All airlines flying from Billy Bishop Toronto City (YTZ) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Daily 07:55 Billy Bishop Toronto City (YTZ) 08:45 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective from 2026-05-01
Mon-Fri 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-02 through 2026-03-06
Mon-Fri,Sun 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-09 through 2026-03-27
Mon-Fri,Sun 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-30 through 2026-04-30
Mon,Tue,Thu-Sun 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-02 through 2026-01-09
Mon,Tue,Thu,Fri 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-12 through 2026-02-13
Mon-Fri,Sun 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-15 through 2026-02-20
Mon-Fri 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-23 through 2026-02-27
Sat 11:00 Billy Bishop Toronto City (YTZ) 11:50 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-07 through 2026-04-25
Sat 11:05 Billy Bishop Toronto City (YTZ) 11:55 Chicago Midway (MDW)
Porter Airlines PD 2387 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-14 through 2026-02-28
Mon,Tue,Thu-Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Valid until 2026-01-05
Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-11 through 2026-02-08
Mon,Thu,Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-12 through 2026-02-16
Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-22 through 2026-03-08
Mon-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-12 through 2026-03-23
Wed-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-29 through 2026-04-05
Mon-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-04-06 through 2026-04-30
Daily 15:35 Billy Bishop Toronto City (YTZ) 16:24 Chicago Midway (MDW)
Porter Airlines PD 2393 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:49 Effective from 2026-05-01
Direct Codeshare Flights:
Daily 07:55 Billy Bishop Toronto City (YTZ) 08:45 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-05-01 through 2026-10-24
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon-Fri 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-02 through 2026-03-06
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon-Fri,Sun 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-09 through 2026-03-27
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon-Fri,Sun 09:15 Billy Bishop Toronto City (YTZ) 10:05 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-30 through 2026-04-30
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon,Tue,Thu-Sun 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-02 through 2026-01-09
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon,Tue,Thu,Fri 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-12 through 2026-02-13
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon-Fri,Sun 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-15 through 2026-02-20
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon-Fri 09:20 Billy Bishop Toronto City (YTZ) 10:10 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-23 through 2026-02-27
Codeshare flight, operated by Porter Airlines.(PD 2387)
Sat 11:00 Billy Bishop Toronto City (YTZ) 11:50 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-07 through 2026-04-25
Codeshare flight, operated by Porter Airlines.(PD 2387)
Sat 11:05 Billy Bishop Toronto City (YTZ) 11:55 Chicago Midway (MDW)
Air Transat TS 7060 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-14 through 2026-02-28
Codeshare flight, operated by Porter Airlines.(PD 2387)
Mon,Tue,Thu-Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Valid until 2026-01-05
Codeshare flight, operated by Porter Airlines.(PD 2393)
Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-01-11 through 2026-02-08
Codeshare flight, operated by Porter Airlines.(PD 2393)
Mon,Thu,Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-12 through 2026-02-16
Codeshare flight, operated by Porter Airlines.(PD 2393)
Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-02-22 through 2026-03-08
Codeshare flight, operated by Porter Airlines.(PD 2393)
Mon-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-12 through 2026-03-23
Codeshare flight, operated by Porter Airlines.(PD 2393)
Wed-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-03-29 through 2026-04-05
Codeshare flight, operated by Porter Airlines.(PD 2393)
Mon-Fri,Sun 14:30 Billy Bishop Toronto City (YTZ) 15:20 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:50 Effective 2026-04-06 through 2026-04-30
Codeshare flight, operated by Porter Airlines.(PD 2393)
Daily 15:35 Billy Bishop Toronto City (YTZ) 16:24 Chicago Midway (MDW)
Air Transat TS 7314 Non-stop De Havilland DHC-8-400 Dash 8Q (DH4) 1:49 Effective 2026-05-01 through 2026-10-24
Codeshare flight, operated by Porter Airlines.(PD 2393)


All airlines flying from Billy Bishop Toronto City (YTZ) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective from 2026-05-01
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-02 through 2026-03-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-09 through 2026-03-27
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-30 through 2026-04-30
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-01-02 through 2026-01-09
Mon
Tue
Wed
-
Thu
Fri
Sat
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-01-12 through 2026-02-13
Mon
Tue
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-02-15 through 2026-02-20
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-02-23 through 2026-02-27
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-07 through 2026-04-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Valid until 2026-01-05
Mon
Tue
Wed
-
Thu
Fri
Sat
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-01-11 through 2026-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-02-22 through 2026-03-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-12 through 2026-03-23
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-03-29 through 2026-04-05
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective 2026-04-06 through 2026-04-30
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Flights:

Effective from 2026-05-01
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 1:49, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-05-01 through 2026-10-24
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-02 through 2026-03-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-09 through 2026-03-27
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-30 through 2026-04-30
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-01-02 through 2026-01-09
Mon
Tue
Wed
-
Thu
Fri
Sat
Sun
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-01-12 through 2026-02-13
Mon
Tue
Wed
-
Thu
Fri
Sat
-
Sun
-
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-02-15 through 2026-02-20
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-02-23 through 2026-02-27
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-07 through 2026-04-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by Porter Airlines. (PD 2387)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Valid until 2026-01-05
Mon
Tue
Wed
-
Thu
Fri
Sat
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-01-11 through 2026-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-02-22 through 2026-03-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-12 through 2026-03-23
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-03-29 through 2026-04-05
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-04-06 through 2026-04-30
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:50, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)

Direct Codeshare Flights:

Effective 2026-05-01 through 2026-10-24
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by Porter Airlines. (PD 2393)
Duration: 1:49, non-stop
De Havilland DHC-8-400 Dash 8Q (DH4)
  • An international route departing from Billy Bishop Toronto City airport, Canada (YTZ) and arriving at Chicago Midway airport, United States (MDW).
  • The flight distance is 443 miles, or 714 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 1:49 and 1:50.