Cheapest return flights from Chicago to San Juan in April from $199

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

26 Apr - 01 May Spirit Airlines
29 Apr - 03 May Spirit Airlines
26 Apr - 03 May Spirit Airlines
29 Apr - 08 May Spirit Airlines
27 Apr - 01 May Spirit Airlines
28 Apr - 03 May Spirit Airlines direct
27 Apr - 03 May Spirit Airlines direct
26 Apr - 30 Apr Spirit Airlines
26 Apr - 28 Apr Spirit Airlines
26 Apr - 29 Apr Spirit Airlines
26 Apr - 02 May Spirit Airlines
28 Apr - 02 May Spirit Airlines
23 Apr - 26 Apr Spirit Airlines
27 Apr - 30 Apr Spirit Airlines direct
28 Apr - 02 May Spirit Airlines direct
21 Apr - 26 Apr Frontier Airlines
25 Apr - 27 Apr Frontier Airlines
25 Apr - 29 Apr Frontier Airlines
23 Apr - 30 Apr Spirit Airlines direct
23 Apr - 27 Apr Spirit Airlines direct

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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