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

YLW Airport Page →
airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 4 1-stop flights
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 4 hubs
SEA Seattle 12h 8m ASAY WN Seattle (SEA) to Chicago flights
PHX Phoenix ~7h 57m WN Phoenix (PHX) to Chicago flights
LAX Los Angeles ~8h 14m WN Los Angeles (LAX) to Chicago flights
CUN Cancún ~11h 2m WN Cancún (CUN) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Kelowna to Chicago
Connecting service available through multiple hubs.
+2h ahead

While no nonstop service exists between YLW and MDW, 1-stop connecting options are available.

Connection Landscape

1-stop and 2-stop options for YLW to MDW.
1-STOP
One-Stop Connections
4
Hubs
~7h
Fastest
~12h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
196
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
YLW → MDW
80%
Generally reliable. Most flights run on time.
Departing
80%
Arriving
40%
Return
MDW → YLW
52%
Frequent delays expected. Consider flexible booking.
Departing
52%
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. YLW delays → MDW delays →

Other ways to reach Chicago from Kelowna

Nearby airports with service to Chicago Midway International Airport.
Metric YLW→MDW YXX→MDW YVR→MDW
Distance from YLW 149 mi 178 mi
Nonstop airlines 1 3
Weekly flights 1 1
Departure OTP 80%
Airports within 200 miles of YLW with service to Chicago Midway International Airport.

Travel Essentials

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

When it's 6:00 PM in Kelowna, it's 8:00 PM in Chicago.
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.

YLW–MDW Quick Facts

Key statistics for the Kelowna to Chicago route.
Route details
Time difference+2 hours
Airlines (nonstop)0
1-stop connectionsAvailable
Origin: YLW
IATA / ICAOYLW / CYLW
TimezoneAmerica/Vancouver
Passengers/yr2.1M
Elevation1,421 ft / 433 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about YLW to MDW flights.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Seattle–Tacoma.
Chicago is 2 hours ahead of Kelowna.
Yes, return flights from MDW to YLW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include YXX, YVR and GEG. 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.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Seattle–Tacoma. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Abbotsford (YXX), Vancouver (YVR) and Spokane (GEG).