Cheap flights from New York to Chicago
Find cheap Chicago to New York flights with our free search service. Compare all available fares for direct or connection flights from Chicago to New York.
New York to Chicago flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| New York (NYC) - Chicago (CHI) | 2026-11-03 | 2026-11-10 | 191 USD | 5 hours 20 minutes | Direct | 2026-10-06T07:03:37 |
| New York (NYC) - Chicago (CHI) | 2026-11-17 | 2026-11-24 | 191 USD | 5 hours 15 minutes | Direct | 2026-10-05T15:19:05 |
| New York (NYC) - Chicago (CHI) | 2026-11-07 | 2026-11-09 | 191 USD | 5 hours 20 minutes | Direct | 2026-10-08T15:56:43 |
| New York (NYC) - Chicago (CHI) | 2026-11-10 | 2026-11-17 | 205 USD | 12 hours 19 minutes | Connection | 2026-10-08T19:09:32 |
| New York (NYC) - Chicago (CHI) | 2026-11-13 | 2026-11-16 | 215 USD | 5 hours 21 minutes | Direct | 2026-10-06T23:41:10 |
| New York (NYC) - Chicago (CHI) | 2026-11-10 | 2026-11-13 | 216 USD | 12 hours 19 minutes | Connection | 2026-10-09T14:07:13 |
| New York (NYC) - Chicago (CHI) | 2026-11-09 | 2026-11-17 | 221 USD | 12 hours 50 minutes | Connection | 2026-10-06T09:57:03 |
| New York (NYC) - Chicago (CHI) | 2026-10-30 | 2026-11-02 | 224 USD | 5 hours 12 minutes | Direct | 2026-10-08T21:45:12 |
| New York (NYC) - Chicago (CHI) | 2026-11-02 | 2026-11-10 | 241 USD | 5 hours 26 minutes | Direct | 2026-10-08T03:42:28 |
| New York (NYC) - Chicago (CHI) | 2026-11-17 | 2026-11-19 | 241 USD | 5 hours 11 minutes | Direct | 2026-10-08T03:53:28 |
| New York (NYC) - Chicago (CHI) | 2026-10-28 | 2026-11-01 | 246 USD | 5 hours 15 minutes | Direct | 2026-10-07T07:12:47 |
| New York (NYC) - Chicago (CHI) | 2026-11-01 | 2026-11-05 | 246 USD | 5 hours 26 minutes | Direct | 2026-10-07T07:04:39 |
| New York (NYC) - Chicago (CHI) | 2027-01-11 | 2027-01-17 | 246 USD | 5 hours 23 minutes | Direct | 2026-10-08T18:03:40 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-01 | 256 USD | 5 hours 12 minutes | Direct | 2026-10-09T03:35:58 |
| New York (NYC) - Chicago (CHI) | 2026-11-12 | 2026-11-15 | 258 USD | 5 hours 20 minutes | Direct | 2026-10-08T04:28:33 |
| New York (NYC) - Chicago (CHI) | 2026-10-10 | 2026-10-25 | 264 USD | 5 hours 41 minutes | Direct | 2026-10-07T17:24:58 |
| New York (NYC) - Chicago (CHI) | 2026-10-30 | 2026-11-01 | 265 USD | 9 hours 28 minutes | Connection | 2026-10-07T07:04:21 |
| New York (NYC) - Chicago (CHI) | 2026-11-25 | 2026-11-27 | 273 USD | 5 hours 27 minutes | Direct | 2026-10-06T17:47:41 |
| New York (NYC) - Chicago (CHI) | 2026-11-18 | 2026-11-25 | 310 USD | 8 hours 15 minutes | Connection | 2026-10-07T15:09:26 |
| New York (NYC) - Chicago (CHI) | 2026-12-02 | 2026-12-05 | 314 USD | 5 hours 34 minutes | Direct | 2026-10-03T16:42:51 |
| New York (NYC) - Chicago (CHI) | 2026-12-02 | 2026-12-16 | 319 USD | 5 hours 34 minutes | Direct | 2026-10-05T14:08:20 |
| New York (NYC) - Chicago (CHI) | 2026-11-05 | 2026-11-08 | 326 USD | 5 hours 21 minutes | Direct | 2026-10-05T16:25:42 |
| New York (NYC) - Chicago (CHI) | 2027-04-20 | 2027-05-04 | 326 USD | 5 hours 24 minutes | Direct | 2026-10-03T05:48:09 |
| New York (NYC) - Chicago (CHI) | 2027-03-07 | 2027-03-13 | 338 USD | 5 hours 22 minutes | Direct | 2026-10-04T01:55:01 |
| New York (NYC) - Chicago (CHI) | 2027-06-06 | 2027-06-09 | 344 USD | 5 hours 20 minutes | Direct | 2026-10-09T05:10:05 |
| New York (NYC) - Chicago (CHI) | 2026-10-22 | 2026-10-24 | 350 USD | 5 hours 16 minutes | Direct | 2026-10-06T17:17:41 |
| New York (NYC) - Chicago (CHI) | 2026-10-20 | 2026-10-22 | 353 USD | 5 hours 16 minutes | Direct | 2026-10-07T20:23:26 |
| New York (NYC) - Chicago (CHI) | 2026-10-21 | 2026-10-22 | 354 USD | 5 hours 16 minutes | Direct | 2026-10-05T18:45:31 |
| New York (NYC) - Chicago (CHI) | 2026-10-21 | 2026-10-23 | 354 USD | 5 hours 14 minutes | Direct | 2026-10-05T18:50:20 |
| New York (NYC) - Chicago (CHI) | 2026-10-12 | 2026-10-13 | 354 USD | 5 hours 14 minutes | Direct | 2026-10-05T18:52:17 |
New York to Chicago flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| AA2819 | New York (JFK) | Chicago (ORD) | 3:29 p.m. | 6:47 p.m. | Boeing 737 Max 8 |
| LA7011 | New York (JFK) | Chicago (ORD) | 9:45 a.m. | 5:08 p.m. | None |
| KL7448 | New York (JFK) | Chicago (ORD) | 9:38 p.m. | 11:09 p.m. | CR9 |
| EY8311 | New York (JFK) | Chicago (ORD) | 9:30 p.m. | 10:51 p.m. | E90 |
| BA5641 | New York (JFK) | Chicago (ORD) | 6:30 p.m. | 7:43 p.m. | None |
| AA2226 | New York (JFK) | Chicago (ORD) | 12:06 p.m. | 2 p.m. | Boeing 737-800 |
| TK6275 | New York (JFK) | Chicago (ORD) | 8:35 p.m. | 12:05 a.m. | B77L |
| QR3808 | New York (JFK) | Chicago (ORD) | 4:17 p.m. | 9 p.m. | 320 |
| 9E4954 | New York (JFK) | Chicago (ORD) | 5:40 p.m. | 6:36 p.m. | CRJ9 |
| AF2657 | New York (JFK) | Chicago (ORD) | 2:25 p.m. | 4:47 p.m. | 757 |
| LA6142 | New York (JFK) | Chicago (ORD) | 6:34 p.m. | 7:42 p.m. | None |
| EK6071 | New York (JFK) | Chicago (ORD) | 7:40 p.m. | 10 p.m. | 320 |
| KQ7017 | New York (JFK) | Chicago (ORD) | 3 p.m. | 5:06 p.m. | None |
| TP4347 | New York (JFK) | Chicago (ORD) | 7:05 a.m. | 8:50 a.m. | None |
| VS2032 | New York (JFK) | Chicago (ORD) | 7:20 a.m. | 9:13 a.m. | CR9 |
| B6105 | New York (JFK) | Chicago (ORD) | noon | 3 p.m. | E190 |
| LA6265 | New York (JFK) | Chicago (ORD) | 9:24 p.m. | 5 a.m. | None |
| KE7513 | New York (JFK) | Chicago (ORD) | 7 a.m. | 8:45 a.m. | None |
| AT9544 | New York (JFK) | Chicago (ORD) | 3:40 p.m. | 5:34 p.m. | E90 |
| VS4635 | New York (JFK) | Chicago (ORD) | 7:35 p.m. | 9:52 p.m. | CR7 |
| KE7511 | New York (JFK) | Chicago (ORD) | 3 p.m. | 5:11 p.m. | CRJ9 |
| BA2492 | New York (JFK) | Chicago (ORD) | 11:26 a.m. | 1:10 p.m. | B752 |
| CI9094 | New York (JFK) | Chicago (ORD) | 7:30 a.m. | 9:25 a.m. | None |
| GF4121 | New York (JFK) | Chicago (ORD) | 5:02 p.m. | 6:26 p.m. | A321 |
| AA4680 | New York (JFK) | Chicago (ORD) | 7:53 p.m. | 9:53 p.m. | Embraer 175 |
| MU8835 | New York (JFK) | Chicago (ORD) | 4:55 p.m. | 7:29 p.m. | CR9 |
| KE7349 | New York (JFK) | Chicago (ORD) | 7:30 a.m. | 9:25 a.m. | CRJ9 |
| QR3850 | New York (JFK) | Chicago (ORD) | 8:50 p.m. | 12:09 a.m. | None |
| B61905 | New York (JFK) | Chicago (ORD) | 8:24 p.m. | 9:34 p.m. | A320 |
| KL5612 | New York (JFK) | Chicago (ORD) | 7:40 p.m. | 9:27 p.m. | CR9 |
| GF4148 | New York (JFK) | Chicago (ORD) | 2:23 p.m. | 4:11 p.m. | B752 |
| DL5017 | New York (JFK) | Chicago (ORD) | 2:20 p.m. | 5:19 p.m. | CRJ9 |
| TP8035 | New York (JFK) | Chicago (ORD) | 7:30 a.m. | 9:56 a.m. | E190 |
| 9E4897 | New York (JFK) | Chicago (ORD) | 7:47 a.m. | 9:03 a.m. | CRJ9 |
| DL5169 | New York (JFK) | Chicago (ORD) | 9:38 p.m. | 11:10 p.m. | CRJ9 |
| GF4350 | New York (JFK) | Chicago (ORD) | 1:59 p.m. | 3:53 p.m. | None |
| QF7550 | New York (JFK) | Chicago (ORD) | 9:30 a.m. | 4 p.m. | B748 |
| AF5748 | New York (JFK) | Chicago (ORD) | 2:52 p.m. | 6:25 p.m. | CR9 |
| 5Y7550 | New York (JFK) | Chicago (ORD) | 10:55 p.m. | 1:50 a.m. | Boeing 747-87U(F) |
| SQ1487 | New York (JFK) | Chicago (ORD) | 3:29 p.m. | 5:21 p.m. | 320 |
| 9E5117 | New York (JFK) | Chicago (ORD) | 3 p.m. | 4:58 p.m. | CRJ9 |
| VS4667 | New York (JFK) | Chicago (ORD) | 10:30 a.m. | 12:20 p.m. | CRJ9 |
| MU4381 | New York (JFK) | Chicago (ORD) | 2 a.m. | 2:10 a.m. | |
| EY8259 | New York (JFK) | Chicago (ORD) | 11 a.m. | 1:34 p.m. | 320 |
| QR8145 | New York (JFK) | Chicago (ORD) | 3:05 p.m. | 4:50 p.m. | B77L |
| BA2409 | New York (JFK) | Chicago (ORD) | 3:58 p.m. | 6:22 p.m. | Bombardier CRJ-701ER |
| VS4629 | New York (JFK) | Chicago (ORD) | 3 p.m. | 5:11 p.m. | CR9 |
| DL5203 | New York (JFK) | Chicago (ORD) | 6:45 p.m. | 7:55 p.m. | CR9 |
| AA9678 | New York (JFK) | Chicago (ORD) | 11:45 p.m. | 1:19 a.m. | B738 |
| AT9546 | New York (JFK) | Chicago (ORD) | 8:59 p.m. | 10:58 p.m. | None |
| B6205 | New York (JFK) | Chicago (ORD) | 6:05 a.m. | 9:03 a.m. | A320 |
| UX3329 | New York (JFK) | Chicago (ORD) | 3:50 p.m. | 5:54 p.m. | CR9 |
| KL6944 | New York (JFK) | Chicago (ORD) | 12:39 p.m. | 2:17 p.m. | CR9 |
| AY5673 | New York (JFK) | Chicago (ORD) | 1:19 p.m. | 3:43 p.m. | 738 |
| KL6986 | New York (JFK) | Chicago (ORD) | 12:45 p.m. | 2:17 p.m. | |
| AA9665 | New York (JFK) | Chicago (ORD) | 4:15 p.m. | 9:25 p.m. | B738 |
| B61105 | New York (JFK) | Chicago (ORD) | 10:45 a.m. | 1:55 p.m. | EMBRAER EMB 190 / EMB 195 |
| VS4881 | New York (JFK) | Chicago (ORD) | 11:40 a.m. | 1:29 p.m. | None |
| AA532 | New York (JFK) | Chicago (ORD) | 7:09 p.m. | 10:25 p.m. | Boeing 737 Max 8 |
| LY8689 | New York (JFK) | Chicago (ORD) | 10:31 a.m. | 12:23 p.m. | E190 |
| LY8687 | New York (JFK) | Chicago (ORD) | 7 p.m. | 8:51 p.m. | None |
| AZ3152 | New York (JFK) | Chicago (ORD) | 10:50 a.m. | 12:40 p.m. | CR9 |
| AZ5882 | New York (JFK) | Chicago (ORD) | 7:29 p.m. | 9:47 p.m. | CR9 |
| AZ3251 | New York (JFK) | Chicago (ORD) | 3:29 p.m. | 5:37 p.m. | CR9 |
| AZ5839 | New York (JFK) | Chicago (ORD) | 8 a.m. | 9:55 a.m. | None |
| RJ7300 | New York (JFK) | Chicago (ORD) | 11:10 a.m. | 5:36 p.m. | None |
| LY8691 | New York (JFK) | Chicago (ORD) | 8:59 a.m. | 10:43 a.m. | 320 |
| 8C3457 | New York (JFK) | Chicago (ORD) | 10 p.m. | None | B763 |
| AR7076 | New York (JFK) | Chicago (ORD) | 6:25 p.m. | 8:26 p.m. | None |
| AR7032 | New York (JFK) | Chicago (ORD) | 3:35 p.m. | 5:33 p.m. | CRJ9 |
| AS6968 | New York (JFK) | Chicago (ORD) | 7 a.m. | 11:07 a.m. | B738 |
| CL2441 | New York (JFK) | Chicago (ORD) | 12:50 p.m. | 2:25 p.m. | CR9 |
| MU8879 | New York (JFK) | Chicago (ORD) | 12:40 p.m. | 2:20 p.m. | CR9 |
| B64347 | New York (JFK) | Chicago (ORD) | 7:11 p.m. | 11:40 p.m. | |
| MU8878 | New York (JFK) | Chicago (ORD) | 11:20 a.m. | 2:05 p.m. | CRJ9 |
| B68105 | New York (JFK) | Chicago (ORD) | 12:01 a.m. | 1:30 a.m. | E190 |
| EK6751 | New York (JFK) | Chicago (ORD) | 8 a.m. | 9:52 a.m. | E190 |
| EK6749 | New York (JFK) | Chicago (ORD) | 5:29 p.m. | 7:18 p.m. | 320 |
| TK6637 | New York (JFK) | Chicago (ORD) | 1:45 a.m. | 3:40 a.m. | B77L |
| SU3440 | New York (JFK) | Chicago (ORD) | 11:50 a.m. | 1:50 p.m. | |
| VS4883 | New York (JFK) | Chicago (ORD) | 4:05 p.m. | 5:56 p.m. | CRJ9 |
| K49812 | New York (JFK) | Chicago (ORD) | 10:15 p.m. | None | B744 |
| G74262 | New York (JFK) | Chicago (ORD) | 9:05 a.m. | 10:55 a.m. | |
| SA7370 | New York (JFK) | Chicago (ORD) | 9:56 a.m. | 11:30 a.m. | E90 |
| DL3333 | New York (JFK) | Chicago (ORD) | 10:45 a.m. | 1:15 p.m. | CRJ9 |
| TK6089 | New York (JFK) | Chicago (ORD) | 11:55 p.m. | None | B77W |
| 9S8948 | New York (JFK) | Chicago (ORD) | None | None | B77L |
| TK6617 | New York (JFK) | Chicago (ORD) | None | None | B77L |
| XL6626 | New York (JFK) | Chicago (ORD) | 8:05 a.m. | 9:55 a.m. | None |
| CV8801 | New York (JFK) | Chicago (ORD) | None | None | B744 |
| RW5617 | New York (JFK) | Chicago (ORD) | None | None | E75S |
| LH8156 | New York (JFK) | Chicago (ORD) | 10:05 a.m. | 11:25 a.m. | MD11 |
| B66071 | New York (JFK) | Chicago (ORD) | 3:59 p.m. | 5:56 p.m. | E90 |
| CZ1274 | New York (JFK) | Chicago (ORD) | 7:58 a.m. | 10 a.m. | CRJ9 |
| RW6063 | New York (JFK) | Chicago (ORD) | None | None | E170 |
| 5Y9055 | New York (JFK) | Chicago (ORD) | 1:20 a.m. | None | B744 |
| OS6893 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| DL3478 | New York (JFK) | Chicago (ORD) | 9:40 a.m. | 11:27 a.m. | CRJ |
| DW1546 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| 9E3478 | New York (JFK) | Chicago (ORD) | 6 a.m. | 7:42 a.m. | CRJ9 |
| JJ2260 | New York (JFK) | Chicago (ORD) | 1 p.m. | midnight | None |
| JJ2176 | New York (JFK) | Chicago (ORD) | midnight | 7:07 p.m. | None |
| FV57018 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| LK01 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| LO7793 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| 9E2910 | New York (JFK) | Chicago (ORD) | 12:29 p.m. | 2:06 p.m. | CR9 |
| JJ2052 | New York (JFK) | Chicago (ORD) | 9:39 a.m. | 12:44 p.m. | 737-800 |
| JJ2049 | New York (JFK) | Chicago (ORD) | 7:30 a.m. | 4:04 p.m. | A321 |
| QA102 | New York (JFK) | Chicago (ORD) | None | None | N/A |
| 9W7944 | New York (JFK) | Chicago (ORD) | 7:30 p.m. | 9:31 p.m. | |
| 9W7260 | New York (JFK) | Chicago (ORD) | 1 p.m. | midnight | None |
| 9W7274 | New York (JFK) | Chicago (ORD) | midnight | 9:53 a.m. | None |
| CV8602 | New York (JFK) | Chicago (ORD) | None | None | B748 |
| DE4644 | New York (JFK) | Chicago (ORD) | 5:08 p.m. | 7:06 p.m. | 320 |
| CV773 | New York (JFK) | Chicago (ORD) | 10 a.m. | 11:13 a.m. | |
| CM5369 | New York (JFK) | Chicago (ORD) | 10:58 a.m. | 1:14 p.m. | ERJ |
| BU2516 | New York (JFK) | Chicago (ORD) | 3:09 p.m. | 4:49 p.m. | F50 |
| BE2176 | New York (JFK) | Chicago (ORD) | 7:21 p.m. | 10:27 p.m. | |
| OK3070 | New York (JFK) | Chicago (ORD) | 4:30 p.m. | 6:28 p.m. | CR9 |
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