🇺🇸 MDW
Chicago
859 mi
BOS 🇺🇸
Boston

Chicago to Boston Flights

Chicago Midway International Airport Logan International Airport 5 airlines

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The Chicago to Boston route connects Chicago Midway International Airport (MDW) in US with Logan International Airport (BOS) in US. This short-haul flight covers approximately 859 miles (1382 km) with a typical flight time of 1h 53m. This route is served by 5 airlines: Southwest, NetJets Aviation, Flexjet and others. AirportRoutes has tracked 16 unique flight numbers on this route.

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Departure Airport

Chicago Midway International Airport

ICAO Code:
KMDW
IATA Code:
MDW
City:
🇺🇸 Chicago
Country:
US
Elevation:
620 ft

Destination Airport

Logan International Airport

ICAO Code:
KBOS
IATA Code:
BOS
City:
🇺🇸 Boston
Country:
US
Elevation:
20 ft

5

Operators

16

Tracked Flights

859

Miles

1h 53m

Flight Duration

Route Map

Operating Airlines

Airline ICAO IATA
Southwest SWA WN
NetJets Aviation EJA 1I
Flexjet LXJ -
SC Aviation Inc. COL -
Executive Jet Management EJM -

Flight Schedule Pattern

Day Flights Observed Frequency Activity
Monday 13 15%
Tuesday 15 17%
Wednesday 12 14%
Thursday 12 14%
Friday 5 6%
Saturday 11 12%
Sunday 20 23%

Pattern Analysis

16 Tracked Flights:
Data Points: 88
API observations used to build this analysis
Weekdays: 57 flights
Weekend: 31 flights
Business Route More active on weekdays

All Flight Routes

5 Routes
Note: This table shows aggregated route data by airline. Each airline may operate multiple daily flights at different times. See the "Spotted Departure Times" section below for all observed departure times.
Airline Flight Numbers Aircraft Type Typical Time Days Active Last Seen Status
- - -
M T W T F S S
Jun 9, 2026 Active
- C56X -
M T W T F S S
Jun 9, 2026 Active
CL35 05:55 5:55 AM (Representative)
M T W T F S S
Jun 9, 2026 Active
- C700 -
M T W T F S S
Jun 9, 2026 Active
Southwest
SWA / WN
B38M 13:55 1:55 PM (Representative)
M T W T F S S
Jun 9, 2026 Active
Total Routes: 5
Active Routes: 5
Unique Airlines: 5
Aircraft Types: 4

Spotted Departure Times

Departure Time Operator ICAO IATA
05:55 5:55 AM Flexjet LXJ -
13:55 1:55 PM Southwest SWA WN

Time Information

Times are shown in the departure airport's local timezone (KMDW - America/Chicago).

Total Departure Times: 2
Time Range:
05:55 - 13:55
These are typical departure times observed from actual flights. Times may vary by season and schedule changes.