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) | 2026-10-17 | 2026-10-19 | 242 USD | 9 hours 34 minutes | Connection | 2026-09-18T23:09:21 |
| New York (NYC) - Chicago (CHI) | 2026-10-17 | 2026-10-20 | 250 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-17 | 2026-10-21 | 250 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-17 | 2026-10-22 | 250 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-17 | 2026-10-23 | 257 USD | 9 hours 36 minutes | Connection | 2026-09-18T13:54:28 |
| New York (NYC) - Chicago (CHI) | 2027-02-11 | 2027-02-14 | 274 USD | 5 hours 15 minutes | Direct | 2026-09-22T13:20:26 |
| New York (NYC) - Chicago (CHI) | 2026-10-28 | 2026-11-01 | 287 USD | 5 hours 28 minutes | Direct | 2026-09-24T16:31:46 |
| New York (NYC) - Chicago (CHI) | 2027-04-21 | 2027-04-27 | 287 USD | 5 hours 24 minutes | Direct | 2026-09-24T15:19:16 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-01 | 287 USD | 5 hours 28 minutes | Direct | 2026-09-24T02:28:48 |
| New York (NYC) - Chicago (CHI) | 2027-04-20 | 2027-04-26 | 287 USD | 5 hours 24 minutes | Direct | 2026-09-24T01:12:42 |
| New York (NYC) - Chicago (CHI) | 2026-10-14 | 2026-10-21 | 293 USD | 5 hours 16 minutes | Direct | 2026-09-20T13:44:49 |
| New York (NYC) - Chicago (CHI) | 2026-10-12 | 2026-10-16 | 294 USD | 5 hours 17 minutes | Direct | 2026-09-22T21:12:20 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-02 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-03 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-04 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-05 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-06 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-07 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-08 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-09 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-10 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-11 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-12 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-13 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-14 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-15 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-16 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-17 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-29 | 2026-11-18 | 296 USD | 0 minutes | Direct | 2026-09-25T00:00:00 |
| New York (NYC) - Chicago (CHI) | 2026-10-21 | 2026-10-22 | 298 USD | 5 hours 16 minutes | Direct | 2026-09-24T11:43:32 |
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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