Cheapest return flights from New York to Chicago in August from 174€

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

Return flights

19 Aug - 22 Aug Frontier Airlines
25 Aug - 29 Aug Frontier Airlines
29 Aug - 02 Sep Frontier Airlines
11 Aug - 14 Aug Frontier Airlines
26 Aug - 02 Sep Frontier Airlines
27 Aug - 03 Sep Frontier Airlines
12 Aug - 19 Aug Frontier Airlines
18 Aug - 25 Aug Southwest Airlines direct
11 Aug - 12 Aug Southwest Airlines direct
12 Aug - 19 Aug Southwest Airlines direct
28 Aug - 01 Sep Southwest Airlines direct
19 Aug - 22 Aug Southwest Airlines direct
22 Aug - 25 Aug Southwest Airlines direct
22 Aug - 26 Aug Southwest Airlines direct
29 Aug - 02 Sep Southwest Airlines direct
29 Aug - 08 Sep Southwest Airlines direct

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

Powered by

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.