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 .

207
Flights a week, 4-week average
2h 23m to 2h 55m
Scheduled flight time
864 mi
Nonstop distance
Free
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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 .

Scheduled nonstop departures from Chicago (ORD) to Boston (BOS)
Date Flight Airline Departs ORD Arrives BOS Duration Aircraft
AA 2950American Airlines06:0009:372h 37mBoeing 737-800
UA 1186United Airlines06:1009:332h 23mBoeing 737-800
AA 2511American Airlines07:0010:332h 33mBoeing 737-800
AA 3067American Airlines07:0010:332h 33mBoeing 737-800
DL 2828Delta Air Lines07:2511:002h 35mBoeing 737-800
UA 659United Airlines07:3011:012h 31mAirbus A321neo family
AA 802American Airlines08:3012:072h 37mBoeing 737-800
UA 1367United Airlines09:0512:482h 43mBoeing 737 MAX 9
B6 112JetBlue Airways09:3813:062h 28mAirbus A220-300
DL 2570Delta Air Lines10:2413:542h 30mBoeing 737-800
UA 1606United Airlines10:2514:072h 42mBoeing 737-900
AA 2532American Airlines11:0014:412h 41mBoeing 737 MAX 8
AA 1479American Airlines12:0615:492h 43mBoeing 737-800
UA 2401United Airlines12:4616:212h 35mBoeing 737-900
UA 1928United Airlines13:5517:372h 42mBoeing 737 MAX 9
AA 2456American Airlines14:0017:452h 45mBoeing 737-800
DL 2816Delta Air Lines15:0518:442h 39mAirbus A220-300
UA 487United Airlines15:3519:222h 47mAirbus A320
AA 1162American Airlines15:4819:332h 45mBoeing 737-800
AA 407American Airlines17:1120:592h 48mBoeing 737-800
UA 2331United Airlines18:2421:592h 35mAirbus A321neo family
AA 3107American Airlines19:0322:372h 34mBoeing 737-800
DL 2646Delta Air Lines19:1022:532h 43mAirbus A220-300
UA 1365United Airlines19:5023:242h 34mBoeing 737-800
AA 2682American Airlines20:0023:362h 36mAirbus A321
B6 1012JetBlue Airways20:0423:592h 55mAirbus A220-300
UA 1779United Airlines21:2400:542h 30mBoeing 737 MAX 9
AA 2950American Airlines06:0009:372h 37mBoeing 737-800
UA 1186United Airlines06:1009:332h 23mBoeing 737-800
AA 2511American Airlines07:0010:332h 33mBoeing 737-800
AA 3067American Airlines07:0010:332h 33mBoeing 737-800
DL 2828Delta Air Lines07:2511:002h 35mBoeing 737-800
UA 659United Airlines07:3011:012h 31mAirbus A321neo family
AA 802American Airlines08:3012:072h 37mBoeing 737-800
UA 1367United Airlines09:0512:482h 43mBoeing 737 MAX 9
B6 112JetBlue Airways09:3813:062h 28mAirbus A220-300
DL 2570Delta Air Lines10:2413:542h 30mBoeing 737-800
UA 1606United Airlines10:2514:072h 42mBoeing 737-800
AA 2532American Airlines11:0014:412h 41mBoeing 737 MAX 8
AA 1479American Airlines12:0615:492h 43mBoeing 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.

See every ORD to BOS date on the interactive map

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)?
Scheduled flight times from Chicago (ORD) to Boston (BOS) run from 2h 23m to 2h 55m across the departures in the schedule table on this page. The nonstop covers about 864 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from ORD to BOS?
United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly ORD to BOS nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines and Delta Air Lines, and award seats on JetBlue Airways.
How many flights a week are there from ORD to BOS?
About 207 nonstop flights a week run between Chicago (ORD) and Boston (BOS) in the current schedule, operated by United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from ORD to BOS depart?
Scheduled ORD to BOS nonstops in the next 7 days with service leave between 06:00 and 21:24, local time at Chicago. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate ORD to BOS nonstop?
The schedule table on this page lists 27 flight numbers for ORD to BOS nonstops, including AA 802, AA 2511, AA 2950, and AA 3067 on American Airlines; UA 659, UA 1186, and UA 1367 on United Airlines; and DL 2828 on Delta Air Lines. The table lists each departure by date with its times and aircraft.
How do I check upgrade or award availability on ORD to BOS?
Open the ORD to BOS route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines and Delta Air Lines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

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.

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