Cheap Flights from NYC to MDW
The Cheapest Round-trip Tickets from New York to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 November 2026 | 2 December 2026 | Direct |  | RT from 207 USD |
The Cheapest Flights for this Month from New York to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 16 October 2026 | 19 October 2026 | Direct | | RT from 374 USD |
| 17 October 2026 | 18 October 2026 | Direct | | RT from 379 USD |
| 18 October 2026 | 18 October 2026 | Direct | | RT from 530 USD |
| 19 October 2026 | 22 October 2026 | 1 Stop | | RT from 375 USD |
| 20 October 2026 | 22 October 2026 | Direct | | RT from 358 USD |
| 21 October 2026 | 28 October 2026 | 1 Stop |  | RT from 293 USD |
| 22 October 2026 | 25 October 2026 | Direct | | RT from 340 USD |
| 28 October 2026 | 1 November 2026 | 1 Stop | | RT from 283 USD |
| 29 October 2026 | 1 November 2026 | 1 Stop | | RT from 330 USD |
| 30 October 2026 | 2 November 2026 | 1 Stop | | RT from 289 USD |
| 31 October 2026 | 2 November 2026 | 1 Stop | | RT from 291 USD |
| 2 November 2026 | 10 November 2026 | 1 Stop | | RT from 312 USD |
| 3 November 2026 | 10 November 2026 | 1 Stop | | RT from 231 USD |
| 5 November 2026 | 8 November 2026 | Direct | | RT from 296 USD |
| 6 November 2026 | 8 November 2026 | Direct | | RT from 299 USD |
| 7 November 2026 | 10 November 2026 | 1 Stop | | RT from 258 USD |
| 10 November 2026 | 17 November 2026 | 1 Stop | | RT from 221 USD |
| 12 November 2026 | 15 November 2026 | Direct | | RT from 313 USD |
| 13 November 2026 | 16 November 2026 | 1 Stop | | RT from 252 USD |
| 17 November 2026 | 24 November 2026 | 1 Stop | | RT from 318 USD |
| 20 November 2026 | 26 November 2026 | 1 Stop | | RT from 256 USD |
| 21 November 2026 | 6 December 2026 | 1 Stop | | RT from 309 USD |
| 23 November 2026 | 29 November 2026 | Direct | | RT from 398 USD |
| 24 November 2026 | 30 November 2026 | 1 Stop | | RT from 242 USD |
| 26 November 2026 | 2 December 2026 | Direct | | RT from 207 USD |
| 27 November 2026 | 2 December 2026 | Direct | | RT from 268 USD |
| 28 November 2026 | 28 November 2026 | Direct | | RT from 753 USD |
| 5 December 2026 | 12 December 2026 | 1 Stop | | RT from 266 USD |
| 8 December 2026 | 15 December 2026 | 1 Stop | | RT from 225 USD |
| 10 December 2026 | 14 December 2026 | 1 Stop | | RT from 249 USD |
| 12 December 2026 | 9 January 2027 | 1 Stop | | RT from 293 USD |
| 14 December 2026 | 21 December 2026 | Direct | | RT from 247 USD |
| 19 December 2026 | 4 January 2027 | Direct | | RT from 301 USD |
| 28 December 2026 | 31 December 2026 | 1 Stop | | RT from 316 USD |
| 29 December 2026 | 1 January 2027 | Direct | | RT from 332 USD |
| 1 January 2027 | 11 January 2027 | 1 Stop | | RT from 307 USD |
| 2 January 2027 | 6 January 2027 | Direct | | RT from 462 USD |
| 4 January 2027 | 6 January 2027 | Direct | | RT from 309 USD |
| 11 January 2027 | 17 January 2027 | Direct | | RT from 261 USD |
| 12 January 2027 | 16 January 2027 | Direct | | RT from 309 USD |
| 28 January 2027 | 1 February 2027 | 1 Stop | | RT from 275 USD |
| 20 April 2027 | 26 April 2027 | Direct | | RT from 359 USD |
| 6 June 2027 | 9 June 2027 | Direct | | RT from 413 USD |
The Cheapest Flights from New York to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 28 October 2026 | 1 November 2026 | 1 Stop | | RT from 283 USD |
| 26 November 2026 | 2 December 2026 | Direct | | RT from 207 USD |
| 8 December 2026 | 15 December 2026 | 1 Stop | | RT from 225 USD |
| 11 January 2027 | 17 January 2027 | Direct | | RT from 261 USD |
| 20 April 2027 | 26 April 2027 | Direct | | RT from 359 USD |
| 6 June 2027 | 9 June 2027 | Direct | | RT from 413 USD |