Using the online timetable is an easy way to look at all the direct flights Boston — Chicago
334 flights in a week
Departure and arrival times are local (Boston and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 02:54 | 04:39 | thu | UA3750 | United Airlines | 2h 45m | Logan International Airport — O'Hare International Airport | Select dates |
| 05:55 | 07:40 | sat | WN678 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 08:00 | sat, sun | B6311 | JetBlue Airways | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:53 | tue, sun | B6311 | JetBlue Airways | 2h 53m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:01 | 07:54 | daily | UA567 | United Airlines | 2h 53m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:15 | 08:03 | mon, tue, wed, thu, fri | DL1810 | Delta Air Lines | 2h 48m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:15 | 08:27 | tue, fri | DL5595 | Delta Air Lines | 3h 12m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:15 | 08:23 | mon, tue, wed, thu, fri | DL1417 | Delta Air Lines | 3h 8m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:21 | 07:55 | mon | UA567 | United Airlines | 2h 33m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:25 | 08:05 | thu, fri | WN2941 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 08:21 | tue, wed, fri | DL1417 | Delta Air Lines | 2h 56m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:30 | 08:15 | mon, thu, fri, sun | WN678 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 06:38 | 08:38 | daily | B6311 | JetBlue Airways | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 06:55 | 08:35 | tue, wed | WN678 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 08:59 | mon, tue, thu, sun | B6311 | JetBlue Airways | 2h 59m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:00 | 09:11 | mon, tue, wed, thu, fri, sun | AA1509 | American Airlines | 3h 11m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:00 | 09:08 | sat | AA1509 | American Airlines | 3h 8m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:00 | 08:40 | tue, wed, thu | WN3047 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 07:05 | 09:05 | mon, tue, sun | B6311 | JetBlue Airways | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:05 | 08:55 | tue, wed | WN1769 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 08:55 | tue, wed, thu | 5X2019 | UPS | 2h 40m | Logan International Airport — Chicago Rockford International Airport | Select dates |
| 07:15 | 09:05 | mon, tue, wed, fri, sun | WN533 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 09:15 | mon, tue | B6311 | JetBlue Airways | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:15 | 08:42 | tue, wed, thu | 5X2019 | UPS | 2h 27m | Logan International Airport — Chicago Rockford International Airport | Select dates |
| 07:30 | 09:35 | tue, wed, thu, fri, sat | UA2341 | United Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:35 | 09:40 | mon | UA2341 | United Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 07:40 | 09:45 | sun | UA2341 | United Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:00 | 09:52 | daily | UA1944 | United Airlines | 2h 52m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:10 | 10:08 | tue, fri, sun | B6311 | JetBlue Airways | 2h 58m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:43 | tue, wed, thu, fri | AA1239 | American Airlines | 3h 13m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:29 | mon, tue, wed, thu, sun | AA1239 | American Airlines | 2h 59m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:28 | daily | AA1502 | American Airlines | 2h 58m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:21 | sat | B6311 | JetBlue Airways | 2h 51m | Logan International Airport — O'Hare International Airport | Select dates |
| 08:37 | 10:38 | mon, tue, wed, thu, fri, sun | AA1239 | American Airlines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 09:00 | 11:05 | sat | AA4507 | American Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 09:25 | 11:29 | tue, wed, thu, fri, sat, sun | UA1306 | United Airlines | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 09:29 | 11:33 | daily | UA1306 | United Airlines | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 09:40 | 11:15 | mon, thu, fri | WN3384 | Southwest Airlines | 2h 35m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 09:40 | 11:28 | daily | UA1306 | United Airlines | 2h 48m | Logan International Airport — O'Hare International Airport | Select dates |
| 09:45 | 11:25 | wed | WN3384 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 10:15 | 12:09 | mon, tue, wed, thu, fri | DL5617 | Delta Air Lines | 2h 54m | Logan International Airport — O'Hare International Airport | Select dates |
| 10:20 | 12:24 | tue | DL5812 | Delta Air Lines | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 10:30 | 12:28 | mon, tue, wed, thu, fri, sun | DL5644 | Delta Air Lines | 2h 58m | Logan International Airport — O'Hare International Airport | Select dates |
| 10:30 | 12:25 | mon, tue, wed, thu, sun | DL5644 | Delta Air Lines | 2h 55m | Logan International Airport — O'Hare International Airport | Select dates |
| 10:35 | 12:25 | thu, fri | WN683 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 11:20 | 12:50 | tue, wed | WN3048 | Southwest Airlines | 2h 30m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 12:00 | 14:05 | sat | AA4564 | American Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:05 | 14:10 | wed, thu, fri, sat | AA4262 | American Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:15 | 14:05 | tue, wed | WN2074 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 12:28 | 14:47 | wed, thu, fri | AA4540 | American Airlines | 3h 19m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:28 | 14:47 | fri | AA4540 | Republic Airways | 3h 19m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:30 | 14:20 | tue, wed | WN3196 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 12:31 | 14:28 | sat | AA2997 | American Airlines | 2h 57m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:35 | 14:25 | mon, thu, fri | WN1726 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 12:35 | 14:15 | sun | WN2074 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 12:42 | 14:36 | mon, tue, wed, thu, fri, sun | UA1732 | United Airlines | 2h 54m | Logan International Airport — O'Hare International Airport | Select dates |
| 12:55 | 14:45 | sun | WN3196 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 13:20 | 15:09 | sat | DL2631 | Delta Air Lines | 2h 49m | Logan International Airport — O'Hare International Airport | Select dates |
| 13:36 | 15:50 | sat | AA3871 | American Airlines | 3h 14m | Logan International Airport — O'Hare International Airport | Select dates |
| 13:39 | 15:53 | sat | AA3871 | American Airlines | 3h 14m | Logan International Airport — O'Hare International Airport | Select dates |
| 13:40 | 15:42 | sat | DL5644 | Delta Air Lines | 3h 2m | Logan International Airport — O'Hare International Airport | Select dates |
| 13:40 | 15:39 | sat | DL5644 | Delta Air Lines | 2h 59m | Logan International Airport — O'Hare International Airport | Select dates |
| 13:46 | 15:47 | sat | AA3871 | American Airlines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 14:00 | 16:03 | mon, wed, thu, sun | DL631 | Delta Air Lines | 3h 3m | Logan International Airport — O'Hare International Airport | Select dates |
| 14:05 | 16:11 | daily | AA4357 | American Airlines | 3h 6m | Logan International Airport — O'Hare International Airport | Select dates |
| 14:10 | 16:11 | sat | AA4782 | American Airlines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 14:15 | 16:04 | tue, wed, thu, sun | DL2631 | Delta Air Lines | 2h 49m | Logan International Airport — O'Hare International Airport | Select dates |
| 14:40 | 16:45 | mon, tue, wed, thu, fri, sun | DL5601 | Delta Air Lines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:10 | 16:50 | mon, thu, fri | WN2074 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 15:20 | 17:14 | mon, tue, wed, sun | B61225 | JetBlue Airways | 2h 54m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:39 | sat | AA4801 | American Airlines | 3h 9m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:35 | mon, tue, wed | AA4434 | American Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:40 | 17:54 | tue, wed, thu, fri | AA3871 | American Airlines | 3h 14m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:42 | 17:56 | mon, tue, wed, thu, fri, sun | AA3871 | American Airlines | 3h 14m | Logan International Airport — O'Hare International Airport | Select dates |
| 15:48 | 17:50 | mon, tue, wed, fri, sun | AA3871 | American Airlines | 3h 2m | Logan International Airport — O'Hare International Airport | Select dates |
| 16:20 | 18:24 | daily | UA237 | United Airlines | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 16:20 | 18:21 | sat | DL5603 | Delta Air Lines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 16:40 | 18:30 | thu | WN3677 | Southwest Airlines | 2h 50m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 16:47 | 18:40 | mon, tue, thu, sat, sun | UA1298 | United Airlines | 2h 53m | Logan International Airport — O'Hare International Airport | Select dates |
| 16:50 | 18:30 | tue, wed | WN336 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 17:05 | 19:00 | tue, thu | DL2933 | Delta Air Lines | 2h 55m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:06 | 19:10 | daily | DL5812 | Delta Air Lines | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:06 | 19:07 | tue, sun | DL5812 | Delta Air Lines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:10 | 19:10 | sat | B6611 | JetBlue Airways | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:13 | 19:17 | sun | B61225 | JetBlue Airways | 3h 4m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:44 | sat | AA3811 | American Airlines | 3h 14m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:26 | thu, fri, sat, sun | AA1434 | American Airlines | 2h 56m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:37 | 19:35 | mon, tue, fri, sun | AA1719 | American Airlines | 2h 58m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:38 | 19:39 | sat | AA3811 | American Airlines | 3h 1m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:40 | 19:38 | mon, fri, sat, sun | AA2877 | American Airlines | 2h 58m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:40 | 19:25 | sat | WN4190 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 17:49 | 19:56 | thu, fri, sun | AA2877 | American Airlines | 3h 7m | Logan International Airport — O'Hare International Airport | Select dates |
| 17:55 | 19:35 | sun | WN4190 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 18:20 | 20:25 | mon, wed, thu, fri, sun | UA238 | United Airlines | 3h 5m | Logan International Airport — O'Hare International Airport | Select dates |
| 18:25 | 20:36 | daily | DL5600 | Delta Air Lines | 3h 11m | Logan International Airport — O'Hare International Airport | Select dates |
| 18:31 | 20:25 | mon, fri, sat, sun | UA2609 | United Airlines | 2h 54m | Logan International Airport — O'Hare International Airport | Select dates |
| 18:31 | 20:09 | sun | UA8128 | United Airlines | 2h 38m | Logan International Airport — O'Hare International Airport | Select dates |
| 19:04 | 20:23 | tue | AA1239 | American Airlines | 2h 19m | Logan International Airport — O'Hare International Airport | Select dates |
| 19:20 | 21:00 | mon | WN5774 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 19:50 | 21:30 | sun | WN1104 | Southwest Airlines | 2h 40m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 19:50 | 21:53 | mon, tue, thu, fri, sun | DL5836 | Delta Air Lines | 3h 3m | Logan International Airport — O'Hare International Airport | Select dates |
| 19:50 | 21:50 | mon, tue, fri | DL5836 | Delta Air Lines | 3h 0m | Logan International Airport — O'Hare International Airport | Select dates |
| 20:35 | 22:20 | tue, wed | WN4190 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 20:55 | 22:52 | mon, tue, wed, thu, fri, sun | DL5603 | Delta Air Lines | 2h 57m | Logan International Airport — O'Hare International Airport | Select dates |
| 21:35 | 23:20 | mon, tue, fri, sun | WN3677 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 21:50 | 23:35 | mon, thu, fri | WN4190 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 21:55 | 23:40 | sat | WN3677 | Southwest Airlines | 2h 45m | Logan International Airport — Chicago Midway International Airport | Select dates |
| 22:30 | 23:50 | thu | AA9937 | American Airlines | 2h 20m | Logan International Airport — O'Hare International Airport | Select dates |