Cheapest one-way flights from New York to Chicago in September from 28€

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

One-Way flights

30 Sep Spirit Airlines direct
29 Sep Spirit Airlines
24 Sep Frontier Airlines
26 Sep Frontier Airlines
23 Sep Frontier Airlines
20 Sep Frontier Airlines
29 Sep United direct
25 Sep Spirit Airlines
21 Sep Frontier Airlines
20 Sep Spirit Airlines direct

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

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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