Oshawa to Chicago (YOO–MDW) — Airlines, Schedules & Connections

YOO Airport Page →
472 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 3w ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Oshawa to Chicago
Flown by charter / private operators — no scheduled airline service.
472 mi 1h 14m nonstop -1h behind

YOO–MDW has no scheduled airline service; it is flown by charter / private operators.

On-Time Performance

What to expect at each end of your journey.
Outbound
YOO → MDW
88%
Generally reliable. Most flights run on time.
Arriving
88%
Return
MDW → YOO
100%
Generally reliable. Most flights run on time.
Departing
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →

Other ways to reach Chicago from Oshawa

Nearby airports with service to Chicago Midway International Airport.
Metric YOO→MDW YTZ→MDW YYZ→MDW
Distance from YOO 32 mi 40 mi
Nonstop airlines 4 9
Weekly flights ~1 26 1
Flight time 1h 14m 1h 50m 1h 11m
Airports within 200 miles of YOO with service to Chicago Midway International Airport.

Travel Essentials

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

When it's 6:00 PM in Oshawa, it's 5:00 PM in Chicago.
Distance & Flight Time
472 mi / 760 km
Nonstop flight time is approximately 1h 14m gate to gate.
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.

YOO–MDW Quick Facts

Key statistics for the Oshawa to Chicago route.
Route details
Distance472 mi / 760 km
Flight time1h 14m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
Origin: YOO
IATA / ICAOYOO / CYOO
TimezoneAmerica/Toronto
Elevation460 ft / 140 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about YOO to MDW flights.
Nonstop flights from Oshawa Executive Airport to Chicago Midway International Airport take about 1h 14m gate to gate. The route covers 472 miles.
Chicago is 1 hour behind Oshawa.
Nearby alternatives include YTZ, YYZ 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 YOO to MDW

Oshawa Executive Airport (YOO) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

YOO to MDW Flight Duration and Schedule

Nonstop flight time from YOO to MDW is about 1 hours 14 minutes gate to gate. The route covers a distance of 472 miles (760 km).

Connecting Options and Alternatives

Nearby alternative airports include Toronto (YTZ), Toronto (YYZ) and Buffalo (BUF).