Cheapest return flights from New York to Chicago in October from 181€

Best time to book flights for New York (LGA) to Chicago (ORD) flights at AirHint

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

Return flights

28 Oct - 31 Oct Delta direct
01 Oct - 01 Oct Delta direct
23 Oct - 28 Oct American Airlines direct
02 Oct - 05 Oct United direct
02 Oct - 09 Oct United direct
27 Oct - 03 Nov United direct
23 Oct - 31 Oct Delta direct
06 Oct - 08 Oct Delta direct
27 Oct - 13 Nov Delta direct
17 Oct - 19 Oct Delta direct
09 Oct - 13 Oct United direct
10 Oct - 15 Oct United direct

Also check the deals for one-way 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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