Cheap Flights from JFK to CHI

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The Cheapest Round-trip Tickets from to Chicago

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11 September 202612 September 2026DirectAmerican AirlinesRT from 180

The Cheapest Flights for this Month from to Chicago

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21 April 202628 April 2026DirectAmerican AirlinesRT from 373
22 April 202625 April 20261 StopFrontier AirlinesRT from 370
23 April 202624 April 2026DirectAmerican AirlinesRT from 349
24 April 202627 April 2026DirectjetBlueRT from 343
26 April 20261 May 2026DirectAmerican AirlinesRT from 270
27 April 20262 May 2026DirectAmerican AirlinesRT from 270
30 April 20264 May 2026DirectAmerican AirlinesRT from 287
1 May 20263 May 20261 StopFrontier AirlinesRT from 274
2 May 20265 May 2026DirectjetBlueRT from 223
5 May 20267 May 2026DirectjetBlueRT from 203
6 May 20268 May 2026DirectjetBlueRT from 218
7 May 202610 May 2026DirectjetBlueRT from 345
8 May 202610 May 2026DirectjetBlueRT from 229
12 May 202622 May 20261 StopFrontier AirlinesRT from 230
15 May 202618 May 2026DirectjetBlueRT from 344
16 May 202618 May 2026DirectAmerican AirlinesRT from 281
17 May 202617 May 20261 StopjetBlueRT from 471
22 May 202622 May 20261 StopAmerican AirlinesRT from 415
27 May 202630 May 2026DirectAmerican AirlinesRT from 202
29 May 202631 May 2026DirectjetBlueRT from 364
11 June 202614 June 20261 StopFrontier AirlinesRT from 241
23 June 202625 June 2026DirectjetBlueRT from 209
7 July 202611 July 2026DirectjetBlueRT from 191
27 July 202630 July 2026DirectAmerican AirlinesRT from 237
29 July 202613 August 2026DirectjetBlueRT from 229
30 July 20262 August 20261 StopAmerican AirlinesRT from 326
2 August 20269 August 2026DirectAmerican AirlinesRT from 384
11 September 202612 September 2026DirectAmerican AirlinesRT from 180
18 September 202620 September 2026DirectjetBlueRT from 447
4 November 202611 November 2026DirectAmerican AirlinesRT from 203
6 November 202611 November 2026DirectAmerican AirlinesRT from 287
7 November 202611 November 2026DirectAmerican AirlinesRT from 201
15 November 202622 November 2026DirectAmerican AirlinesRT from 240

The Cheapest Flights from to Chicago for the Year Ahead

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26 April 20261 May 2026DirectAmerican AirlinesRT from 270
27 May 202630 May 2026DirectAmerican AirlinesRT from 202
23 June 202625 June 2026DirectjetBlueRT from 209
7 July 202611 July 2026DirectjetBlueRT from 191
2 August 20269 August 2026DirectAmerican AirlinesRT from 384
11 September 202612 September 2026DirectAmerican AirlinesRT from 180
7 November 202611 November 2026DirectAmerican AirlinesRT from 201
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