026-10-25

Nearby

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