Cheap Flights from ORD to SJU

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The Cheapest Round-trip Tickets from to San Juan

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20 August 202623 August 2026DirectFrontier AirlinesRT from 271

The Cheapest Flights for this Month from to San Juan

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16 July 202619 July 2026DirectAmerican AirlinesRT from 372
17 July 202619 July 2026DirectFrontier AirlinesRT from 330
24 July 202627 July 2026DirectFrontier AirlinesRT from 400
31 July 20265 August 2026DirectFrontier AirlinesRT from 356
5 August 202610 August 20261 StopFrontier AirlinesRT from 371
6 August 202610 August 20261 StopFrontier AirlinesRT from 430
7 August 202616 August 20261 StopFrontier AirlinesRT from 369
9 August 202616 August 20261 StopFrontier AirlinesRT from 379
10 August 202613 August 2026DirectFrontier AirlinesRT from 290
20 August 202623 August 2026DirectFrontier AirlinesRT from 271
9 September 202614 September 20261 StopFrontier AirlinesRT from 338
12 September 202617 September 20261 StopFrontier AirlinesRT from 318
19 December 20263 January 20272 StopsFrontier AirlinesRT from 1 016

The Cheapest Flights from to San Juan for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
17 July 202619 July 2026DirectFrontier AirlinesRT from 330
20 August 202623 August 2026DirectFrontier AirlinesRT from 271
12 September 202617 September 20261 StopFrontier AirlinesRT from 318
19 December 20263 January 20272 StopsFrontier AirlinesRT from 1 016
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