Cheap Flights from MDW to ORL
The Cheapest Round-trip Tickets from to Orlando
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 16 November 2026 | 23 November 2026 | Direct |  | RT from 148 USD |
The Cheapest Flights for this Month from to Orlando
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 16 October 2026 | 18 October 2026 | 1 Stop |  | RT from 334 USD |
| 22 October 2026 | 23 October 2026 | Direct | | RT from 459 USD |
| 30 October 2026 | 2 November 2026 | 1 Stop | | RT from 354 USD |
| 31 October 2026 | 14 November 2026 | 1 Stop | | RT from 208 USD |
| 5 November 2026 | 9 November 2026 | 1 Stop | | RT from 345 USD |
| 7 November 2026 | 14 November 2026 | 1 Stop | | RT from 199 USD |
| 12 November 2026 | 15 November 2026 | 1 Stop | | RT from 290 USD |
| 14 November 2026 | 16 November 2026 | 1 Stop | | RT from 177 USD |
| 16 November 2026 | 23 November 2026 | 1 Stop | | RT from 148 USD |
| 20 November 2026 | 27 November 2026 | Direct | | RT from 361 USD |
| 11 December 2026 | 13 December 2026 | 1 Stop | | RT from 202 USD |
| 8 January 2027 | 11 January 2027 | 1 Stop | | RT from 250 USD |
| 10 February 2027 | 14 February 2027 | 1 Stop | | RT from 307 USD |
The Cheapest Flights from to Orlando for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 31 October 2026 | 14 November 2026 | 1 Stop | | RT from 208 USD |
| 16 November 2026 | 23 November 2026 | 1 Stop | | RT from 148 USD |
| 11 December 2026 | 13 December 2026 | 1 Stop | | RT from 202 USD |
| 8 January 2027 | 11 January 2027 | 1 Stop | | RT from 250 USD |
| 10 February 2027 | 14 February 2027 | 1 Stop | | RT from 307 USD |