Cheap Flights from ORD to SJU

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The Cheapest Round-trip Tickets from to San Juan

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7 May 202610 May 2026DirectSpirit AirlinesRT from 178

The Cheapest Flights for this Month from to San Juan

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15 March 202620 March 2026DirectSpirit AirlinesRT from 438
20 March 202625 March 20261 StopSpirit AirlinesRT from 243
21 March 202623 March 2026DirectSpirit AirlinesRT from 371
27 March 202630 March 20261 StopSpirit AirlinesRT from 226
24 April 202627 April 20261 StopFrontier AirlinesRT from 222
29 April 20263 May 20261 StopSpirit AirlinesRT from 274
30 April 20267 May 20261 StopSpirit AirlinesRT from 259
7 May 202610 May 20261 StopSpirit AirlinesRT from 178
20 May 202627 May 20261 StopSpirit AirlinesRT from 208
1 June 20267 June 20261 StopFrontier AirlinesRT from 315
16 June 202621 June 2026DirectFrontier AirlinesRT from 406
17 June 202622 June 20261 StopFrontier AirlinesRT from 365
4 July 202611 July 2026DirectFrontier AirlinesRT from 296
5 August 202610 August 2026DirectFrontier AirlinesRT from 308
6 August 202610 August 2026DirectFrontier AirlinesRT from 358
2 November 20269 November 20261 StopAmerican AirlinesRT from 443
19 December 20263 January 20271 StopAmerican AirlinesRT from 1 149
21 December 202626 December 20261 StopAmerican AirlinesRT from 696

The Cheapest Flights from to San Juan for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
27 March 202630 March 20261 StopSpirit AirlinesRT from 226
24 April 202627 April 20261 StopFrontier AirlinesRT from 222
7 May 202610 May 20261 StopSpirit AirlinesRT from 178
1 June 20267 June 20261 StopFrontier AirlinesRT from 315
4 July 202611 July 2026DirectFrontier AirlinesRT from 296
5 August 202610 August 2026DirectFrontier AirlinesRT from 308
2 November 20269 November 20261 StopAmerican AirlinesRT from 443
21 December 202626 December 20261 StopAmerican AirlinesRT from 696
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