Cheapest one-way flights from New York to Chicago in October from 31€

AirHint found the following cheapest one-way flights from New York (JFK) to Chicago (ORD) in October 2025 (see full year).

One-Way flights

27 Oct Frontier Airlines direct
13 Oct Frontier Airlines direct
20 Oct Frontier Airlines direct
15 Oct Frontier Airlines direct
25 Oct Frontier Airlines direct
29 Oct Frontier Airlines direct
04 Oct American Airlines direct
14 Oct Delta direct
06 Oct jetBlue direct
30 Oct jetBlue direct

Also check the deals for return flights from New York to Chicago in October.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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