Toronto to Chicago (YTZ–MDW) — Airlines, Schedules & Connections

YTZ Airport Page →
443 mi airlines 7/wk
On-time Some delays Frequent delays
Flight Schedule 3 flights Verified 50m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
PD2387
PD Porter Airlines Canada
DH8D
11:05 AM
EDT
11:55 AM
CDT
1h 50m
M T W T F S S
Prices
PD2388
PD Porter Airlines Canada
DH4
11:00 AM
CDT
1:42 PM
EDT
1h 42m
M T W T F S S
Prices
PD2394
PD Porter Airlines Canada
DH8D
4:15 PM
CDT
6:57 PM
EDT
1h 42m
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP
2-STOP Loading...
Toronto to Chicago
2 carriers, 7 flights/week nonstop.
2 Airlines 7 Flights/wk 443 mi 1h 50m nonstop -1h behind 4 1-stop hubs

YTZ–MDW is served by 2 airlines with nonstop service. Porter Airlines Canada and HTT lead the route. The flight covers 443 miles in approximately 1h 50m. Beyond nonstop, 4 hubs offer 1-stop connections.

Airline Landscape

All carriers operating nonstop YTZ–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
PD Porter Airlines Canada 7 DH8D 1h50 86%
HTT HTT 0 86%
Aircraft on this route
DH8D De Havilland Canada DHC-8-400 Dash 8Q – PD
Alliance coverage
Unaffiliated: HTT + PD (7 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, YTZ to MDW direction.
Mon
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
1
flight
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
1
Nonstop flights
7
Outbound / wk
14
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for YTZ to MDW.
1-STOP
One-Stop Connections
4
Hubs
~4h
Fastest
~21h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
240
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
YTZ → MDW
86%
Generally reliable. Most flights run on time.
Departing
86%
Arriving
60%
Return
MDW → YTZ
42%
Frequent delays expected. Consider flexible booking.
Departing
42%
Arriving
60%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. YTZ delays → MDW delays →

Other ways to reach Chicago from Toronto

Nearby airports with service to Chicago Midway International Airport.
Metric YTZ→MDW YYZ→MDW BUF→MDW
Distance from YTZ 12 mi 58 mi
Nonstop airlines 2 5 2
Weekly flights 7 1 38
Flight time 1h 50m 1h 16m 1h 29m
Departure OTP 86%
Airports within 200 miles of YTZ with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Toronto.
YTZ: EDT · MDW: CDT

When it's 6:00 PM in Toronto, it's 5:00 PM in Chicago.
Distance & Flight Time
443 mi / 713 km
Nonstop flight time is approximately 1h 50m.
Visa & Entry

Canadian citizens do not need a visa or ESTA to enter the United States for tourism or business stays up to 6 months. A valid Canadian passport is required for air travel. Land and sea crossings also accept a NEXUS card, enhanced driver's license, or FAST card. At the border, officers determine the length of stay and may ask for proof of ties to Canada and a return plan.

YTZ–MDW Quick Facts

Key statistics for the Toronto to Chicago route.
Route details
Distance443 mi / 713 km
Flight time1h 50m
Time difference-1 hour
Airlines (nonstop)2
Weekly flights7 out / 14 return
1-stop connections4 hubs
Origin: YTZ
IATA / ICAOYTZ / CYTZ
TimezoneAmerica/Toronto
Elevation252 ft / 77 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about YTZ to MDW flights.
Nonstop flights from Billy Bishop Toronto City Airport to Chicago Midway International Airport take approximately 1h 50m. The route covers 443 miles.
2 airlines operate nonstop service: HTT and Porter Airlines Canada.
There are approximately 7 nonstop flights per week from YTZ to MDW. The return direction has about 14 weekly flights.
Yes, 1-stop connections are available through IAD, SRQ, BOS and EWR. These options provide additional schedule flexibility.
Chicago is 1 hour behind Toronto.
Yes, return flights from MDW to YTZ are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include YYZ, BUF and ROC. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from YTZ to MDW

Billy Bishop Toronto City Airport (YTZ) and Chicago Midway International Airport (MDW) are connected by nonstop service from HTT and Porter Airlines Canada. With 7 weekly departures, this is a regularly served route.

YTZ to MDW Flight Duration and Schedule

Nonstop flight time from YTZ to MDW ranges from 1 hours 50 minutes. The route covers a distance of 443 miles (713 km). There are approximately 7 weekly flights outbound and 14 return, totaling 21 flights per week in both directions.

Connecting Options and Alternatives

4 one-stop connections are available, with the fastest taking approximately 4 hours via IAD. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Toronto (YYZ), Buffalo (BUF) and Rochester (ROC).