Cheap Flights from MDW to SAN

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The Cheapest Round-trip Tickets from to San Diego

Departure atReturn atStopsAirlineFind tickets
20 April 202628 April 2026DirectFrontier AirlinesRT from 256

The Cheapest Flights for this Month from to San Diego

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2 April 20266 April 20261 StopFrontier AirlinesRT from 594
3 April 20266 April 20261 StopFrontier AirlinesRT from 594
16 April 202619 April 20261 StopFrontier AirlinesRT from 258
18 April 202627 April 20261 StopSouthwest AirlinesRT from 269
19 April 202627 April 20261 StopFrontier AirlinesRT from 269
20 April 202628 April 20262 StopsFrontier AirlinesRT from 256
26 April 202630 April 2026DirectSouthwest AirlinesRT from 315
1 May 20264 May 20262 StopsFrontier AirlinesRT from 271
10 June 202617 June 2026DirectSouthwest AirlinesRT from 355
26 June 202628 June 2026DirectSouthwest AirlinesRT from 501

The Cheapest Flights from to San Diego for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
20 April 202628 April 20262 StopsFrontier AirlinesRT from 256
1 May 20264 May 20262 StopsFrontier AirlinesRT from 271
10 June 202617 June 2026DirectSouthwest AirlinesRT from 355
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