Cheap flights to New York from Chicago

Round trips from Chicago from $183. Cheapest dates, deal ratings and where to book.

• New York: $183, 2026-10-23 to 2026-10-25
• Syracuse: $342, 2026-10-22 to 2026-10-26
• Newburgh: $409, 2027-01-21 to 2027-01-24

Nearby

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