Cheapest return flights from New York to Chicago in October from $223

AirHint found the following cheapest return flights from New York (LGA) to Chicago (ORD) in October 2026 (see full year).

Return flights

05 Oct - 06 Oct Delta direct
06 Oct - 06 Oct Delta direct
16 Oct - 19 Oct Delta direct
09 Oct - 16 Oct Delta direct
08 Oct - 14 Oct Delta direct
10 Oct - 11 Oct American Airlines
10 Oct - 11 Oct Delta direct
09 Oct - 11 Oct Delta direct
09 Oct - 14 Oct United direct
09 Oct - 12 Nov United direct

Also check the deals for one-way 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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