Cheapest return flights from Chicago to New York in May from $69

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

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

Return flights

18 May - 25 May Spirit Airlines direct
06 May - 06 May Spirit Airlines direct
20 May - 27 May Spirit Airlines direct
13 May - 13 May Spirit Airlines direct
15 May - 25 May Spirit Airlines direct
21 May - 25 May Spirit Airlines direct
13 May - 27 May Spirit Airlines direct
16 May - 25 May Spirit Airlines
13 May - 18 May Spirit Airlines
07 May - 07 May Spirit Airlines
29 May - 03 Jun Spirit Airlines direct
14 May - 05 Jun Spirit Airlines direct
29 May - 05 Jun Spirit Airlines direct
29 May - 01 Jun Spirit Airlines
29 May - 01 Jun Spirit Airlines direct
25 May - 01 Jun Spirit Airlines
30 May - 06 Jun Spirit Airlines
27 May - 01 Jun Spirit Airlines
24 May - 01 Jun United direct
25 May - 01 Jun Spirit Airlines direct

Also check the deals for one-way flights from Chicago to New York in May.

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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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