Cheap Flights from NYC to CHI
The Cheapest Round-trip Tickets from New York to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 3 May 2025 | 7 May 2025 | Direct |  | RT from 73 |
The Cheapest Flights for this Month from New York to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 12 February 2025 | 12 February 2025 | Direct | | RT from 264 |
| 14 February 2025 | 16 February 2025 | Direct |  | RT from 184 |
| 18 February 2025 | 19 February 2025 | Direct | | RT from 107 |
| 25 February 2025 | 28 February 2025 | Direct | | RT from 91 |
| 27 February 2025 | 2 March 2025 | Direct | | RT from 101 |
| 28 February 2025 | 7 March 2025 | Direct | | RT from 99 |
| 1 March 2025 | 3 March 2025 | Direct | | RT from 76 |
| 6 March 2025 | 7 March 2025 | Direct | | RT from 93 |
| 10 March 2025 | 13 March 2025 | Direct | | RT from 87 |
| 19 March 2025 | 21 March 2025 | Direct | | RT from 186 |
| 5 April 2025 | 9 April 2025 | Direct | | RT from 79 |
| 11 April 2025 | 26 April 2025 | Direct | | RT from 148 |
| 18 April 2025 | 23 April 2025 | Direct | | RT from 106 |
| 27 April 2025 | 1 May 2025 | Direct | | RT from 87 |
| 3 May 2025 | 7 May 2025 | Direct | | RT from 73 |
| 4 May 2025 | 7 May 2025 | Direct | | RT from 84 |
| 14 May 2025 | 22 May 2025 | Direct | | RT from 163 |
| 18 May 2025 | 21 May 2025 | Direct | | RT from 94 |
| 19 May 2025 | 21 May 2025 | Direct | | RT from 75 |
| 22 May 2025 | 24 May 2025 | Direct | | RT from 192 |
| 26 May 2025 | 27 May 2025 | 1 Stop |  | RT from 135 |
| 17 June 2025 | 17 June 2025 | Direct | | RT from 209 |
| 29 June 2025 | 1 July 2025 | Direct | | RT from 227 |
| 14 July 2025 | 17 July 2025 | Direct | | RT from 190 |
| 1 August 2025 | 6 August 2025 | Direct | | RT from 209 |
| 4 August 2025 | 7 August 2025 | Direct | | RT from 206 |
| 19 August 2025 | 24 August 2025 | 1 Stop | | RT from 200 |
| 28 August 2025 | 30 August 2025 | Direct | | RT from 226 |
| 17 September 2025 | 21 September 2025 | Direct | | RT from 252 |
| 1 October 2025 | 26 October 2025 | Direct | | RT from 209 |
| 16 October 2025 | 24 October 2025 | Direct | | RT from 213 |
The Cheapest Flights from New York to Chicago for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 25 February 2025 | 28 February 2025 | Direct | | RT from 91 |
| 1 March 2025 | 3 March 2025 | Direct | | RT from 76 |
| 5 April 2025 | 9 April 2025 | Direct | | RT from 79 |
| 3 May 2025 | 7 May 2025 | Direct | | RT from 73 |
| 17 June 2025 | 17 June 2025 | Direct | | RT from 209 |
| 14 July 2025 | 17 July 2025 | Direct | | RT from 190 |
| 19 August 2025 | 24 August 2025 | 1 Stop | | RT from 200 |
| 17 September 2025 | 21 September 2025 | Direct | | RT from 252 |
| 1 October 2025 | 26 October 2025 | Direct | | RT from 209 |