ChicagoBostonDirect FlightsMDW–BOS
Chicago (Chicago Midway International Airport) to Boston (Boston Logan International Airport).
Flight time from MDW to BOS is estimated at about 2h 21m, based on the 858-mile great-circle distance. Our current captured departure sample includes 5-6/day across 1 captured airline, with Southwest Airlines appearing most often in that sample. Captured departure times run from 00:22 to 19:35 local time.
Plan this routeAt a glance
| Est. flight time | Distance | Captured freq. | Type |
|---|---|---|---|
| ~2h 21m Estimated from great-circle distance — no tracked flights yet. | 858 mi | 5-6/day From the current provider sample; confirm live timetables before booking. | Domestic |
Airlines on this route
Captured airlines for MDW to BOS
Our current provider sample includes 5-6/day from MDW to BOS across 1 captured airline.
- First departure
- 00:22
- Last departure
- 19:35
- Cadence
- ~hourly
- Captured departures/day
- 20
| Airline | Captured daily freq. | Aircraft | Departures (local) |
|---|---|---|---|
| Southwest Airlines | 5-6/day | Boeing 737 · Seat map | 00:2205:1505:41 |
Aircraft on this route
Flying the other way?
BOS to MDW flights — 4-5/day on 2 airlines →Methodology: airline, aircraft, terminal, and departure-time details come from the rolling scheduled-departures window for MDW to BOS, last seen June 15, 2026. Frequency uses 37 scheduled departures across 7 observed days; flight time is estimated from great-circle distance until this route has enough tracked flights for an observed average. Provider coverage can miss operators on some routes, so confirm live timetables before booking.
Route FAQ
How long is the flight from MDW to BOS?
The MDW to BOS flight time is estimated at about 2h 21m from great-circle distance until enough tracked flights are available.
How far is MDW from BOS?
MDW to BOS is about 858 miles by air.
Which airlines fly from MDW to BOS?
Our current provider sample for MDW to BOS includes Southwest Airlines. Confirm live timetables before booking.
What aircraft fly from MDW to BOS?
Aircraft captured in our current provider sample for MDW to BOS include Boeing 737.