Using the online timetable is an easy way to look at all the direct flights Phoenix — Chicago
431 flights in a week
Departure and arrival times are local (Phoenix and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:30 | 06:03 | mon, tue, wed, thu, fri | AA1148 | American Airlines | 3h 33m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 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 |
| 05:00 | 10:34 | mon, tue, sat, sun | AA2201 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 05:05 | 10:20 | mon, thu, fri | WN1587 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:05 | 10:25 | sat | WN2663 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 05:10 | 10:30 | tue, wed, sun | WN3382 | Southwest Airlines | 3h 20m | 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 |
| 05:15 | 10:35 | thu | WN2663 | Southwest Airlines | 3h 20m | 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 |
| 05:25 | 11:05 | wed, thu, sat, sun | AA1384 | American Airlines | 3h 40m | Phoenix Sky Harbor International Airport — O'Hare 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 | 10:46 | 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 (Scarlet the Tanager 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 |
| 06:00 | 11:31 | fri | UA2236 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 06:30 | 10:49 | sat | AA1655 | American Airlines | 3h 19m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 06:30 | 11:50 | fri | WN350 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 11:45 | wed | G42269 | Allegiant Air | 3h 5m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 06:50 | 12:10 | sun | WN2083 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 06:55 | 12:15 | tue, wed | WN2175 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway 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 | 12:31 | sat, sun | UA467 | United Airlines | 3h 31m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:00 | 12:08 | mon, fri | G4668 | Allegiant Air | 3h 8m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:00 | 12:42 | daily | AA2765 | American Airlines | 3h 42m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 07:00 | 12:10 | fri | G4668 | Allegiant Air | 3h 10m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:04 | 12:45 | sun | UA467 | United Airlines | 3h 41m | 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 |
| 07:05 | 12:25 | sat | WN2083 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 07:07 | 12:48 | mon, tue, wed, thu, fri | UA467 | United Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare 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 | 12:35 | wed | G42269 | Allegiant Air | 3h 5m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:30 | 12:38 | wed | G4668 | Allegiant Air | 3h 8m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:30 | 12:40 | wed | G4731 | Allegiant Air | 3h 10m | Phoenix-Mesa Gateway Airport — Chicago Rockford International Airport | Select dates |
| 07:40 | 13:05 | sat | WN459 | Southwest Airlines | 3h 25m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 07:55 | 13:42 | sat | AA601 | American Airlines | 3h 47m | Phoenix Sky Harbor International Airport — O'Hare 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 | 13:25 | sun | F91736 | Frontier (Scarlet the Tanager 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 |
| 08:05 | 13:25 | tue, wed | WN2083 | Southwest Airlines | 3h 20m | 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 |
| 08:12 | 13:56 | sun | AA601 | American Airlines | 3h 44m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:20 | 14:03 | mon, tue, wed, thu, fri | AA601 | American Airlines | 3h 43m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:30 | 14:09 | fri | AA601 | American Airlines | 3h 39m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:35 | 14:14 | mon, tue, wed, thu, sat | AA601 | American Airlines | 3h 39m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 08:35 | 14:19 | sun | AA601 | American Airlines | 3h 44m | 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 |
| 09:25 | 14:45 | tue, wed | WN1764 | 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 (Scarlet the Tanager 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 |
| 10:04 | 15:45 | mon, sun | AA332 | American Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:07 | 15:48 | sat | AA332 | American Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:15 | 15:36 | thu | F91736 | Frontier (Scarlet the Tanager Livery) | 3h 21m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:16 | 15:41 | mon, tue, fri | F91736 | Frontier (Scarlet the Tanager Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:16 | 15:50 | daily | AA332 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 10:20 | 15:41 | sat | F91736 | Frontier (Scarlet the Tanager Livery) | 3h 21m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:25 | 15:45 | wed | WN1093 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:30 | 15:55 | sat | F91736 | Frontier (Scarlet the Tanager Livery) | 3h 25m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 10:30 | 15:31 | sat | SGX719 | Slate Aviation | 3h 1m | Scottsdale Airport — DuPage 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 | 16:30 | mon, tue, wed, thu, fri, sat | UA2291 | United Airlines | 3h 40m | 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 |
| 11:16 | 16:35 | sun | F91736 | Frontier (Scarlet the Tanager 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 |
| 12:05 | 17:25 | wed | WN3786 | Southwest Airlines | 3h 20m | 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 |
| 12:15 | 17:52 | tue, wed, fri, sat | AA338 | American Airlines | 3h 37m | Phoenix Sky Harbor International Airport — O'Hare 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, sat | AA338 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:30 | 18:11 | thu, fri, sat, sun | UA1400 | United Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:32 | 18:13 | daily | UA1400 | United Airlines | 3h 41m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:35 | 18:16 | fri | UA1400 | United Airlines | 3h 41m | 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 | 18:28 | fri | AA338 | American Airlines | 3h 43m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 12:50 | 18:05 | thu | WN4249 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway 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 |
| 13:45 | 18:17 | daily | UA1193 | United Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 13:55 | 19:15 | wed | WN1459 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 13:59 | 19:28 | daily | AA2786 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 14:11 | 19:34 | thu, sun | F91736 | Frontier (Scarlet the Tanager Livery) | 3h 23m | 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 |
| 14:43 | 20:23 | mon, wed, thu, fri, sat, sun | UA1686 | United Airlines | 3h 40m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 14:45 | 20:05 | tue, wed | WN4345 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 20:20 | mon, thu, fri | WN3382 | 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 |
| 15:09 | 20:41 | sat, sun | AA2786 | American Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 15:18 | 20:47 | mon, wed, thu, sat, sun | AA3331 | American Airlines | 3h 29m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:24 | 20:58 | sun | AA2786 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:25 | 20:57 | mon, tue, wed, thu, fri, sat | AA2786 | American Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 15:25 | 21:02 | fri | AA2786 | American Airlines | 3h 37m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 15:35 | 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 |
| 15:45 | 21:19 | wed | AA3331 | American Airlines | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 15:50 | 21:10 | wed | WN979 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 16:00 | 21:02 | thu | 5X9305 | UPS | 3h 2m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 16:25 | 21:56 | thu, fri | UA451 | 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 |
| 16:50 | 22:20 | mon, tue, wed, thu, fri, sun | WN408 | Southwest Airlines | 3h 30m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:50 | 22:10 | mon, thu, fri | WN979 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway 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 | 22:31 | daily | AA435 | American Airlines | 3h 36m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 16:55 | 22:33 | sat | AA435 | American Airlines | 3h 38m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 17:08 | 22:42 | mon, fri | F91828 | Frontier (Scarlet the Tanager Livery) | 3h 34m | Phoenix Sky Harbor International Airport — O'Hare 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 |
| 17:55 | 23:15 | mon, thu, fri | WN290 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway 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 |
| 18:15 | 23:41 | mon, fri | F91828 | Frontier (Scarlet the Tanager Livery) | 3h 26m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:15 | 23:47 | mon, fri | F91828 | Frontier (Scarlet the Tanager Livery) | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 18:29 | 23:56 | sat | F91410 | Frontier (Scarlet the Tanager 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 | WN1535 | 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 | 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 |
| 19:00 | 00:32 | daily | AA695 | American Airlines | 3h 32m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 19:11 | 00:48 | daily | AA695 | American Airlines | 3h 37m | 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 |
| 19:30 | 00:50 | wed, thu | WN290 | Southwest Airlines | 3h 20m | Phoenix Sky Harbor International Airport — Chicago Midway 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 |
| 19:45 | 01:05 | tue, 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 | wed, thu, 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 |
| 20:25 | 00:40 | fri, sat | WN4203 | Southwest Airlines | 3h 15m | Phoenix Sky Harbor International Airport — Chicago Midway 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 |
| 20:45 | 00:05 | fri | 5Y8066 | Atlas Air | 1h 20m | Phoenix-Mesa Gateway Airport — O'Hare International Airport | Select dates |
| 22:45 | 03:55 | tue | DL8961 | Delta Air Lines | 3h 10m | Phoenix Sky Harbor International Airport — Chicago Midway International Airport | Select dates |
| 23:09 | 04:42 | mon, tue, wed, thu, fri, sun | UA1367 | United Airlines | 3h 33m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |
| 23:20 | 04:53 | daily | UA1367 | United Airlines | 3h 33m | 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 | 05:26 | daily | UA1367 | United Airlines | 3h 27m | Phoenix Sky Harbor International Airport — O'Hare International Airport | Select dates |