Boston Logan International Airport
Boston, United StatesBOS / KBOS
Major airport · 154 direct destinations · 6 runways · longest runway 10,082 ft
59 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Route
Boston → Chicago
BOS
BostonBoston Logan International Airport
BostonBoston Logan International AirportMDWChicagoChicago Midway International Airport
ChicagoChicago Midway International Airport- Distance
- 858 mi
- Estimated flight time
- ~2h 15m
Chicago is currently 1 hour behind Boston.
Observed nonstop
How often does this route fly?
Frequency
Several times a day
On average around 4 flights a day, observed from October 2025 to September 2026.
- 4
- flights per day
- 5
- busiest month · Oct
- 2
- quietest month · Jan
- 2 hr 12 min
- measured flight time
- 12 / 12
- months seen
Through the year
Per day, month by month
- 2Jan2026
- 2Feb
- 4Mar
- 4Apr
- 4May
- 5Jun
- 5Jul
- 4Aug
- 4Sep
- 5Oct2025
- 3Nov
- 3Dec
Airlines
Who flies it
Southwest Airlinesall year
Columbia Airnow and then
Through the day
Departure times
Local time in Boston. Most departures between 05:00 and 08:00.
- 00:00
- 01:00
- 02:00
- 03:00
- 04:00
- 05:00
- 06:00
- 07:00
- 08:00
- 09:00
- 10:00
- 11:00
- 12:00
- 13:00
- 14:00
- 15:00
- 16:00
- 17:00
- 18:00
- 19:00
- 20:00
- 21:00
- 22:00
- 23:00
Through the week
By weekday
- 4Mon
- 3.8Tue
- 3.5Wed
- 3.5Thu
- 4.1Fri
- 3.5Sat
- 3.5Sun
Fleet
Aircraft observed
- Boeing 737 MAX 8B38M44%
- Boeing 737-800B73830%
- Boeing 737-700B73717%
- Cessna Citation LatitudeC68A1%
- Embraer Phenom 300E55P1%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | 2 | 72 |
|
| February 2026 | 2 | 59 |
|
| March 2026 | 4 | 109 |
|
| April 2026 | 4 | 118 |
|
| May 2026 | 4 | 114 |
|
| June 2026 | 5 | 142 |
|
| July 2026 | 5 | 144 |
|
| August 2026 | 4 | 130 |
|
| September 2026 | 4 | 125 |
|
| October 2025 | 5 | 146 |
|
| November 2025 | 3 | 87 |
|
| December 2025 | 3 | 88 |
|
Airlines observed on this route
From observed callsign routes on BOS-MDW - not a booking guarantee.
About this route
- Domestic route: both airports are in the same country.
- The opposite direction has also been observed as a direct connection.
- Direct destinations observed from Boston: 154.
- Direct destinations observed from Chicago: 108.
The airports on this route
Chicago Midway International Airport
Chicago, United StatesMDW / KMDW
Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft
52 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Alternative airports for this journey
Same journey, a different airport nearby - with an observed direct connection.
BOS ORDChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →MHT MDWManchester-Boston Regional AirportManchester is about 45 mi from Boston.View route →PVD MDWRhode Island T. F. Green International AirportProvidence is about 49 mi from Boston.View route →BOS RFDChicago Rockford International AirportChicago is about 75 mi from Chicago.View route →
About the route from Boston to Chicago
The observed direct connection between Boston Logan International Airport (BOS) and Chicago Midway International Airport (MDW) covers approximately 858 mi. The estimated flight time is around 2h 15m. Columbia Air and Southwest Airlines have been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Boston from Chicago by air?
- The great-circle distance between Boston Logan International Airport and Chicago Midway International Airport is approximately 858 mi.
- How long is the flight from Boston to Chicago?
- Based on the distance, the estimated flight time is about 2h 15m. This is an estimate, not a schedule.
- Is there a direct connection from Boston to Chicago?
- Yes, a direct connection between BOS and MDW has been observed in our route data.
- Which airlines have been observed on this route?
- In the available route data: Columbia Air and Southwest Airlines.
- How often is there a flight from Boston to Chicago?
- On average around 4 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 1,334 observed flights. Mainly Southwest Airlines, Columbia Air. That is an observation, not a timetable.
- What is the current time difference between Boston and Chicago?
- Chicago is currently 1 hour behind Boston.
Where this data comes from
The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.
The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.
Route data updated on October 11, 2026.