Cheapest one-way flights from New York to Chicago in May from 36€

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

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

One-Way flights

03 May Spirit Airlines direct
20 May Spirit Airlines direct
06 May Spirit Airlines direct
10 May Spirit Airlines direct
07 May Spirit Airlines direct
14 May Spirit Airlines direct
31 May Spirit Airlines direct
16 May Spirit Airlines direct
15 May Spirit Airlines direct
30 May Spirit Airlines direct

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

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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