Cheapest one-way flights from New York to Chicago in October from $24

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

One-Way flights

28 Oct Spirit Airlines direct
29 Oct Spirit Airlines direct
30 Oct Spirit Airlines direct
21 Oct Spirit Airlines direct
22 Oct Spirit Airlines direct
31 Oct Spirit Airlines
31 Oct Spirit Airlines direct
24 Oct United direct
27 Oct United direct
27 Oct Frontier Airlines

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

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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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