Chicago to Kelowna (MDW–YLW) — Airlines, Schedules & Connections

MDW Airport Page →
1,608 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 2mos 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
SEA Seattle 6h 36m LXJWN → ASQR Seattle (SEA) to Kelowna flights
YWG Winnipeg ~6h 1m → WS Winnipeg (YWG) to Kelowna flights
YYC Calgary ~6h 5m → ACF8LA Calgary (YYC) to Kelowna flights
GEG Spokane ~6h 26m WN → Spokane (GEG) to Kelowna flights
ICT Wichita ~6h 51m WN → Wichita (ICT) to Kelowna flights
PHX Phoenix ~8h 26m WN → Phoenix (PHX) to Kelowna flights
LAX Los Angeles ~8h 38m WN → Los Angeles (LAX) to Kelowna flights
HOU Houston ~8h 42m SBEVJAWN → Houston (HOU) to Kelowna flights
SJD San José del Cabo ~10h 34m → San José del Cabo (SJD) to Kelowna flights
CUN Cancún ~11h 38m WN → Cancún (CUN) to Kelowna flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Kelowna
Flown by charter / private operators — no scheduled airline service.
1,608 mi 4h 30m nonstop -2h behind

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

Also explore MDW Routes YLW Routes MDW Live Flights YLW Live Flights MDW Delays YLW Delays
All flights from Kelowna (YLW) Kelowna to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to YLW.
1-STOP
One-Stop Connections
10
Hubs
~6h
Fastest
~11h
Longest
YWG ~6h 1m YYC ~6h 5m GEG ~6h 26m SEA ~6h 36m ICT ~6h 51m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
163
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
MDW → YLW
42%
Frequent delays expected. Consider flexible booking.
Departing
42%
Arriving
67%
Return
YLW → MDW
51%
Frequent delays expected. Consider flexible booking.
Departing
51%
Arriving
51%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → YLW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-2h
Kelowna is 2 hours behind Chicago.
MDW: CDT · YLW: PDT

When it's 6:00 PM in Chicago, it's 4:00 PM in Kelowna.
Distance & Flight Time
1,608 mi / 2,588 km
Nonstop flight time is approximately 4h 30m gate to gate.
Visa & Entry

US passport holders enter Canada without a visa for stays up to 6 months. No eTA is needed when arriving by air with a US passport. Passport must be valid for the duration of the stay. A return or onward ticket and proof of funds may be requested at the border.

Verify entry requirements with official sources before travel.
Facts

MDW–YLW Quick Facts

Key statistics for the Chicago to Kelowna route.
Route details
Distance1,608 mi / 2,588 km
Flight time4h 30m
Time difference-2 hours
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: YLW
Full nameKelowna International Airport
IATA / ICAOYLW / CYLW
TimezoneAmerica/Vancouver
Passengers/yr2.1M
Elevation1,421 ft / 433 m
FAQ

Frequently Asked Questions

Common questions about MDW to YLW flights.
Nonstop flights from Chicago Midway International Airport to Kelowna International Airport take about 4h 30m gate to gate. The route covers 1,608 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Seattle–Tacoma.
Kelowna is 2 hours behind Chicago.
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 MDW to YLW

Chicago Midway International Airport (MDW) and Kelowna International Airport (YLW) are connected through multiple connecting hub airports.

MDW to YLW Flight Duration and Schedule

Nonstop flight time from MDW to YLW is about 4 hours 30 minutes gate to gate. The route covers a distance of 1,608 miles (2,588 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Seattle–Tacoma. Two-stop connections are also available via intermediate hubs.