Cheap Flights from CHI to MCO

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The Cheapest Round-trip Tickets from Chicago to

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3 May 20267 May 2026DirectFrontier AirlinesRT from 87

The Cheapest Flights for this Month from Chicago to

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14 February 202617 February 20261 StopAmerican AirlinesRT from 613
15 February 202618 February 2026DirectFrontier AirlinesRT from 239
16 February 202619 February 20261 StopFrontier AirlinesRT from 309
18 February 202619 February 2026DirectSpirit AirlinesRT from 242
20 February 202622 February 20261 StopFrontier AirlinesRT from 208
21 February 202628 February 2026DirectFrontier AirlinesRT from 151
22 February 202628 February 2026DirectFrontier AirlinesRT from 167
23 February 202628 February 20261 StopFrontier AirlinesRT from 161
25 February 20262 March 20261 StopFrontier AirlinesRT from 128
26 February 202628 February 20261 StopFrontier AirlinesRT from 137
4 March 20269 March 2026DirectSpirit AirlinesRT from 101
6 March 20269 March 2026DirectFrontier AirlinesRT from 142
16 March 202618 March 2026DirectFrontier AirlinesRT from 97
18 March 202620 March 20261 StopFrontier AirlinesRT from 140
19 March 202621 March 20261 StopFrontier AirlinesRT from 154
27 March 202630 March 20261 StopFrontier AirlinesRT from 210
2 April 20266 April 20262 StopsSpirit AirlinesRT from 185
10 April 202612 April 20261 StopFrontier AirlinesRT from 163
14 April 202619 April 2026DirectSpirit AirlinesRT from 142
16 April 202619 April 20261 StopFrontier AirlinesRT from 131
17 April 202619 April 20261 StopFrontier AirlinesRT from 122
23 April 202630 April 20261 StopFrontier AirlinesRT from 111
24 April 202627 April 20261 StopFrontier AirlinesRT from 111
29 April 20266 May 2026DirectSpirit AirlinesRT from 113
30 April 20264 May 2026DirectFrontier AirlinesRT from 118
3 May 20267 May 2026DirectFrontier AirlinesRT from 87
20 May 202625 May 2026DirectSpirit AirlinesRT from 220
21 May 202625 May 2026DirectSpirit AirlinesRT from 259
27 May 20267 June 2026DirectFrontier AirlinesRT from 218
2 June 20266 June 20261 StopSpirit AirlinesRT from 177
8 June 202612 June 2026DirectFrontier AirlinesRT from 174
26 June 20263 July 2026DirectSouthwest AirlinesRT from 197
6 August 202610 August 2026DirectSpirit AirlinesRT from 289
7 August 202610 August 2026DirectFrontier AirlinesRT from 242
13 August 202617 August 2026DirectFrontier AirlinesRT from 227
14 August 202621 August 2026DirectSpirit AirlinesRT from 249
11 October 202616 October 20261 StopJetBlue AirwaysRT from 393
17 October 202618 October 2026DirectUnited AirlinesRT from 407
30 October 20262 November 2026DirectUnited AirlinesRT from 352

The Cheapest Flights from Chicago to for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
25 February 20262 March 20261 StopFrontier AirlinesRT from 128
16 March 202618 March 2026DirectFrontier AirlinesRT from 97
23 April 202630 April 20261 StopFrontier AirlinesRT from 111
3 May 20267 May 2026DirectFrontier AirlinesRT from 87
8 June 202612 June 2026DirectFrontier AirlinesRT from 174
13 August 202617 August 2026DirectFrontier AirlinesRT from 227
30 October 20262 November 2026DirectUnited AirlinesRT from 352
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