Using the online timetable is an easy way to look at all the direct flights Chicago — Boston
112 flights in a week
Departure and arrival times are local (Chicago and Boston)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:26 | 09:54 | mon, tue, wed, thu, fri, sun | AA4358 | American Eagle | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:00 | 10:25 | mon, tue, wed, sun | DL5633 | Delta Connection | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:50 | tue | UA2067 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:49 | mon, wed, thu, fri, sat | UA2067 | United Express | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:40 | 10:55 | sat, sun | WN3352 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:50 | 11:05 | thu | WN3352 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:55 | 11:10 | mon, thu, fri | WN3352 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:55 | 11:14 | sun | UA2067 | United Express | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:00 | 11:20 | tue, wed | WN3352 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 08:20 | 11:38 | mon, tue, wed, thu, fri, sun | AA2489 | American Eagle | 2h 18m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:20 | 12:49 | mon, tue, wed, thu, fri, sun | UA1117 | United Express | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:34 | 13:00 | sat | DL2570 | Delta Connection | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:15 | 13:35 | mon, tue, wed, thu, sun | DL2570 | Delta Connection | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:55 | 14:26 | wed, thu, fri, sat, sun | AA3209 | American Eagle | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:00 | 14:24 | daily | B6312 | JetBlue | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:20 | 14:43 | fri | DL2816 | Delta Connection | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:30 | 16:40 | mon, thu, fri | WN1716 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:40 | 16:50 | sun | WN1716 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:55 | 17:17 | mon, tue, wed, thu, fri, sun | UA1693 | United Express | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:57 | 17:19 | wed | UA1693 | United Express | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:00 | 17:10 | wed | WN2657 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 14:07 | 17:31 | sat | UA1693 | United Express | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:10 | 17:38 | mon, sun | DL5606 | Delta Connection | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:15 | 17:25 | mon, thu, fri, sun | WN2657 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:30 | 18:58 | tue, wed, thu | DL2816 | Delta Connection | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:00 | 21:59 | wed | Jet Linx Aviation | 1h 59m | Chicago Midway International Airport — Logan International Airport | Select dates | |
| 19:15 | 22:36 | sat | AA1033 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:30 | 22:45 | sun | WN3587 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:35 | 23:02 | mon, tue, wed, thu, fri, sun | DL2646 | Delta Connection | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:40 | 23:01 | mon, tue, wed, thu, fri, sun | AA1033 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:45 | 23:59 | daily | AA1275 | American Eagle | 2h 14m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:45 | 00:05 | mon, tue, wed, fri, sat, sun | AA1457 | American Eagle | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:51 | 00:11 | thu | AA1457 | American Eagle | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:15 | 00:35 | mon, thu, fri, sun | UA1182 | United Express | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:15 | 00:36 | sat | UA1182 | United Express | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |