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 235 times a week. With this many departures on a short sector, premium cabins are small and turn over daily, so upgrade or award space opens and closes within hours. 2LNR tracks confirmed upgrade and award space on American Airlines and Delta Air Lines, on every ORD to BOS departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

See ORD to BOS on the interactive map Get started free
235
Nonstop flights a week
864 mi
Nonstop distance
Free
To get started

Chicago to Boston flight schedule

Scheduled nonstop departures for ORD to BOS, last checked against our schedule feed on September 6, 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 2799American Airlines06:0509:372h 32m738
UA 1186United Airlines06:1009:332h 23m7M8
AA 3067American Airlines07:0010:322h 32m738
UA 1706United Airlines07:3011:012h 31m739
DL 2828Delta Air Lines07:3511:082h 33m223
UA 2150United Airlines07:4511:192h 34m739
AA 3514American Airlines08:2612:022h 36mE75
UA 1117United Airlines09:0712:502h 43m7M9
UA 1606United Airlines10:2514:072h 42m739
DL 2570Delta Air Lines10:2914:052h 36m738
B6 312JetBlue Airways11:0114:282h 27m223
AA 1479American Airlines11:3015:032h 33m738
UA 2401United Airlines12:5216:272h 35m739
UA 794United Airlines12:5316:292h 36m739
AA 2303American Airlines13:5417:342h 40m738
UA 1693United Airlines13:5517:312h 36m32Q
UA 1928United Airlines13:5517:362h 41m7M9
AA 1162American Airlines15:0018:402h 40m738
DL 2816Delta Air Lines15:0518:522h 47m223
UA 2466United Airlines15:3519:192h 44m738
AA 4511American Airlines16:0019:502h 50mE75
AA 1461American Airlines17:2321:002h 37m738
UA 2331United Airlines18:2421:592h 35m32Q
AA 3107American Airlines19:1522:502h 35m738
DL 2646Delta Air Lines19:3023:092h 39m223
UA 1032United Airlines19:4523:212h 36m7M9
UA 2691United Airlines19:5523:302h 35m7M9
UA 1817United Airlines19:5923:342h 35m7M9
B6 1012JetBlue Airways20:2000:162h 56m223
AA 2682American Airlines20:3023:592h 29m738
UA 1779United Airlines21:4001:102h 30m739
AA 3022American Airlines06:0009:392h 39m738
UA 1186United Airlines06:1009:332h 23m7M8
AA 3067American Airlines06:5010:292h 39m738
UA 1706United Airlines07:3011:012h 31m739
DL 2828Delta Air Lines07:3511:082h 33m223
UA 2150United Airlines07:4511:192h 34m739
AA 802American Airlines09:0012:392h 39m321
UA 1117United Airlines09:0712:502h 43m7M9
B6 112JetBlue Airways09:3813:062h 28m223

Showing the first 40 of 220 scheduled ORD to BOS departures across the next 7 days with service. 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 has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every ORD to BOS date on the interactive map

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.

See real availability

Confirmed upgrade and award seats on each ORD to BOS departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are 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. 2LNR tracks confirmed upgrade and award space on each of them.

See ORD to BOS on the interactive map →

Frequently asked questions about ORD to BOS

How far is Boston from Chicago?
ORD to BOS covers about 864 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from ORD to BOS?
United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly the route 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 235 nonstop flights a week run between Chicago and Boston 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 21:40, local time at Chicago. The schedule table on this page lists every departure by date, with its arrival time 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 is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

Get started free