Cheapest return flights from Chicago to San Jose in July from 557€

AirHint found the following cheapest return flights from Chicago (MDW) to San Jose (SJO) in July 2026 (see full year).

Return flights

23 Jul - 30 Jul Southwest Airlines
16 Jul - 21 Jul Southwest Airlines
24 Jul - 27 Jul Southwest Airlines
02 Jul - 12 Jul Southwest Airlines
10 Jul - 18 Jul Southwest Airlines
03 Jul - 12 Jul Southwest Airlines
01 Jul - 12 Jul Southwest Airlines

Also check the deals for one-way flights from Chicago to San Jose in July.

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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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