Cheapest one-way flights from Chicago to San Juan in April from $78

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in April 2026 (see full year).

One-Way flights

01 Apr Spirit Airlines
07 Apr Spirit Airlines
13 Apr Spirit Airlines
14 Apr Spirit Airlines
15 Apr Spirit Airlines
25 Apr Frontier Airlines
18 Apr Frontier Airlines
23 Apr Frontier Airlines
10 Apr Frontier Airlines
16 Apr Frontier Airlines

Also check the deals for return 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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