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
Route
Chicago → Boston
MDW
ChicagoChicago Midway International Airport
ChicagoChicago Midway International AirportBOSBostonBoston Logan International Airport
BostonBoston Logan International Airport- Distance
- 858 mi
- Estimated flight time
- ~2h 15m
Boston is currently 1 hour ahead of Chicago.
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
- 1 hr 47 min
- measured flight time
- 12 / 12
- months seen
Through the year
Per day, month by month
- 2Jan2026
- 2Feb
- 4Mar
- 4Apr
- 4May
- 5Jun
- 5Jul
- 5Aug
- 4Sep
- 5Oct2025
- 3Nov
- 2.5Dec
Airlines
Who flies it
Southwest Airlinesall year
Columbia Airnow and then
Delta Air Linesnow and then
Through the day
Departure times
Local time in Chicago. Most departures between 07:00 and 10:00.
- 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
- 3.7Mon
- 4Tue
- 3.7Wed
- 3.5Thu
- 4.2Fri
- 3.8Sat
- 3.8Sun
Fleet
Aircraft observed
- Boeing 737 MAX 8B38M41%
- Boeing 737-800B73833%
- Boeing 737-700B73715%
- Bombardier Challenger 350CL352%
- GA5C1%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | 2 | 67 |
|
| February 2026 | 2 | 65 |
|
| March 2026 | 4 | 119 |
|
| April 2026 | 4 | 125 |
|
| May 2026 | 4 | 118 |
|
| June 2026 | 5 | 152 |
|
| July 2026 | 5 | 144 |
|
| August 2026 | 5 | 135 |
|
| September 2026 | 4 | 129 |
|
| October 2025 | 5 | 147 |
|
| November 2025 | 3 | 85 |
|
| December 2025 | 2.5 | 82 |
|
Airlines observed on this route
From observed callsign routes on MDW-BOS - 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 Chicago: 108.
- Direct destinations observed from Boston: 154.
The airports on this route
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
Alternative airports for this journey
Same journey, a different airport nearby - with an observed direct connection.
ORD BOSChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →MDW MHTManchester-Boston Regional AirportManchester is about 45 mi from Boston.View route →MDW PVDRhode Island T. F. Green International AirportProvidence is about 49 mi from Boston.View route →RFD BOSChicago Rockford International AirportChicago is about 75 mi from Chicago.View route →
About the route from Chicago to Boston
The observed direct connection between Chicago Midway International Airport (MDW) and Boston Logan International Airport (BOS) covers approximately 858 mi. The estimated flight time is around 2h 15m. Columbia Air, Delta Air Lines and Southwest Airlines have been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Chicago from Boston by air?
- The great-circle distance between Chicago Midway International Airport and Boston Logan International Airport is approximately 858 mi.
- How long is the flight from Chicago to Boston?
- 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 Chicago to Boston?
- Yes, a direct connection between MDW and BOS has been observed in our route data.
- Which airlines have been observed on this route?
- In the available route data: Columbia Air, Delta Air Lines and Southwest Airlines.
- How often is there a flight from Chicago to Boston?
- On average around 4 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 1,368 observed flights. Mainly Southwest Airlines, Columbia Air, Delta Air Lines. That is an observation, not a timetable.
- What is the current time difference between Chicago and Boston?
- Boston is currently 1 hour ahead of Chicago.
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.