Chicago to Boston Flight Schedule — Daily Timetable & Departure Times

Schedule for 25 Apr 2026 · International · O'Hare International Airport (ORD) → BOS Airport (BOS)

Chicago to Boston Daily Flight Schedule — Today's Timetable

20
Daily flights
6:00 AM
First departure
8:56 PM
Last departure
Flight Airline Departure Arrival Duration Aircraft Stops
AA-966 AA 6:00 AM 9:27 AM 3h 27m B737-800 Direct
DL-2828 DL 6:50 AM 10:11 AM 3h 21m A319 Direct
AA-4616 AA 7:05 AM 10:39 AM 3h 34m E75 Direct
AA-3325 AA 8:05 AM 11:32 AM 3h 27m B737-800 Direct
UA-1117 UA 9:15 AM 12:46 PM 3h 31m B737 MAX 9 Direct
B6-312 B6 9:41 AM 1:07 PM 3h 26m 223 Direct
DL-2570 DL 10:15 AM 1:35 PM 3h 20m A319 Direct
AA-3209 AA 10:55 AM 2:26 PM 3h 31m B737-800 Direct
UA-1756 UA 11:17 AM 2:48 PM 3h 31m A321neo Direct
AA-2952 AA 11:45 AM 3:18 PM 3h 33m A319 Direct
AA-2815 AA 1:11 PM 4:45 PM 3h 34m B737-800 Direct
UA-1693 UA 1:55 PM 5:26 PM 3h 31m B737 MAX 9 Direct
AA-2278 AA 3:16 PM 6:50 PM 3h 34m B737-800 Direct
DL-2816 DL 3:30 PM 6:58 PM 3h 28m A319 Direct
UA-2466 UA 4:10 PM 7:41 PM 3h 31m B737-800 Direct
AA-2837 AA 5:39 PM 9:12 PM 3h 33m B737-800 Direct
UA-1970 UA 6:23 PM 9:59 PM 3h 36m A321neo Direct
AA-3107 AA 6:40 PM 10:08 PM 3h 28m A319 Direct
DL-2646 DL 7:59 PM 11:27 PM 3h 28m A319 Direct
AA-2784 AA 8:56 PM 12:25 AM 3h 29m B737-800 Direct

Airlines Flying Chicago to Boston

The following airlines operate direct flights on the Chicago (ORD) to Boston (BOS) route:

AAUADLB6

AA operates 10 flights daily on this route using B737-800, A319, E75 aircraft.

UA operates 5 flights daily on this route using B737 MAX 9, B737-800, A321neo aircraft.

DL operates 4 flights daily on this route using A319 aircraft.

B6 operates 1 flight daily on this route using 223 aircraft.

Chicago to Boston Flight Time & Route Information

Flights from Chicago to Boston depart from O'Hare International Airport (ORD) and arrive at BOS Airport (BOS). The first flight of the day departs at 6:00 AM and the last flight departs at 8:56 PM.

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Frequently Asked Questions — Chicago to Boston Flight Schedule

How many flights operate from Chicago to Boston daily?

20 flights operate from Chicago to Boston daily. Airlines on this route include AA, UA, DL, B6.

What is the first flight from Chicago to Boston?

The first flight from Chicago to Boston is AA-966 operated by AA, departing at 6:00 AM.

What is the last flight from Chicago to Boston?

The last flight from Chicago to Boston is AA-2784 operated by AA, departing at 8:56 PM.

Which airlines fly from Chicago to Boston?

AA, UA, DL, B6 operate flights on the Chicago to Boston route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.

What is the Chicago to Boston flight schedule today?

Today's Chicago to Boston flight schedule has 20 flights. Departures range from 6:00 AM (AA AA-966) to 8:56 PM (AA AA-2784).

How to check Chicago to Boston live flight status?

For live Chicago to Boston flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.

What is the cheapest Chicago to Boston flight ticket?

To find the cheapest Chicago to Boston flight ticket, compare fares across all airlines on HappyFares. Book 3–6 weeks in advance and fly mid-week for the lowest airfare on this route.

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