Cheapest one-way flights from New York to Chicago in October from 44€

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

One-Way flights

01 Oct Spirit Airlines direct
22 Oct Spirit Airlines direct
18 Oct Spirit Airlines direct
08 Oct Spirit Airlines direct
25 Oct Spirit Airlines direct
07 Oct Spirit Airlines direct
11 Oct Spirit Airlines direct
17 Oct Spirit Airlines direct
26 Oct Spirit Airlines direct
20 Oct Spirit Airlines direct

Also check the deals for return 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.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.