Cheap Flights from CHI to NYC

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The Cheapest Round-trip Tickets from Chicago to New York

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3 December 20256 December 2025DirectFrontier AirlinesRT from 77

The Cheapest Flights for this Month from Chicago to New York

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7 November 202511 November 2025DirectSpirit AirlinesRT from 103
15 November 202516 November 2025DirectSpirit AirlinesRT from 112
21 November 202524 November 2025DirectSpirit AirlinesRT from 89
3 December 20256 December 2025DirectFrontier AirlinesRT from 77
20 December 202522 December 20251 StopFrontier AirlinesRT from 240
15 February 202618 February 2026DirectAmerican AirlinesRT from 112
19 March 202622 March 2026DirectUnited AirlinesRT from 247
1 May 20264 May 2026DirectAmerican AirlinesRT from 197

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

Departure atReturn atStopsAirlineFind tickets
21 November 202524 November 2025DirectSpirit AirlinesRT from 89
3 December 20256 December 2025DirectFrontier AirlinesRT from 77
15 February 202618 February 2026DirectAmerican AirlinesRT from 112
19 March 202622 March 2026DirectUnited AirlinesRT from 247
1 May 20264 May 2026DirectAmerican AirlinesRT from 197
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