Cheapest return flights from Chicago to San Juan in April from $211

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 April 2025 (see full year).

Return flights

29 Apr - 06 May Spirit Airlines direct
29 Apr - 02 May American Airlines direct
26 Apr - 03 May Spirit Airlines direct
24 Apr - 29 Apr jetBlue
05 Apr - 10 Apr jetBlue
23 Apr - 01 May Spirit Airlines direct
24 Apr - 29 Apr Spirit Airlines direct
05 Apr - 10 Apr Spirit Airlines direct
04 Apr - 09 Apr Spirit Airlines direct
01 Apr - 06 Apr jetBlue
03 Apr - 06 Apr jetBlue
25 Apr - 28 Apr jetBlue
12 Apr - 14 Apr Spirit Airlines direct
12 Apr - 20 Apr American Airlines

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

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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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