Cheapest return flights from Chicago to San Juan in July from $242

Best time to book flights for Chicago (ORD) to San Juan (SJU) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU) in July 2025 (see full year).

Return flights

21 Jul - 25 Jul Spirit Airlines direct
20 Jul - 25 Jul Spirit Airlines direct
06 Jul - 09 Jul Spirit Airlines direct
19 Jul - 25 Jul Spirit Airlines direct
12 Jul - 17 Jul Spirit Airlines direct
05 Jul - 09 Jul Spirit Airlines
05 Jul - 11 Jul Spirit Airlines
23 Jul - 30 Jul jetBlue
23 Jul - 26 Jul jetBlue
22 Jul - 29 Jul Spirit Airlines
29 Jul - 02 Aug Spirit Airlines
29 Jul - 02 Aug Spirit Airlines direct
29 Jul - 05 Aug Spirit Airlines direct
27 Jul - 02 Aug Spirit Airlines
18 Jul - 04 Aug Spirit Airlines
30 Jul - 03 Aug Spirit Airlines
31 Jul - 04 Aug Spirit Airlines
31 Jul - 03 Aug Spirit Airlines
30 Jul - 03 Aug Spirit Airlines direct
31 Jul - 03 Aug United direct

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

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 San Juan

Cheap car rent in San Juan