Cheap Flights from ORD to SJU

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The Cheapest Round-trip Tickets from to San Juan

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26 April 202630 April 2026DirectFrontier AirlinesRT from 173

The Cheapest Flights for this Month from to San Juan

Departure atReturn atStopsAirlineFind tickets
14 April 202618 April 20261 StopSpirit AirlinesRT from 196
17 April 202621 April 20261 StopFrontier AirlinesRT from 244
26 April 202630 April 20261 StopFrontier AirlinesRT from 173
7 May 202616 May 20261 StopAmerican AirlinesRT from 205
21 May 202625 May 2026DirectSpirit AirlinesRT from 199
1 June 20267 June 20261 StopFrontier AirlinesRT from 252
10 June 202616 June 20261 StopSpirit AirlinesRT from 355
17 June 202622 June 20261 StopFrontier AirlinesRT from 289
1 August 20268 August 20261 StopSpirit AirlinesRT from 435
5 August 202610 August 20261 StopSpirit AirlinesRT from 366
6 August 202610 August 20261 StopFrontier AirlinesRT from 365
21 August 202625 August 20261 StopFrontier AirlinesRT from 305
22 October 202626 October 20261 StopAmerican AirlinesRT from 499
6 November 202613 November 20261 StopAmerican AirlinesRT from 499
13 November 202616 November 2026DirectUnited AirlinesRT from 417
14 November 202618 November 2026DirectUnited AirlinesRT from 396
19 December 20263 January 20271 StopAmerican AirlinesRT from 878
10 February 202716 February 20271 StopAmerican AirlinesRT from 513

The Cheapest Flights from to San Juan for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
26 April 202630 April 20261 StopFrontier AirlinesRT from 173
21 May 202625 May 2026DirectSpirit AirlinesRT from 199
1 June 20267 June 20261 StopFrontier AirlinesRT from 252
21 August 202625 August 20261 StopFrontier AirlinesRT from 305
22 October 202626 October 20261 StopAmerican AirlinesRT from 499
14 November 202618 November 2026DirectUnited AirlinesRT from 396
19 December 20263 January 20271 StopAmerican AirlinesRT from 878
10 February 202716 February 20271 StopAmerican AirlinesRT from 513
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