Cheap Flights from CHI to NYC
The Cheapest Round-trip Tickets from Chicago to New York
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 5 December 2026 | 8 December 2026 | Direct |  | RT from 152 USD |
The Cheapest Flights for this Month from Chicago to New York
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 22 September 2026 | 2 October 2026 | Direct | | RT from 300 USD |
| 23 September 2026 | 27 September 2026 | 1 Stop |  | RT from 303 USD |
| 24 September 2026 | 30 September 2026 | 1 Stop | | RT from 252 USD |
| 25 September 2026 | 26 September 2026 | 1 Stop | | RT from 266 USD |
| 26 September 2026 | 27 September 2026 | 1 Stop | | RT from 308 USD |
| 29 September 2026 | 30 September 2026 | 1 Stop | | RT from 246 USD |
| 30 September 2026 | 3 October 2026 | 1 Stop |  | RT from 296 USD |
| 1 October 2026 | 4 October 2026 | 1 Stop |  | RT from 313 USD |
| 2 October 2026 | 5 October 2026 | 1 Stop | | RT from 267 USD |
| 3 October 2026 | 7 October 2026 | 1 Stop | | RT from 228 USD |
| 4 October 2026 | 6 October 2026 | Direct | | RT from 248 USD |
| 5 October 2026 | 10 October 2026 | 1 Stop | | RT from 202 USD |
| 6 October 2026 | 14 October 2026 | 1 Stop | | RT from 188 USD |
| 7 October 2026 | 7 October 2026 | Direct |  | RT from 219 USD |
| 8 October 2026 | 11 October 2026 | Direct | | RT from 317 USD |
| 9 October 2026 | 12 October 2026 | 1 Stop | | RT from 275 USD |
| 13 October 2026 | 16 October 2026 | Direct | | RT from 216 USD |
| 16 October 2026 | 19 October 2026 | Direct | | RT from 300 USD |
| 23 October 2026 | 26 October 2026 | Direct | | RT from 282 USD |
| 24 October 2026 | 25 October 2026 | Direct | | RT from 232 USD |
| 27 October 2026 | 29 October 2026 | 1 Stop | | RT from 243 USD |
| 7 November 2026 | 10 November 2026 | 1 Stop | | RT from 221 USD |
| 11 November 2026 | 13 November 2026 | Direct | | RT from 205 USD |
| 13 November 2026 | 15 November 2026 | Direct | | RT from 259 USD |
| 14 November 2026 | 17 November 2026 | 1 Stop | | RT from 202 USD |
| 16 November 2026 | 19 November 2026 | 1 Stop | | RT from 251 USD |
| 17 November 2026 | 20 November 2026 | Direct | | RT from 206 USD |
| 25 November 2026 | 29 November 2026 | Direct | | RT from 473 USD |
| 26 November 2026 | 29 November 2026 | Direct | | RT from 448 USD |
| 5 December 2026 | 8 December 2026 | Direct | | RT from 152 USD |
| 7 December 2026 | 9 December 2026 | Direct | | RT from 192 USD |
| 9 December 2026 | 11 December 2026 | 1 Stop | | RT from 248 USD |
| 13 December 2026 | 16 December 2026 | Direct | | RT from 233 USD |
| 14 December 2026 | 17 December 2026 | Direct | | RT from 209 USD |
| 19 December 2026 | 12 January 2027 | Direct | | RT from 273 USD |
| 23 December 2026 | 26 December 2026 | Direct | | RT from 280 USD |
| 30 December 2026 | 2 January 2027 | Direct | | RT from 286 USD |
| 1 March 2027 | 7 March 2027 | Direct | | RT from 268 USD |
| 18 June 2027 | 25 June 2027 | Direct | | RT from 305 USD |
The Cheapest Flights from Chicago to New York for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 29 September 2026 | 30 September 2026 | 1 Stop | | RT from 246 USD |
| 6 October 2026 | 14 October 2026 | 1 Stop | | RT from 188 USD |
| 14 November 2026 | 17 November 2026 | 1 Stop | | RT from 202 USD |
| 5 December 2026 | 8 December 2026 | Direct | | RT from 152 USD |
| 1 March 2027 | 7 March 2027 | Direct | | RT from 268 USD |
| 18 June 2027 | 25 June 2027 | Direct | | RT from 305 USD |