Cheap Flights from MDW to ORL
The Cheapest Round-trip Tickets from to Orlando
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 9 May 2026 | 15 May 2026 | Direct |  | RT from 129 |
The Cheapest Flights for this Month from to Orlando
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 1 May 2026 | 3 May 2026 | 1 Stop | | RT from 358 |
| 4 May 2026 | 8 May 2026 | 1 Stop | | RT from 221 |
| 6 May 2026 | 10 May 2026 | 1 Stop | | RT from 271 |
| 7 May 2026 | 10 May 2026 | 1 Stop | | RT from 292 |
| 8 May 2026 | 10 May 2026 | 1 Stop | | RT from 285 |
| 9 May 2026 | 15 May 2026 | 1 Stop | | RT from 129 |
| 10 May 2026 | 12 May 2026 | 1 Stop | | RT from 261 |
| 12 May 2026 | 16 May 2026 | 1 Stop | | RT from 236 |
| 13 May 2026 | 16 May 2026 | 1 Stop | | RT from 192 |
| 14 May 2026 | 17 May 2026 | 1 Stop | | RT from 204 |
| 15 May 2026 | 17 May 2026 | 1 Stop | | RT from 176 |
| 20 May 2026 | 22 May 2026 | 1 Stop | | RT from 302 |
| 22 May 2026 | 30 May 2026 | 1 Stop | | RT from 286 |
| 31 May 2026 | 4 June 2026 | Direct |  | RT from 151 |
| 2 June 2026 | 7 June 2026 | 1 Stop | | RT from 201 |
| 7 June 2026 | 11 June 2026 | 1 Stop | | RT from 334 |
| 8 June 2026 | 12 June 2026 | 1 Stop | | RT from 287 |
| 10 June 2026 | 17 June 2026 | 1 Stop | | RT from 186 |
| 12 June 2026 | 14 June 2026 | 1 Stop | | RT from 216 |
| 19 June 2026 | 22 June 2026 | 1 Stop | | RT from 254 |
| 26 June 2026 | 29 June 2026 | 1 Stop | | RT from 358 |
| 30 June 2026 | 3 July 2026 | Direct | | RT from 200 |
| 24 July 2026 | 26 July 2026 | 1 Stop | | RT from 266 |
| 6 August 2026 | 10 August 2026 | 1 Stop | | RT from 265 |
| 7 August 2026 | 10 August 2026 | Direct | | RT from 461 |
| 13 August 2026 | 17 August 2026 | 1 Stop | | RT from 263 |
| 24 August 2026 | 30 September 2026 | Direct | | RT from 451 |
| 30 October 2026 | 3 November 2026 | Direct | | RT from 353 |
| 13 November 2026 | 16 November 2026 | Direct | | RT from 565 |
| 3 December 2026 | 6 December 2026 | Direct | | RT from 565 |
| 19 December 2026 | 26 December 2026 | Direct | | RT from 639 |
The Cheapest Flights from to Orlando for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 9 May 2026 | 15 May 2026 | 1 Stop | | RT from 129 |
| 10 June 2026 | 17 June 2026 | 1 Stop | | RT from 186 |
| 24 July 2026 | 26 July 2026 | 1 Stop | | RT from 266 |
| 13 August 2026 | 17 August 2026 | 1 Stop | | RT from 263 |
| 30 October 2026 | 3 November 2026 | Direct | | RT from 353 |
| 13 November 2026 | 16 November 2026 | Direct | | RT from 565 |
| 3 December 2026 | 6 December 2026 | Direct | | RT from 565 |