Cheapest return flights from New York to Chicago in May from 159€

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

Return flights

12 May - 15 May American Airlines direct
03 May - 06 May jetBlue direct
25 May - 27 May United direct
01 May - 07 May Delta direct
11 May - 13 May Delta direct
03 May - 10 May jetBlue direct
31 May - 03 Jun jetBlue direct
07 May - 10 May United direct
19 May - 20 May United direct
21 May - 24 May United direct
14 May - 17 May Delta direct

Also check the deals for one-way 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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