Cheapest return flights from Chicago to San Juan in April from $279

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

28 Apr - 01 May Frontier Airlines
28 Apr - 02 May Frontier Airlines
28 Apr - 05 May Frontier Airlines
28 Apr - 02 May Spirit Airlines direct
30 Apr - 03 May Spirit Airlines direct
28 Apr - 05 May Spirit Airlines direct
28 Apr - 03 May Spirit Airlines direct
29 Apr - 06 May Spirit Airlines
30 Apr - 07 May Spirit Airlines
29 Apr - 01 May Spirit Airlines
29 Apr - 30 Apr Spirit Airlines direct
27 Apr - 30 Apr Frontier Airlines
27 Apr - 30 Apr Spirit Airlines direct

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

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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