Boston to Chicago Flight Schedule — Daily Timetable & Departure Times
Boston to Chicago Daily Flight Schedule — Today's Timetable
| Flight | Airline | Departure | Arrival | Duration | Aircraft | Stops |
|---|---|---|---|---|---|---|
| AA-3324 | AA | 5:00 AM | 6:58 AM | 1h 58m | B737-800 | Direct |
| UA-1414 | UA | 6:00 AM | 7:58 AM | 1h 58m | A321neo | Direct |
| B6-311 | B6 | 6:00 AM | 7:59 AM | 1h 59m | 223 | Direct |
| AA-1509 | AA | 7:00 AM | 9:03 AM | 2h 3m | B737-800 | Direct |
| UA-366 | UA | 7:19 AM | 9:16 AM | 1h 57m | B737 MAX 9 | Direct |
| DL-2570 | DL | 7:30 AM | 9:28 AM | 1h 58m | B737-800 | Direct |
| UA-1834 | UA | 8:15 AM | 10:12 AM | 1h 57m | 739 | Direct |
| AA-1239 | AA | 8:57 AM | 11:00 AM | 2h 3m | B737-800 | Direct |
| UA-1349 | UA | 9:50 AM | 11:43 AM | 1h 53m | B737 MAX 9 | Direct |
| AA-3022 | AA | 10:28 AM | 12:29 PM | 2h 1m | B737-800 | Direct |
| UA-503 | UA | 10:35 AM | 12:28 PM | 1h 53m | B737 MAX 9 | Direct |
| AA-1610 | AA | 12:01 PM | 2:04 PM | 2h 3m | B737-800 | Direct |
| DL-2816 | DL | 12:20 PM | 2:15 PM | 1h 55m | A319 | Direct |
| UA-1732 | UA | 12:30 PM | 2:23 PM | 1h 53m | 739 | Direct |
| AA-4386 | AA | 1:13 PM | 3:22 PM | 2h 9m | E75 | Direct |
| AA-3711 | AA | 2:02 PM | 4:04 PM | 2h 2m | E75 | Direct |
| UA-1691 | UA | 3:08 PM | 5:00 PM | 1h 52m | 739 | Direct |
| AA-872 | AA | 3:10 PM | 5:20 PM | 2h 10m | B737-800 | Direct |
| DL-2646 | DL | 4:24 PM | 6:29 PM | 2h 5m | 223 | Direct |
| UA-2040 | UA | 5:05 PM | 7:05 PM | 2h | B737 MAX 9 | Direct |
| B6-811 | B6 | 5:26 PM | 7:34 PM | 2h 8m | 223 | Direct |
| AA-1592 | AA | 5:45 PM | 7:59 PM | 2h 14m | B737-800 | Direct |
| UA-1015 | UA | 6:40 PM | 8:40 PM | 2h | 739 | Direct |
| AA-1554 | AA | 7:46 PM | 10:00 PM | 2h 14m | B737-800 | Direct |
| UA-2229 | UA | 8:20 PM | 10:20 PM | 2h | B737 MAX 9 | Direct |
| DL-2804 | DL | 8:45 PM | 10:42 PM | 1h 57m | 223 | Direct |
Airlines Flying Boston to Chicago
The following airlines operate direct flights on the Boston (BOS) to Chicago (ORD) route:
AA operates 10 flights daily on this route using B737-800, E75 aircraft.
UA operates 10 flights daily on this route using B737 MAX 9, 739, A321neo aircraft.
DL operates 4 flights daily on this route using 223, B737-800, A319 aircraft.
B6 operates 2 flights daily on this route using 223 aircraft.
Boston to Chicago Flight Time & Route Information
Flights from Boston to Chicago depart from BOS Airport (BOS) and arrive at O'Hare International Airport (ORD). The first flight of the day departs at 5:00 AM and the last flight departs at 8:45 PM.
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Frequently Asked Questions — Boston to Chicago Flight Schedule
How many flights operate from Boston to Chicago daily?
26 flights operate from Boston to Chicago daily. Airlines on this route include AA, UA, DL, B6.
What is the first flight from Boston to Chicago?
The first flight from Boston to Chicago is AA-3324 operated by AA, departing at 5:00 AM.
What is the last flight from Boston to Chicago?
The last flight from Boston to Chicago is DL-2804 operated by DL, departing at 8:45 PM.
Which airlines fly from Boston to Chicago?
AA, UA, DL, B6 operate flights on the Boston to Chicago route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.
What is the Boston to Chicago flight schedule today?
Today's Boston to Chicago flight schedule has 26 flights. Departures range from 5:00 AM (AA AA-3324) to 8:45 PM (DL DL-2804).
How to check Boston to Chicago live flight status?
For live Boston to Chicago flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.
What is the cheapest Boston to Chicago flight ticket?
To find the cheapest Boston to Chicago 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.