Using the online timetable is an easy way to look at all the direct flights Chicago — Cancun
235 flights in a week
Departure and arrival times are local (Chicago and Cancun)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:00 | 09:50 | sat | WN228 | Southwest Airlines | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 06:00 | 09:44 | daily | NK104 | Spirit Airlines | 3h 44m | O'Hare International Airport — Cancun International Airport | Select dates |
| 06:15 | 11:05 | sun | WN228 | Southwest Airlines | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 06:45 | 11:35 | thu, fri | WN218 | Southwest Airlines | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 06:45 | 10:35 | mon, tue, wed, thu, fri | WN218 | Southwest Airlines | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 07:00 | 10:50 | sat | WN216 | Southwest Airlines | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 07:06 | 10:51 | sat | AA1001 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 07:30 | 11:25 | daily | UA1198 | United Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:10 | 11:55 | sun | WN216 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 08:12 | 12:20 | daily | F944 | Frontier | 4h 8m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:35 | 12:18 | daily | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 43m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:35 | 12:10 | sun | WN216 | Southwest Airlines | 3h 35m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 08:36 | 12:19 | mon, wed, thu, fri, sat, sun | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 43m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:36 | 12:21 | mon, tue, wed, thu, fri, sun | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:40 | 12:18 | daily | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 38m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:44 | 12:29 | daily | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:45 | 12:21 | daily | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 36m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:48 | 13:33 | mon, tue, thu, sat, sun | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:49 | 13:34 | tue, wed, fri, sun | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 08:50 | 12:35 | sun | WN216 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 08:53 | 13:38 | daily | AA1503 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 09:05 | 12:40 | mon, tue, wed, thu, fri, sat | WN216 | Southwest Airlines | 3h 35m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 09:07 | 12:53 | daily | UA1198 | United Airlines | 3h 46m | O'Hare International Airport — Cancun International Airport | Select dates |
| 09:15 | 14:00 | mon, tue, wed, thu, fri, sun | WN218 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 09:15 | 14:10 | daily | UA1198 | United Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 09:28 | 13:14 | daily | UA1656 | United Airlines | 3h 46m | O'Hare International Airport — Cancun International Airport | Select dates |
| 09:55 | 13:30 | mon, tue, wed | WN218 | Southwest Airlines | 3h 35m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 10:00 | 13:50 | daily | AA492 | American Airlines (Reno Air Retro Livery) | 3h 50m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:10 | 14:50 | sat | WN218 | Southwest Airlines | 3h 40m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 10:18 | 14:08 | tue, wed, thu, fri, sun | AA492 | American Airlines (Reno Air Retro Livery) | 3h 50m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:20 | 15:10 | tue, wed, thu, fri, sat | AA492 | American Airlines (Reno Air Retro Livery) | 3h 50m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:25 | 15:10 | daily | AA492 | American Airlines (Reno Air Retro Livery) | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:25 | 15:10 | tue, wed, fri | WN218 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 10:30 | 15:25 | thu, fri, sat | WN1510 | Southwest Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:30 | 14:25 | daily | WN1510 | Southwest Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:30 | 14:10 | sat | WN1510 | Southwest Airlines | 3h 40m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:35 | 15:20 | daily | WN1510 | Southwest Airlines | 3h 45m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:35 | 15:30 | daily | UA1659 | United Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:35 | 15:30 | fri, sat | WN1510 | Southwest Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:35 | 14:30 | wed, thu | UA1659 | United Airlines | 3h 55m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:42 | 14:28 | daily | UA1659 | United Airlines | 3h 46m | O'Hare International Airport — Cancun International Airport | Select dates |
| 10:45 | 14:20 | mon, tue, wed, thu, fri, sun | WN218 | Southwest Airlines | 3h 35m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:00 | 14:40 | sat | WN218 | Southwest Airlines | 3h 40m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:10 | 14:55 | sun | WN218 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:15 | 14:50 | sun | WN230 | Southwest Airlines | 3h 35m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:17 | 16:07 | mon | F9235 | Frontier | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:37 | 16:27 | sun | F9235 | Frontier | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 11:42 | 16:32 | mon, tue, wed, thu, fri | F9235 | Frontier | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 12:15 | 17:00 | sat | WN218 | Southwest Airlines | 3h 45m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 12:17 | 17:07 | sat, sun | F9235 | Frontier | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 12:18 | 17:08 | tue, wed, thu, fri, sat | F9235 | Frontier | 3h 50m | Chicago Midway International Airport — Cancun International Airport | Select dates |
| 12:21 | 17:14 | mon, tue | NK124 | Spirit Airlines | 3h 53m | O'Hare International Airport — Cancun International Airport | Select dates |
| 12:21 | 17:07 | wed, thu, fri, sat | NK124 | Spirit Airlines | 3h 46m | O'Hare International Airport — Cancun International Airport | Select dates |
| 12:21 | 16:07 | daily | NK124 | Spirit Airlines | 3h 46m | O'Hare International Airport — Cancun International Airport | Select dates |
| 16:04 | 19:44 | daily | UA1671 | United Airlines | 3h 40m | O'Hare International Airport — Cancun International Airport | Select dates |