Cheap Flights from CHI to ORL

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The Cheapest Round-trip Tickets from Chicago to Orlando

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1 May 20262 May 2026DirectSpirit AirlinesRT from 132

The Cheapest Flights for this Month from Chicago to Orlando

Departure atReturn atStopsAirlineFind tickets
21 April 202625 April 20261 StopFrontier AirlinesRT from 138
22 April 202629 April 20261 StopFrontier AirlinesRT from 214
24 April 202626 April 20261 StopFrontier AirlinesRT from 236
25 April 202626 April 20261 StopFrontier AirlinesRT from 221
1 May 20262 May 20261 StopSpirit AirlinesRT from 132
8 May 202611 May 20261 StopAllegiant AirRT from 186
15 May 202618 May 2026DirectFrontier AirlinesRT from 135
22 May 202626 May 20261 StopFrontier AirlinesRT from 143
24 May 202631 May 20261 StopFrontier AirlinesRT from 210
1 June 202611 June 20261 StopFrontier AirlinesRT from 169
5 June 20267 June 20261 StopFrontier AirlinesRT from 170
8 June 202612 June 2026DirectFrontier AirlinesRT from 180
10 June 202617 June 20261 StopFrontier AirlinesRT from 170
6 August 202610 August 20261 StopAllegiant AirRT from 231
7 August 202610 August 20261 StopSpirit AirlinesRT from 215
8 August 202615 August 20261 StopFrontier AirlinesRT from 212
13 August 202617 August 20261 StopFrontier AirlinesRT from 235
13 November 202616 November 2026DirectAllegiant AirRT from 241
24 November 202629 November 20261 StopSun Country AirlinesRT from 609
17 December 202622 December 2026DirectUnited AirlinesRT from 510
10 February 202715 February 20271 StopAmerican AirlinesRT from 537

The Cheapest Flights from Chicago to Orlando for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
21 April 202625 April 20261 StopFrontier AirlinesRT from 138
1 May 20262 May 20261 StopSpirit AirlinesRT from 132
1 June 202611 June 20261 StopFrontier AirlinesRT from 169
8 August 202615 August 20261 StopFrontier AirlinesRT from 212
13 November 202616 November 2026DirectAllegiant AirRT from 241
17 December 202622 December 2026DirectUnited AirlinesRT from 510
10 February 202715 February 20271 StopAmerican AirlinesRT from 537
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