Cheapest return flights from New York to Chicago in October from 66€

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

Return flights

08 Oct - 22 Oct Frontier Airlines direct
22 Oct - 27 Oct Frontier Airlines direct
20 Oct - 22 Oct Frontier Airlines direct
25 Oct - 27 Oct Frontier Airlines direct
25 Oct - 15 Nov Frontier Airlines direct
29 Oct - 15 Nov Frontier Airlines direct
29 Oct - 01 Nov Frontier Airlines direct
11 Oct - 15 Oct Frontier Airlines
25 Oct - 28 Oct Frontier Airlines
25 Oct - 25 Oct Frontier Airlines
20 Oct - 21 Oct Frontier Airlines
18 Oct - 20 Oct Frontier Airlines
18 Oct - 22 Oct Frontier Airlines
01 Oct - 01 Nov Frontier Airlines
28 Oct - 01 Nov Frontier Airlines
01 Oct - 01 Nov jetBlue direct
31 Oct - 01 Nov Frontier Airlines
30 Oct - 03 Nov Frontier Airlines
28 Oct - 01 Nov jetBlue direct
31 Oct - 01 Nov Delta 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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