Boston to Chicago (Midway) Flight Schedule — Daily Timetable & Departure Times
Boston to Chicago (Midway) Daily Flight Schedule — Today's Timetable
| Flight | Airline | Departure | Arrival | Duration | Aircraft | Stops |
|---|---|---|---|---|---|---|
| WN-961 | WN | 7:10 AM | 9:00 AM | 1h 50m | B737 MAX 8 | Direct |
| WN-776 | WN | 10:40 AM | 12:20 PM | 1h 40m | B737 MAX 8 | Direct |
| WN-898 | WN | 3:45 PM | 5:30 PM | 1h 45m | B737 MAX 8 | Direct |
| WN-3665 | WN | 6:55 PM | 8:45 PM | 1h 50m | B737 MAX 8 | Direct |
Airlines Flying Boston to Chicago (Midway)
The following airlines operate direct flights on the Boston (BOS) to Chicago (Midway) (MDW) route:
WN operates 4 flights daily on this route using B737 MAX 8 aircraft.
Boston to Chicago (Midway) Flight Time & Route Information
Flights from Boston to Chicago (Midway) depart from BOS Airport (BOS) and arrive at Chicago Midway International Airport (MDW). The first flight of the day departs at 7:10 AM and the last flight departs at 6:55 PM.
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Frequently Asked Questions — Boston to Chicago (Midway) Flight Schedule
How many flights operate from Boston to Chicago (Midway) daily?
4 flights operate from Boston to Chicago (Midway) daily. Airlines on this route include WN.
What is the first flight from Boston to Chicago (Midway)?
The first flight from Boston to Chicago (Midway) is WN-961 operated by WN, departing at 7:10 AM.
What is the last flight from Boston to Chicago (Midway)?
The last flight from Boston to Chicago (Midway) is WN-3665 operated by WN, departing at 6:55 PM.
Which airlines fly from Boston to Chicago (Midway)?
WN operate flights on the Boston to Chicago (Midway) route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.
What is the Boston to Chicago (Midway) flight schedule today?
Today's Boston to Chicago (Midway) flight schedule has 4 flights. Departures range from 7:10 AM (WN WN-961) to 6:55 PM (WN WN-3665).
How to check Boston to Chicago (Midway) live flight status?
For live Boston to Chicago (Midway) flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.
What is the cheapest Boston to Chicago (Midway) flight ticket?
To find the cheapest Boston to Chicago (Midway) 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.