Boston (BOS) to Chicago (ORD) flights: who flies it

Boston to Chicago flight schedule

Scheduled nonstop departures for BOS to ORD starting October 21, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Scheduled nonstop departures from Boston (BOS) to Chicago (ORD)
Date	Flight	Airline	Departs BOS	Arrives ORD	Duration	Aircraft
Wed, Oct 21	AA 3324	American Airlines	05:54	08:00	3h 6m	Boeing 737-800
Wed, Oct 21	UA 1414	United Airlines	06:00	07:59	2h 59m	Airbus A321neo family
Wed, Oct 21	B6 111	JetBlue Airways	06:55	08:46	2h 51m	Airbus A220-300
Wed, Oct 21	AA 1509	American Airlines	07:00	09:05	3h 5m	Airbus A321
Wed, Oct 21	UA 2631	United Airlines	07:01	09:00	2h 59m	Boeing 737 MAX 9
Wed, Oct 21	DL 2570	Delta Air Lines	07:30	09:24	2h 54m	Boeing 737-800
Wed, Oct 21	UA 1097	United Airlines	08:05	10:00	2h 55m	Boeing 737-800
Wed, Oct 21	AA 1239	American Airlines	08:23	10:30	3h 7m	Boeing 737-800
Wed, Oct 21	UA 1349	United Airlines	09:23	11:15	2h 52m	Airbus A321neo family
Wed, Oct 21	AA 2600	American Airlines	10:29	12:33	—	Boeing 737-800
Wed, Oct 21	UA 503	United Airlines	10:36	12:29	2h 53m	Boeing 737-800
Wed, Oct 21	AA 3048	American Airlines	12:00	14:02	3h 2m	Boeing 737-800
Wed, Oct 21	AA 3067	American Airlines	12:00	14:02	—	Boeing 737-800
Wed, Oct 21	DL 2816	Delta Air Lines	12:10	14:02	2h 52m	Airbus A220-300
Wed, Oct 21	UA 1732	United Airlines	12:45	14:37	2h 52m	Airbus A321neo family
Wed, Oct 21	AA 547	American Airlines	13:33	15:37	3h 4m	Boeing 737-800
Wed, Oct 21	UA 1475	United Airlines	15:13	17:05	2h 52m	Boeing 737-900
Wed, Oct 21	AA 2607	American Airlines	15:14	17:19	3h 5m	Boeing 737 MAX 8
Wed, Oct 21	AA 2578	American Airlines	15:31	17:36	3h 5m	Boeing 737 MAX 8
Wed, Oct 21	DL 1724	Delta Air Lines	16:25	18:20	2h 55m	Airbus A220-300
Wed, Oct 21	AA 888	American Airlines	16:48	19:00	3h 12m	Boeing 737-800
Wed, Oct 21	UA 563	United Airlines	17:01	19:00	2h 59m	Boeing 737 MAX 9
Wed, Oct 21	B6 811	JetBlue Airways	17:12	19:14	3h 2m	Airbus A220-300
Wed, Oct 21	AA 3160	American Airlines	18:16	20:28	3h 12m	Boeing 737-800
Wed, Oct 21	UA 1015	United Airlines	18:43	20:40	2h 57m	Boeing 737 MAX 9
Wed, Oct 21	AA 927	American Airlines	19:23	21:29	3h 6m	Boeing 737-800
Wed, Oct 21	DL 2804	Delta Air Lines	19:40	21:31	2h 51m	Boeing 737-800
Wed, Oct 21	UA 2229	United Airlines	20:30	22:29	2h 59m	Airbus A320
Thu, Oct 22	AA 3324	American Airlines	05:54	08:00	3h 6m	Boeing 737-800
Thu, Oct 22	UA 1414	United Airlines	06:00	07:59	2h 59m	Airbus A321neo family
Thu, Oct 22	B6 111	JetBlue Airways	06:55	08:46	2h 51m	Airbus A220-300
Thu, Oct 22	AA 1509	American Airlines	07:00	09:05	3h 5m	Airbus A321
Thu, Oct 22	UA 2631	United Airlines	07:01	09:00	2h 59m	Boeing 737 MAX 9
Thu, Oct 22	DL 2570	Delta Air Lines	07:30	09:24	2h 54m	Boeing 737-800
Thu, Oct 22	UA 1097	United Airlines	08:05	10:00	2h 55m	Boeing 737-800
Thu, Oct 22	AA 1239	American Airlines	08:23	10:30	3h 7m	Boeing 737-800
Thu, Oct 22	UA 1349	United Airlines	09:23	11:15	2h 52m	Airbus A321neo family
Thu, Oct 22	AA 2600	American Airlines	10:29	12:33	—	Boeing 737-800
Thu, Oct 22	UA 503	United Airlines	10:36	12:29	2h 53m	Boeing 737-800
Thu, Oct 22	AA 3048	American Airlines	12:00	14:02	3h 2m	Boeing 737-800

Showing the first 40 of 202 scheduled BOS to ORD departures across 7 days with service, starting October 21, 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 BOS to ORD date on the interactive map

Aircraft on the Boston to Chicago nonstop

In the schedule table on this page, American Airlines flies the Boeing 737-800, the Airbus A321, and the Boeing 737 MAX 8. United Airlines flies the Airbus A321neo family, the Boeing 737 MAX 9, the Boeing 737-800, 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 BOS to ORD 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 Boston to Chicago 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 Boston to Chicago departures from October 19 to November 1. American Airlines had space open on 10 of 14 dates checked, Delta Air Lines on 12 of 14 and JetBlue Airways on 6 of 14.

See real availability

Confirmed upgrade or award seats by date on the BOS to ORD 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 BOS to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Boston to Chicago nonstop

Carriers operating BOS to ORD nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See BOS to ORD on the interactive map →

Frequently asked questions about BOS to ORD

How long is the flight from Boston (BOS) to Chicago (ORD)?

Where the schedule table on this page lists a duration, scheduled flight times from Boston (BOS) to Chicago (ORD) run from 2h 51m to 3h 12m. 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 BOS to ORD?

United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly BOS to ORD 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 BOS to ORD?

About 219 nonstop flights a week run between Boston (BOS) and Chicago (ORD) 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 BOS to ORD depart?

Scheduled BOS to ORD nonstops in the next 7 days with service leave between 05:54 and 20:30, local time at Boston. The schedule table on this page lists every departure by date, with its arrival time and aircraft.

Which flights operate BOS to ORD nonstop?

The schedule table on this page lists 28 flight numbers for BOS to ORD nonstops, including AA 1239, AA 1509, and AA 3324 on American Airlines; UA 1097, UA 1414, and UA 2631 on United Airlines; DL 2570 on Delta Air Lines; and B6 111 on JetBlue Airways. The table lists each departure by date with its times and aircraft.

How do I check upgrade or award availability on BOS to ORD?

Open the BOS to ORD 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.