Cheap Flights from ORD to SJU

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The Cheapest Round-trip Tickets from to San Juan

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26 August 20262 September 2026DirectUnited AirlinesRT from 236

The Cheapest Flights for this Month from to San Juan

Departure atReturn atStopsAirlineFind tickets
25 June 202630 June 20261 StopAmerican AirlinesRT from 466
3 July 20267 July 20262 StopsAmerican AirlinesRT from 381
30 July 20262 August 20261 StopFrontier AirlinesRT from 390
5 August 202610 August 20261 StopFrontier AirlinesRT from 334
6 August 20269 August 2026DirectFrontier AirlinesRT from 326
7 August 202611 August 20261 StopFrontier AirlinesRT from 297
8 August 202612 August 2026DirectUnited AirlinesRT from 308
9 August 202613 August 2026DirectFrontier AirlinesRT from 259
10 August 202614 August 20261 StopFrontier AirlinesRT from 298
11 August 202614 August 20261 StopFrontier AirlinesRT from 273
26 August 20262 September 2026DirectUnited AirlinesRT from 236
1 October 20266 October 20262 StopsFrontier AirlinesRT from 406
12 November 202616 November 20261 StopFrontier AirlinesRT from 336
19 December 20263 January 20272 StopsAmerican AirlinesRT from 825

The Cheapest Flights from to San Juan for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
25 June 202630 June 20261 StopAmerican AirlinesRT from 466
3 July 20267 July 20262 StopsAmerican AirlinesRT from 381
26 August 20262 September 2026DirectUnited AirlinesRT from 236
1 October 20266 October 20262 StopsFrontier AirlinesRT from 406
12 November 202616 November 20261 StopFrontier AirlinesRT from 336
19 December 20263 January 20272 StopsAmerican AirlinesRT from 825
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