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

YYZ Airport Page →
432 mi airlines 1/wk
On-time Some delays Frequent delays
Flight Schedule 0 flights Verified 35m ago
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  Flight Airline AC Dep Arr Dur OTP Sched  

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP
✧ 2-STOP Loading...
Toronto to Chicago
1 carrier, 1 flights/week nonstop.
1 Airlines 1 Flights/wk 432 mi 1h 16m nonstop -1h behind 78 1-stop hubs

YYZ–MDW is served by 1 airline with nonstop service. HTT leads the route. The flight covers 432 miles in approximately 1h 16m. Beyond nonstop, 78 hubs offer 1-stop connections.

Also explore YYZ Routes MDW Routes YYZ Live Flights MDW Live Flights YYZ Delays MDW Delays
Carriers on this route

Airline Landscape

All carriers operating nonstop YYZ–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
HTT HTT 1 – – 49% – –
Alliance coverage
Unaffiliated: HTT (1 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for YYZ to MDW.
1-STOP
One-Stop Connections
78
Hubs
~3h
Fastest
~31h
Longest
BUF ~3h 39m IND ~4h 3m SDF ~4h 7m RST ~4h 12m TEB ~4h 14m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
3,181
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.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
YYZ → MDW
49%
Frequent delays expected. Consider flexible booking.
Departing
49%
Arriving
82%
Return
MDW → YYZ
72%
Moderate delays possible. Allow buffer time.
Departing
72%
Arriving
90%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. YYZ delays → MDW delays →
Alternatives

Other ways to reach Chicago from Toronto

Nearby airports with service to Chicago Midway International Airport.
Metric YYZ→MDW YTZ→MDW BUF→MDW
Distance from YYZ – 12 mi 68 mi
Nonstop airlines 1 2 2
Weekly flights 1 7 38
Flight time 1h 16m 1h 50m 1h 40m
Departure OTP 49% – –
Toronto (YTZ) to Chicago flights · Buffalo (BUF) to Chicago flights
Airports within 200 miles of YYZ with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Toronto, it's 5:00 PM in Chicago.
Distance & Flight Time
432 mi / 696 km
Nonstop flight time is approximately 1h 16m.
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.

Verify entry requirements with official sources before travel.
Getting to YYZ

The UP Express train runs from Union Station (downtown Toronto) to Terminal 1 in 25 minutes (CAD $12.35). Trains depart every 15 minutes during peak hours, every 30 minutes off-peak and overnight. Highway 427 and the 401 are heavily congested during rush hours.

Taxis and ride-hail from downtown cost CAD $50–70 and take 25–60 minutes depending on traffic. MiWay and Brampton Transit buses serve the airport from the western suburbs. Long-term parking is available in the Viscount Road lots with free shuttle service.

Facts

YYZ–MDW Quick Facts

Key statistics for the Toronto to Chicago route.
Route details
Distance432 mi / 696 km
Flight time1h 16m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights1 out / 1 return
1-stop connections78 hubs
Origin: YYZ
Full nameToronto Pearson International Airport
IATA / ICAOYYZ / CYYZ
TimezoneAmerica/Toronto
Passengers/yr46.8M
Elevation569 ft / 173 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about YYZ to MDW flights.
Nonstop flights from Toronto Pearson International Airport to Chicago Midway International Airport take approximately 1h 16m. The route covers 432 miles.
1 airline operates nonstop service: HTT.
There are approximately 1 nonstop flights per week from YYZ to MDW. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through BUF, IND, SDF, RST, TEB, HPN, IAD, BDL, MEM, RIC, FTY, PDK, OMA, PVD, CHS, SAV, ADS, PIE, HOU, EGE, APF, APA, OPF, BZN, FXE, PBI, SAT, DAL, NAS, BCT, SLC, SCF, VNY, PLS, TUS, YVR, SJC, SJD, SJU, DTW, GDL, PUJ, SRQ, SEA, CLE, STL, ATL, IAH, CLT, MSP, ORD, DCA, PIT, PHL, LGA, MCO, BNA, DFW, EWR, BOS, RSW, TPA, CVG, PHX, MIA, MSY, CMH, DEN, FLL, AUS, RDU, LAS, SFO, LAX, CUN, MBJ, SAN and PSP. These options provide additional schedule flexibility.
Chicago is 1 hour behind Toronto.
Yes, return flights from MDW to YYZ are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include YTZ and BUF. 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 YYZ to MDW

Toronto Pearson International Airport (YYZ) and Chicago Midway International Airport (MDW) are connected by nonstop service from HTT. With 1 weekly departures, this is a regularly served route.

YYZ to MDW Flight Duration and Schedule

Nonstop flight time from YYZ to MDW ranges from 1 hours 16 minutes. The route covers a distance of 432 miles (696 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.

Connecting Options and Alternatives

78 one-stop connections are available, with the fastest taking approximately 3 hours via BUF. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Toronto (YTZ) and Buffalo (BUF).