Cheap flights to New York from Chicago

Round trips from Chicago from $230. Cheapest dates, deal ratings and where to book.

• New York: $230, 2026-10-21 to 2026-10-27
• Newburgh: $232, 2026-10-21 to 2026-10-27
• Syracuse: $335, 2026-10-22 to 2026-10-26

Nearby

• Vermont
• Connecticut
• Pennsylvania
• Massachusetts
• New Jersey
• New Hampshire
• Rhode Island
• Delaware