Cheapest return flights from Chicago to San Juan in November from $272

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 November 2025 (see full year).

Return flights

13 Nov - 16 Nov Spirit Airlines direct
03 Nov - 09 Nov Spirit Airlines direct
06 Nov - 11 Nov Spirit Airlines
07 Nov - 10 Nov Frontier Airlines
12 Nov - 22 Nov jetBlue
13 Nov - 22 Nov Spirit Airlines
13 Nov - 20 Nov Spirit Airlines
13 Nov - 22 Nov United direct
07 Nov - 10 Nov United direct
28 Nov - 07 Dec American Airlines
22 Nov - 07 Dec jetBlue
22 Nov - 07 Dec United direct
25 Nov - 30 Nov Southwest Airlines

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

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.

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