Cheapest return flights from New York to Chicago in July from 182€

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

Return flights

28 Jul - 31 Jul Frontier Airlines
30 Jul - 04 Aug Frontier Airlines
04 Jul - 11 Jul Southwest Airlines direct
08 Jul - 13 Jul Southwest Airlines direct
09 Jul - 12 Jul Frontier Airlines
31 Jul - 02 Aug Frontier Airlines
30 Jul - 01 Aug Frontier Airlines
30 Jul - 06 Aug Frontier Airlines
23 Jul - 28 Jul Delta
01 Jul - 07 Jul Delta
17 Jul - 20 Jul Frontier Airlines
24 Jul - 31 Jul Frontier Airlines
24 Jul - 27 Jul Frontier Airlines
15 Jul - 19 Jul Frontier Airlines
30 Jul - 02 Aug Frontier Airlines
29 Jul - 01 Aug Delta
28 Jul - 15 Aug Delta
28 Jul - 15 Aug Southwest Airlines direct
29 Jul - 01 Aug Southwest Airlines direct
30 Jul - 04 Aug Southwest Airlines direct

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

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.