Cheap Flights from LGA to MDW

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The Cheapest Round-trip Tickets from to

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20 November 202522 November 2025DirectSouthwest AirlinesRT from 139

The Cheapest Flights for this Month from to

Departure atReturn atStopsAirlineFind tickets
29 October 20251 November 20251 StopFrontier AirlinesRT from 222
3 November 20259 November 2025DirectSouthwest AirlinesRT from 312
20 November 202522 November 2025DirectSouthwest AirlinesRT from 139
21 November 202523 November 2025DirectSouthwest AirlinesRT from 210
28 November 202528 November 2025DirectSouthwest AirlinesRT from 418
29 November 20251 December 2025DirectSouthwest AirlinesRT from 696
5 December 20256 December 20251 StopSouthwest AirlinesRT from 168
6 December 20259 December 2025DirectSouthwest AirlinesRT from 141
8 December 20259 December 2025DirectSouthwest AirlinesRT from 195
11 January 202613 January 2026DirectSouthwest AirlinesRT from 155
14 January 202616 January 2026DirectSouthwest AirlinesRT from 305
1 March 20264 March 2026DirectSouthwest AirlinesRT from 323
1 June 20264 June 2026DirectSouthwest AirlinesRT from 360

The Cheapest Flights from to for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
29 October 20251 November 20251 StopFrontier AirlinesRT from 222
20 November 202522 November 2025DirectSouthwest AirlinesRT from 139
6 December 20259 December 2025DirectSouthwest AirlinesRT from 141
11 January 202613 January 2026DirectSouthwest AirlinesRT from 155
1 March 20264 March 2026DirectSouthwest AirlinesRT from 323
1 June 20264 June 2026DirectSouthwest AirlinesRT from 360
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