BostontoChicagoFlight Time
BOS–MDW · Nonstop
Boston (Boston Logan International Airport) to Chicago (Chicago Midway International Airport).
The estimated flight time from Boston (BOS) to Chicago (MDW) is about 2h 21m, covering 858 miles. Southwest Airlines flies the route nonstop with 4-5/day departures, from 05:20 to 22:05 local time.
Plan this routeAt a glance
| Est. flight time | Distance | Route type | Captured freq. | Market |
|---|---|---|---|---|
| ~2h 21m Estimated from great-circle distance — no tracked flights yet. | 858 mi | Nonstop | 4-5/day From the current provider sample; confirm live timetables before booking. | Domestic |
Airlines on this route
Nonstop airlines from Boston to Chicago
Southwest Airlines operates 4-5/day flights from BOS to MDW. Departures leave from Terminal B at BOS.
- First departure
- 05:20
- Last departure
- 22:05
- Cadence
- ~hourly
- Scheduled departure times
- 16
| Airline | Captured daily freq. | Aircraft | Departures (local) |
|---|---|---|---|
| Southwest Airlines | 4-5/day | Boeing 737 · Terminal B · Seat map | 05:20 |
Aircraft on this route
Flying the other way?
MDW to BOS flights — 5-6/day on 1 airline →Methodology: airline, aircraft, terminal, and departure-time details come from a full week of published airline schedules for BOS, refreshed on a rolling basis. Frequency uses 29 scheduled departures across 7 observed days; flight time is estimated from flying distance until this route has enough tracked flights for an observed average.
Route FAQ
How long is the flight from Boston to Chicago?
The estimated flight time from Boston (BOS) to Chicago (MDW) is about 2h 21m, based on the 858-mile flying distance.
How far is Boston from Chicago?
Boston (BOS) to Chicago (MDW) is about 858 miles by air.
Are there nonstop flights from Boston to Chicago?
Yes. Southwest Airlines flies nonstop from Boston (BOS) to Chicago (MDW), with 4-5/day departures.
Which airlines fly from Boston to Chicago?
Southwest Airlines flies nonstop from Boston (BOS) to Chicago (MDW).
What aircraft fly from Boston to Chicago?
The BOS–MDW route is flown with Boeing 737.
Route hubs
Nearby airport options
Near Boston
- PVD - ProvidenceRhode Island Tf Green International Airport · 49 mi from BOSFlights from PVD
- BDL - HartfordBradley International Airport · 91 mi from BOSFlights from BDL
- PWM - PortlandPortland International Jetport Airport · 95 mi from BOSFlights from PWM
Near Chicago
- ORD - ChicagoChicago O'Hare International Airport · 15 mi from MDWFlights to ORD
- MKE - MilwaukeeGeneral Mitchell International Airport · 81 mi from MDWFlights to MKE