Cheap Flights from CHI to NYC

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The Cheapest Round-trip Tickets from Chicago to New York

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7 January 202610 January 2026DirectFrontier AirlinesRT from 66

The Cheapest Flights for this Month from Chicago to New York

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15 December 202519 December 20251 StopSpirit AirlinesRT from 272
17 December 202523 December 2025DirectFrontier AirlinesRT from 216
19 December 202523 December 2025DirectFrontier AirlinesRT from 242
20 December 202527 December 2025DirectSpirit AirlinesRT from 187
21 December 202527 December 2025DirectFrontier AirlinesRT from 263
22 December 202511 January 2026DirectFrontier AirlinesRT from 128
6 January 20269 January 2026DirectSpirit AirlinesRT from 72
7 January 202610 January 2026DirectFrontier AirlinesRT from 66
12 January 202613 January 2026DirectSpirit AirlinesRT from 67
4 February 202621 February 2026DirectSpirit AirlinesRT from 80
9 February 202611 February 2026DirectSpirit AirlinesRT from 76
11 February 202614 February 2026DirectSpirit AirlinesRT from 106
14 July 202623 July 2026DirectUnited AirlinesRT from 293

The Cheapest Flights from Chicago to New York for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
22 December 202511 January 2026DirectFrontier AirlinesRT from 128
7 January 202610 January 2026DirectFrontier AirlinesRT from 66
9 February 202611 February 2026DirectSpirit AirlinesRT from 76
14 July 202623 July 2026DirectUnited AirlinesRT from 293
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