Cheap Flights from CHI to MCO
The Cheapest Round-trip Tickets from Chicago to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 3 December 2026 | 7 December 2026 | Direct |  | RT from 123 USD |
The Cheapest Flights for this Month from Chicago to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 12 September 2026 | 19 September 2026 | 1 Stop | | RT from 234 USD |
| 13 September 2026 | 13 September 2026 | 1 Stop | | RT from 346 USD |
| 17 September 2026 | 8 November 2026 | Direct | | RT from 232 USD |
| 18 September 2026 | 8 November 2026 | Direct | | RT from 232 USD |
| 20 September 2026 | 8 November 2026 | 1 Stop | | RT from 245 USD |
| 22 September 2026 | 29 September 2026 | 1 Stop | | RT from 247 USD |
| 24 September 2026 | 1 October 2026 | 1 Stop | | RT from 224 USD |
| 25 September 2026 | 28 September 2026 | 1 Stop | | RT from 236 USD |
| 3 October 2026 | 8 October 2026 | 1 Stop | | RT from 209 USD |
| 7 October 2026 | 13 October 2026 | 1 Stop | | RT from 216 USD |
| 8 October 2026 | 13 October 2026 | Direct | | RT from 224 USD |
| 9 October 2026 | 12 October 2026 | Direct | | RT from 268 USD |
| 5 November 2026 | 8 November 2026 | 1 Stop | | RT from 211 USD |
| 13 November 2026 | 16 November 2026 | 1 Stop | | RT from 259 USD |
| 20 November 2026 | 27 November 2026 | 1 Stop | | RT from 146 USD |
| 21 November 2026 | 26 November 2026 | 1 Stop | | RT from 196 USD |
| 25 November 2026 | 29 November 2026 | Direct | | RT from 251 USD |
| 3 December 2026 | 7 December 2026 | Direct | | RT from 123 USD |
| 19 December 2026 | 27 December 2026 | Direct | | RT from 332 USD |
| 28 December 2026 | 2 January 2027 | Direct | | RT from 362 USD |
| 29 December 2026 | 1 January 2027 | Direct |  | RT from 348 USD |
| 7 January 2027 | 12 January 2027 | Direct | | RT from 310 USD |
| 28 January 2027 | 31 January 2027 | Direct |  | RT from 367 USD |
| 10 May 2027 | 16 May 2027 | Direct |  | RT from 259 USD |
The Cheapest Flights from Chicago to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 September 2026 | 1 October 2026 | 1 Stop | | RT from 224 USD |
| 3 October 2026 | 8 October 2026 | 1 Stop | | RT from 209 USD |
| 20 November 2026 | 27 November 2026 | 1 Stop | | RT from 146 USD |
| 3 December 2026 | 7 December 2026 | Direct | | RT from 123 USD |
| 7 January 2027 | 12 January 2027 | Direct | | RT from 310 USD |
| 10 May 2027 | 16 May 2027 | Direct | | RT from 259 USD |