Cheapest return flights from New York to Chicago in May from 103€

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 May 2025 (see full year).

Return flights

17 May - 21 May Spirit Airlines direct
07 May - 10 May Spirit Airlines direct
07 May - 16 May Spirit Airlines direct
16 May - 21 May Spirit Airlines direct
11 May - 17 May Spirit Airlines direct
15 May - 18 May Spirit Airlines direct
13 May - 16 May Delta direct
27 May - 30 May Delta direct
16 May - 19 May Spirit Airlines direct
28 May - 31 May United direct
25 May - 01 Jun Delta direct
20 May - 02 Jun United 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.

Book a cheap hotel in Chicago

Cheap car rent in Chicago