Cheap Flights from MDW to ORL

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The Cheapest Round-trip Tickets from to Orlando

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17 July 202622 July 2026DirectFrontier AirlinesRT from 193

The Cheapest Flights for this Month from to Orlando

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3 July 20266 July 20261 StopFrontier AirlinesRT from 350
10 July 202612 July 20261 StopAllegiant AirRT from 358
17 July 202622 July 20261 StopFrontier AirlinesRT from 193
22 July 202628 July 20261 StopFrontier AirlinesRT from 222
1 August 202610 August 2026DirectSouthwest AirlinesRT from 250
4 August 20267 August 20261 StopFrontier AirlinesRT from 246
5 August 202610 August 20261 StopFrontier AirlinesRT from 233
6 August 202610 August 2026DirectSouthwest AirlinesRT from 240
7 August 202610 August 20261 StopFrontier AirlinesRT from 261
13 August 202617 August 2026DirectSouthwest AirlinesRT from 235
16 August 202624 August 20261 StopAllegiant AirRT from 247
18 August 202618 August 2026DirectSouthwest AirlinesRT from 200
22 August 202631 August 2026DirectSouthwest AirlinesRT from 206
24 August 202631 August 2026DirectSouthwest AirlinesRT from 236
9 October 202615 October 2026DirectSouthwest AirlinesRT from 289
13 November 202616 November 20261 StopSouthwest AirlinesRT from 312
28 December 20263 January 20271 StopSouthwest AirlinesRT from 518

The Cheapest Flights from to Orlando for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
17 July 202622 July 20261 StopFrontier AirlinesRT from 193
18 August 202618 August 2026DirectSouthwest AirlinesRT from 200
9 October 202615 October 2026DirectSouthwest AirlinesRT from 289
13 November 202616 November 20261 StopSouthwest AirlinesRT from 312
28 December 20263 January 20271 StopSouthwest AirlinesRT from 518
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