Cheap Flights from LGA to MDW

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The Cheapest Round-trip Tickets from to

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20 April 202625 April 2026DirectSouthwest AirlinesRT from 121

The Cheapest Flights for this Month from to

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17 April 202620 April 20261 StopFrontier AirlinesRT from 986
18 April 202619 April 2026DirectSouthwest AirlinesRT from 372
20 April 202625 April 2026DirectSouthwest AirlinesRT from 121
21 April 202628 April 20261 StopSouthwest AirlinesRT from 660
22 April 202625 April 20261 StopFrontier AirlinesRT from 444
23 April 202624 April 2026DirectSouthwest AirlinesRT from 336
24 April 202627 April 2026DirectSouthwest AirlinesRT from 327
25 April 20262 May 2026DirectSouthwest AirlinesRT from 150
26 April 20261 May 2026DirectSouthwest AirlinesRT from 275
27 April 20262 May 2026DirectSouthwest AirlinesRT from 275
30 April 20264 May 20261 StopSouthwest AirlinesRT from 225
2 May 20265 May 2026DirectSouthwest AirlinesRT from 228
7 May 202610 May 2026DirectSouthwest AirlinesRT from 259
8 May 202611 May 2026DirectSouthwest AirlinesRT from 240
10 May 202614 May 2026DirectSouthwest AirlinesRT from 258
15 May 202621 May 2026DirectSouthwest AirlinesRT from 256
17 May 202617 May 2026DirectSouthwest AirlinesRT from 455
20 May 20263 June 2026DirectSouthwest AirlinesRT from 187
22 May 202622 May 2026DirectSouthwest AirlinesRT from 222
27 May 202630 May 2026DirectSouthwest AirlinesRT from 173
9 June 202616 June 2026DirectSouthwest AirlinesRT from 166
10 June 202617 June 2026DirectSouthwest AirlinesRT from 190
11 June 202615 June 2026DirectSouthwest AirlinesRT from 203
23 June 202625 June 2026DirectSouthwest AirlinesRT from 183
7 July 202611 July 2026DirectSouthwest AirlinesRT from 219
15 July 202618 July 2026DirectSouthwest AirlinesRT from 260
27 July 202630 July 2026DirectSouthwest AirlinesRT from 347
29 July 202613 August 2026DirectSouthwest AirlinesRT from 216
30 July 20262 August 2026DirectSouthwest AirlinesRT from 222
18 September 202620 September 2026DirectSouthwest AirlinesRT from 608

The Cheapest Flights from to for the Year Ahead

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20 April 202625 April 2026DirectSouthwest AirlinesRT from 121
27 May 202630 May 2026DirectSouthwest AirlinesRT from 173
9 June 202616 June 2026DirectSouthwest AirlinesRT from 166
29 July 202613 August 2026DirectSouthwest AirlinesRT from 216
18 September 202620 September 2026DirectSouthwest AirlinesRT from 608
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