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Cheap flights from Kelowna (YLW) to Chicago (ORD)

YLW Kelowna
ORD Chicago
13
Flights
$568
Lowest
$649
Average
Oct 9, 2026 - Jan 21, 2027
Date Range
54% above typical Check live prices Alert me on this route

Round-trip Kelowna to Chicago currently starts at $568 CAD with taxes included, averaging $649 across 13 tracked fares departing Oct 9, 2026 to Jan 21, 2027.

YLW to ORD price history

Cheapest right now $568
Typical low $370
54-day range $295 to $488

54% above the typical low ($370), so this is a poor time to buy.

Sep 2, 2026 Typical low $370 Oct 2, 2026

Prices on this route swing 40% between their best and worst day. Get an alert when it drops

↑ Trending up: 24.4% above the last 30-day average.

· FareSeeker tracking data: 13 fares monitored on this route by our own collector, refreshed several times daily.

The 5 cheapest fares right now

Dates Trip Airline Stops Price
Nov 20, 2026 → Nov 27, 2026 7 nights AC Air Canada 2 $568 CAD
Oct 31, 2026 → Nov 6, 2026 6 nights UA United Airlines 2 $610 CAD
Jan 21, 2027 → Jan 25, 2027 4 nights AC Air Canada 2 $610 CAD
Jan 20, 2027 → Jan 25, 2027 5 nights AC Air Canada 2 $610 CAD
Jan 21, 2027 → Jan 26, 2027 5 nights AC Air Canada 2 $610 CAD

All fares are round trip. Exact flight times show on the booking page.

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