Using the online timetable is an easy way to look at all the direct flights Phoenix — Chicago
463 flights in a week
Departure and arrival times are local (Phoenix and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:45 | 06:05 | mon, tue, fri, sat, sun | UA473 | United Airlines | 3h 20m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 00:45 | 06:13 | mon | AA3306 | American Airlines | 3h 28m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 01:00 | 06:20 | sun | UA473 | United Airlines | 3h 20m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 01:04 | 06:30 | daily | AA695 | American Airlines | 3h 26m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 01:09 | 06:32 | fri, sat | AA695 | American Airlines | 3h 23m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 05:00 | 10:15 | sat | WN384 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:00 | 10:34 | mon, tue, sat, sun | AA2201 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 05:00 | 10:35 | mon, sun | AA2229 | American Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 05:05 | 10:20 | mon, thu, fri | WN1587 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:15 | 10:30 | sat | WN1587 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:20 | 10:35 | sun | WN384 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:25 | 10:40 | sun | WN1587 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:30 | 10:45 | mon, thu | WN384 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:30 | 10:59 | sat | AA1655 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 06:00 | 10:15 | sat | WN384 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 10:46 | wed, thu, fri | 5X2651 | UPS | 2h 46m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 11:18 | thu | 5X2651 | UPS | 3h 18m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 11:13 | wed | 5X2651 | UPS | 3h 13m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 11:20 | tue | 5X2651 | UPS | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 10:49 | tue | 5X2651 | UPS | 2h 49m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 11:15 | tue, wed | WN2575 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 11:09 | thu | 5X2651 | UPS | 3h 9m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 10:42 | fri | 5X2651 | UPS | 2h 42m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 10:52 | tue, wed, thu, fri | 5X2651 | UPS | 2h 52m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:00 | 11:21 | thu, sat | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 21m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 10:58 | fri | 5X2651 | UPS | 2h 58m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 06:10 | 11:11 | sat | G4741 | Allegiant Air | 3h 1m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 06:10 | 11:25 | sat | WN2121 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:15 | 11:50 | sat | AA2765 | American Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 06:20 | 10:30 | sat | WN1783 | Southwest Airlines | 3h 10m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 11:58 | mon, tue, fri, sat, sun | AA2765 | American Airlines | 3h 33m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 06:30 | 10:45 | thu, fri | WN384 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 10:49 | sat | AA1655 | American Airlines | 3h 19m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:00 | 10:26 | fri | 5X2651 | UPS | 2h 26m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 07:00 | 12:15 | wed | WN950 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 12:31 | sat, sun | UA467 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:01 | 12:30 | daily | UA2004 | United Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:05 | 12:34 | mon | F91830 | Frontier (Kit the Kermode Bear Livery) | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:05 | 12:20 | sun | WN1093 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 11:38 | mon, sun | AA1655 | American Airlines | 3h 23m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:15 | 11:35 | tue, wed, sat | AA1655 | American Airlines | 3h 20m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:15 | 12:46 | mon, tue, wed, fri, sun | UA2207 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:15 | 12:35 | mon, thu, fri | WN1093 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 07:30 | 12:59 | fri | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:30 | 12:35 | wed | G42269 | Allegiant Air | 3h 5m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:45 | 12:08 | thu, fri | AA1655 | American Airlines | 3h 23m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:50 | 13:05 | mon, thu, fri, sat | WN2575 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 12:27 | daily | UA1896 | United Airlines | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:00 | 13:06 | wed | G42332 | Allegiant Air | 3h 6m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 08:00 | 13:25 | sun | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 08:05 | 13:20 | sun | WN2575 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 08:09 | 13:15 | wed | G42325 | Allegiant Air | 3h 6m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 08:10 | 13:25 | tue, wed | WN1587 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 08:37 | 14:15 | mon, wed, thu, fri, sat, sun | AA601 | American Airlines | 3h 38m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:39 | 14:13 | tue | AA601 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:41 | 14:14 | mon, tue, wed, thu, sun | AA332 | American Airlines | 3h 33m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:45 | 14:26 | mon, tue, wed, thu, fri, sun | AA601 | American Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:50 | 14:10 | mon, thu, fri, sun | WN2429 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 09:50 | 15:05 | tue, wed | WN1543 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 09:51 | 15:16 | thu, sun | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:00 | 15:20 | mon, thu, fri | WN2429 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:10 | 14:35 | mon, thu, fri, sun | WN2765 | Southwest Airlines | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:15 | 15:36 | thu | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 21m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:16 | 15:41 | mon, tue, fri | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:20 | 15:41 | sat | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 21m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:25 | 16:02 | daily | AA332 | American Airlines | 3h 37m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:27 | 16:02 | mon, tue, wed, thu, fri, sun | AA366 | American Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:30 | 15:55 | sat | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:38 | 16:14 | mon, fri | F91830 | Frontier (Kit the Kermode Bear Livery) | 3h 36m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:40 | 16:00 | sun | WN2380 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:45 | 16:05 | sat | WN2429 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:50 | 16:10 | mon, thu, fri | WN4756 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:50 | 16:25 | sat | F91830 | Frontier (Kit the Kermode Bear Livery) | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:00 | 16:32 | daily | UA2291 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:00 | 16:20 | sat | WN1543 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 11:05 | 16:40 | mon, wed, thu | UA2291 | United Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:06 | 16:41 | tue, wed, sat | UA2291 | United Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:12 | 16:44 | wed | F91830 | Frontier (Kit the Kermode Bear Livery) | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:16 | 16:35 | sun | F91736 | Frontier (Kit the Kermode Bear Livery) | 3h 19m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 11:16 | 16:32 | fri | UA2291 | United Airlines | 3h 16m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 11:20 | 16:40 | wed | WN2121 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 11:50 | 16:10 | thu, fri | WN4756 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:00 | 16:20 | sat | WN1543 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:10 | 17:25 | sat | WN1505 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:15 | 16:30 | sat | WN1527 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:17 | 17:45 | mon, tue, thu, sun | AA338 | American Airlines | 3h 28m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:21 | 17:50 | mon, thu, fri | AA338 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:30 | 17:02 | daily | UA1492 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:33 | 18:07 | sat | F91830 | Frontier (Kit the Kermode Bear Livery) | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:45 | 18:20 | daily | UA1400 | United Airlines | 3h 35m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:45 | 18:00 | wed | WN4203 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:45 | 18:05 | mon, thu, fri | WN1523 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 12:48 | 18:20 | sat | UA1400 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:58 | 18:04 | mon | G42332 | Allegiant Air | 3h 6m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 13:20 | 18:35 | tue, wed | WN2429 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 13:20 | 18:26 | mon, fri | G42332 | Allegiant Air | 3h 6m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 13:22 | 17:43 | thu, fri | AA435 | American Airlines | 3h 21m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 13:45 | 18:17 | daily | UA1193 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 13:59 | 19:28 | mon | AA2786 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 14:05 | 19:25 | sun | WN3341 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 14:08 | 19:40 | sat | UA657 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 14:30 | 19:50 | sat | WN3663 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 14:33 | 20:05 | mon, tue, wed, thu, fri, sun | UA657 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 14:35 | 20:05 | daily | UA1129 | United Airlines | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 14:39 | 19:45 | mon, fri | G42332 | Allegiant Air | 3h 6m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 14:40 | 20:00 | mon, thu, fri | WN3341 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 14:45 | 20:05 | tue | WN4345 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:05 | 20:20 | tue, wed | WN4048 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:10 | 20:30 | mon, thu, fri, sun | WN2088 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:15 | 20:40 | daily | AA435 | American Airlines | 3h 25m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:15 | 20:42 | daily | AA2786 | American Airlines | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:16 | 19:44 | fri | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 28m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:17 | 19:51 | fri | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:18 | 20:47 | mon, wed | AA3331 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:27 | 19:26 | fri | G42332 | Allegiant Air | 2h 59m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 15:31 | 20:02 | thu, fri, sat, sun | UA1268 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:34 | 20:35 | tue | G42332 | Allegiant Air | 3h 1m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 15:35 | 20:07 | daily | UA1268 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:35 | 20:55 | mon, thu, fri | WN6313 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:39 | 20:40 | mon, fri | G42272 | Allegiant Air | 3h 1m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 15:40 | 21:00 | thu, fri | WN950 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:50 | 20:00 | wed | WN3423 | Southwest Airlines | 3h 10m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:55 | 21:15 | sun | WN950 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 16:10 | 21:25 | sun | WN6313 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 16:15 | 20:33 | sat | AA435 | American Airlines | 3h 18m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:15 | 20:39 | thu, fri | AA630 | American Airlines | 3h 24m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:18 | 20:42 | mon, thu, fri, sun | AA435 | American Airlines | 3h 24m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:25 | 21:56 | fri | UA451 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:29 | 22:00 | daily | UA1974 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:35 | 20:55 | thu, fri | WN6313 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 16:42 | 21:03 | tue, wed | AA630 | American Airlines | 3h 21m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:50 | 22:20 | tue, wed, fri, sun | WN1188 | Southwest Airlines | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:55 | 22:17 | mon, wed, thu, fri, sat | UA1268 | United Airlines | 3h 22m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:55 | 22:15 | sat | WN952 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 17:15 | 22:35 | tue, wed | WN2485 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 17:30 | 22:45 | sun | WN250 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 17:30 | 22:50 | sun | WN952 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 17:35 | 22:50 | mon, thu, fri | WN952 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 17:45 | 22:07 | mon, fri, sun | UA1086 | United Airlines | 3h 22m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:00 | 23:15 | sat | WN6319 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:15 | 23:35 | tue | WN724 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:29 | 23:56 | sat | F91410 | Frontier (Kit the Kermode Bear Livery) | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:30 | 23:55 | mon, tue, wed, thu, fri, sat | WN2359 | Southwest Airlines | 3h 25m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:30 | 23:45 | mon, thu, fri | WN4048 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:30 | 23:50 | tue, wed | WN3341 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:40 | 23:05 | mon, tue, thu, fri, sun | WN3970 | Southwest Airlines | 3h 25m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:45 | 00:05 | mon, fri, sat | WN2485 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:55 | 00:10 | mon | WN771 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 18:55 | 03:47 | mon | WN9009 | Southwest Airlines | 6h 52m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 19:00 | 23:15 | sat | WN6319 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 19:05 | 00:25 | wed | WN3341 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 19:07 | 00:40 | daily | AA435 | American Airlines | 3h 33m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:07 | 00:37 | thu | AA695 | American Airlines | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:17 | 00:44 | daily | AA630 | American Airlines | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:25 | 00:40 | tue, sat | WN4203 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 19:28 | 00:57 | mon, tue, thu, fri, sat, sun | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:35 | 23:45 | mon, thu | WN1678 | Southwest Airlines | 3h 10m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 19:39 | 01:03 | wed, thu, fri | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 24m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:39 | 00:58 | mon, tue, wed, thu, fri, sat | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 19m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:45 | 01:05 | fri, sat | WN724 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 20:13 | 01:03 | tue, fri | 5X853 | UPS | 2h 50m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:13 | 01:06 | fri | 5X853 | UPS | 2h 53m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:13 | 01:08 | tue, wed, thu, fri | 5X853 | UPS | 2h 55m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:13 | 01:00 | tue | 5X853 | UPS | 2h 47m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:13 | 02:25 | fri | 5X853 | UPS | 4h 12m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:17 | 00:37 | sat | AA394 | American Airlines | 3h 20m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 20:25 | 00:40 | fri, sat | WN4203 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 20:31 | 01:01 | tue, sun | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 20:33 | 01:03 | sat | F91828 | Frontier (Kit the Kermode Bear Livery) | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 20:45 | 01:49 | wed | 5X853 | UPS | 4h 4m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 00:21 | thu | 5X853 | UPS | 2h 36m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 23:53 | tue | 5X853 | UPS | 2h 8m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 00:24 | mon | 5X853 | UPS | 2h 39m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 00:35 | tue, wed, thu | 5X853 | UPS | 2h 50m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 01:10 | fri | 5X853 | UPS | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Rockford International Airport | Select dates |
| 23:45 | 05:00 | sun | AA333 | American Airlines | 3h 15m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:45 | 05:08 | daily | AA1148 | American Airlines | 3h 23m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:45 | 05:13 | thu, sun | AA1148 | American Airlines | 3h 28m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:51 | 05:17 | daily | AA1148 | American Airlines | 3h 26m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:59 | 04:21 | mon, tue, wed, fri, sat, sun | UA493 | United Airlines | 3h 22m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:59 | 05:21 | tue, wed, thu, fri, sat | UA1367 | United Airlines | 3h 22m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:59 | 05:26 | daily | UA1367 | United Airlines | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |