Chicago to Boston (ORD-BOS): nonstop upgrade & award space
United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly nonstop between Chicago (ORD) and Boston (BOS), roughly 207 times a week. The timetable below shows the nonstop scheduled at 2h 23m to 2h 55m for the 864 miles. 2LNR checks confirmed upgrade and award space on American Airlines and Delta Air Lines flights on this route, so you can see which departures have space before you book.
Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.
Updated .
Chicago to Boston flight schedule
Scheduled nonstop departures for ORD to BOS starting October 22, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.
Schedule data dated .
| Date | Flight | Airline | Departs ORD | Arrives BOS | Duration | Aircraft |
|---|---|---|---|---|---|---|
| AA 2950 | American Airlines | 06:00 | 09:37 | 2h 37m | Boeing 737-800 | |
| UA 1186 | United Airlines | 06:10 | 09:33 | 2h 23m | Boeing 737-800 | |
| AA 2511 | American Airlines | 07:00 | 10:33 | 2h 33m | Boeing 737-800 | |
| AA 3067 | American Airlines | 07:00 | 10:33 | 2h 33m | Boeing 737-800 | |
| DL 2828 | Delta Air Lines | 07:25 | 11:00 | 2h 35m | Boeing 737-800 | |
| UA 659 | United Airlines | 07:30 | 11:01 | 2h 31m | Airbus A321neo family | |
| AA 802 | American Airlines | 08:30 | 12:07 | 2h 37m | Boeing 737-800 | |
| UA 1367 | United Airlines | 09:05 | 12:48 | 2h 43m | Boeing 737 MAX 9 | |
| B6 112 | JetBlue Airways | 09:38 | 13:06 | 2h 28m | Airbus A220-300 | |
| DL 2570 | Delta Air Lines | 10:24 | 13:54 | 2h 30m | Boeing 737-800 | |
| UA 1606 | United Airlines | 10:25 | 14:07 | 2h 42m | Boeing 737-900 | |
| AA 2532 | American Airlines | 11:00 | 14:41 | 2h 41m | Boeing 737 MAX 8 | |
| AA 1479 | American Airlines | 12:06 | 15:49 | 2h 43m | Boeing 737-800 | |
| UA 2401 | United Airlines | 12:46 | 16:21 | 2h 35m | Boeing 737-900 | |
| UA 1928 | United Airlines | 13:55 | 17:37 | 2h 42m | Boeing 737 MAX 9 | |
| AA 2456 | American Airlines | 14:00 | 17:45 | 2h 45m | Boeing 737-800 | |
| DL 2816 | Delta Air Lines | 15:05 | 18:44 | 2h 39m | Airbus A220-300 | |
| UA 487 | United Airlines | 15:35 | 19:22 | 2h 47m | Airbus A320 | |
| AA 1162 | American Airlines | 15:48 | 19:33 | 2h 45m | Boeing 737-800 | |
| AA 407 | American Airlines | 17:11 | 20:59 | 2h 48m | Boeing 737-800 | |
| UA 2331 | United Airlines | 18:24 | 21:59 | 2h 35m | Airbus A321neo family | |
| AA 3107 | American Airlines | 19:03 | 22:37 | 2h 34m | Boeing 737-800 | |
| DL 2646 | Delta Air Lines | 19:10 | 22:53 | 2h 43m | Airbus A220-300 | |
| UA 1365 | United Airlines | 19:50 | 23:24 | 2h 34m | Boeing 737-800 | |
| AA 2682 | American Airlines | 20:00 | 23:36 | 2h 36m | Airbus A321 | |
| B6 1012 | JetBlue Airways | 20:04 | 23:59 | 2h 55m | Airbus A220-300 | |
| UA 1779 | United Airlines | 21:24 | 00:54 | 2h 30m | Boeing 737 MAX 9 | |
| AA 2950 | American Airlines | 06:00 | 09:37 | 2h 37m | Boeing 737-800 | |
| UA 1186 | United Airlines | 06:10 | 09:33 | 2h 23m | Boeing 737-800 | |
| AA 2511 | American Airlines | 07:00 | 10:33 | 2h 33m | Boeing 737-800 | |
| AA 3067 | American Airlines | 07:00 | 10:33 | 2h 33m | Boeing 737-800 | |
| DL 2828 | Delta Air Lines | 07:25 | 11:00 | 2h 35m | Boeing 737-800 | |
| UA 659 | United Airlines | 07:30 | 11:01 | 2h 31m | Airbus A321neo family | |
| AA 802 | American Airlines | 08:30 | 12:07 | 2h 37m | Boeing 737-800 | |
| UA 1367 | United Airlines | 09:05 | 12:48 | 2h 43m | Boeing 737 MAX 9 | |
| B6 112 | JetBlue Airways | 09:38 | 13:06 | 2h 28m | Airbus A220-300 | |
| DL 2570 | Delta Air Lines | 10:24 | 13:54 | 2h 30m | Boeing 737-800 | |
| UA 1606 | United Airlines | 10:25 | 14:07 | 2h 42m | Boeing 737-800 | |
| AA 2532 | American Airlines | 11:00 | 14:41 | 2h 41m | Boeing 737 MAX 8 | |
| AA 1479 | American Airlines | 12:06 | 15:49 | 2h 43m | Boeing 737-800 |
Showing the first 40 of 206 scheduled ORD to BOS departures across 7 days with service, starting October 22, 2026. Every remaining date is on the interactive map.
Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.
Aircraft on the Chicago to Boston nonstop
In the schedule table on this page, American Airlines flies the Boeing 737-800, the Boeing 737 MAX 8, and the Airbus A321. United Airlines flies the Boeing 737-800, the Boeing 737 MAX 9, the Airbus A321neo family, the Boeing 737-900, and the Airbus A320. Delta Air Lines flies the Boeing 737-800 and the Airbus A220-300. The Aircraft column has the rest. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.
Confirmed upgrade & award space on ORD to BOS departures
2LNR tracks confirmed upgrade and award space on American Airlines and Delta Air Lines, segment by segment and date by date. Open the calendar for Chicago to Boston to see which departures have space, the next 14 days free on every product and the full horizon on Pro.
In the 7 days to October 19, 2026, 2LNR checked award space on Chicago to Boston departures from October 19 to November 1. American Airlines had space open on 9 of 14 dates checked, Delta Air Lines on 13 of 14 and JetBlue Airways on 13 of 14.
See real availability
Confirmed upgrade or award seats by date on the ORD to BOS departures 2LNR tracks, checked against live inventory so you know what's open before you book.
Set an alert
Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking.
Plan on the map
See ORD to BOS on the interactive route map, with schedules, connections, and route statistics.
Airlines flying Chicago to Boston nonstop
Carriers operating ORD to BOS nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.
Frequently asked questions about ORD to BOS
How long is the flight from Chicago (ORD) to Boston (BOS)?
Which airlines fly nonstop from ORD to BOS?
How many flights a week are there from ORD to BOS?
What time do flights from ORD to BOS depart?
Which flights operate ORD to BOS nonstop?
How do I check upgrade or award availability on ORD to BOS?
Never miss ORD to BOS upgrade or award space
See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro.
Get started free