St. John's to Chicago (YYT–MDW) — Airlines, Schedules & Connections

YYT Airport Page →
1,750 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 51m 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 connections via 10 hubs
BOS Boston ~6h 19m → WN Boston (BOS) to Chicago flights
CLT Charlotte ~7h 33m → WN Charlotte (CLT) to Chicago flights
EWR Newark ~7h 40m → UA Newark (EWR) to Chicago flights
TPA Tampa ~9h 12m → WN Tampa (TPA) to Chicago flights
IAH Houston ~9h 26m → UA Houston (IAH) to Chicago flights
MCO Orlando ~9h 28m WS → WN Orlando (MCO) to Chicago flights
SLC Salt Lake City ~10h 35m → WN Salt Lake City (SLC) to Chicago flights
DFW Dallas-Fort Worth ~11h 15m → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
CUN Cancún ~11h 15m → WN Cancún (CUN) to Chicago flights
MBJ Montego Bay ~11h 45m → WN Montego Bay (MBJ) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
St. John's to Chicago
Flown by charter / private operators — no scheduled airline service.
1,750 mi 3h 48m nonstop -2.5h behind

YYT–MDW has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore YYT Routes MDW Routes YYT Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to St. John's flights
Connections

Connection Landscape

1-stop and 2-stop options for YYT to MDW.
1-STOP
One-Stop Connections
10
Hubs
~6h
Fastest
~11h
Longest
BOS ~6h 19m CLT ~7h 33m EWR ~7h 40m TPA ~9h 12m IAH ~9h 26m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
135
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
YYT → MDW
86%
Generally reliable. Most flights run on time.
Arriving
86%
Return
MDW → YYT
70%
Moderate delays possible. Allow buffer time.
Departing
70%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-2.5h
Chicago is 2.5 hours behind St. John's.
YYT: NDT · MDW: CDT

When it's 6:00 PM in St. John's, it's 3.5:00 PM in Chicago.
Distance & Flight Time
1,750 mi / 2,816 km
Nonstop flight time is approximately 3h 48m 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.

Verify entry requirements with official sources before travel.
Facts

YYT–MDW Quick Facts

Key statistics for the St. John's to Chicago route.
Route details
Distance1,750 mi / 2,816 km
Flight time3h 48m
Time difference-2.5 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: YYT
Full nameSt. John's International Airport
IATA / ICAOYYT / CYYT
TimezoneAmerica/St_Johns
Passengers/yr1.4M
Elevation461 ft / 141 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 YYT to MDW flights.
Nonstop flights from St. John's International Airport to Chicago Midway International Airport take about 3h 48m gate to gate. The route covers 1,750 miles.
Yes, 1-stop connections are available, ranked by layover time.
Chicago is 2.5 hours behind St. John's.
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 YYT to MDW

St. John's International Airport (YYT) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

YYT to MDW Flight Duration and Schedule

Nonstop flight time from YYT to MDW is about 3 hours 48 minutes gate to gate. The route covers a distance of 1,750 miles (2,816 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Two-stop connections are also available via intermediate hubs.