Cheap Flights from MDW to SFO

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The Cheapest Round-trip Tickets from to San Francisco

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10 October 202612 October 2026DirectSouthwest AirlinesRT from 234

The Cheapest Flights for this Month from to San Francisco

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5 September 20268 September 2026DirectSouthwest AirlinesRT from 426
10 September 202613 September 20261 StopFrontier AirlinesRT from 392
11 September 202615 September 2026DirectSouthwest AirlinesRT from 316
18 September 202621 September 20261 StopFrontier AirlinesRT from 246
25 September 202629 September 2026DirectSouthwest AirlinesRT from 248
10 October 202612 October 2026DirectSouthwest AirlinesRT from 234
5 November 20268 November 20261 StopSouthwest AirlinesRT from 310
14 April 202717 April 2027DirectSouthwest AirlinesRT from 358
15 April 202717 April 2027DirectSouthwest AirlinesRT from 358
16 April 202719 April 2027DirectSouthwest AirlinesRT from 367
17 April 202717 April 2027DirectSouthwest AirlinesRT from 358

The Cheapest Flights from to San Francisco for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
18 September 202621 September 20261 StopFrontier AirlinesRT from 246
10 October 202612 October 2026DirectSouthwest AirlinesRT from 234
5 November 20268 November 20261 StopSouthwest AirlinesRT from 310
14 April 202717 April 2027DirectSouthwest AirlinesRT from 358
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