Cheap flights from Chicago to Kelowna from $227
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kelowna departing on 11/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Find the cheapest flights from Chicago to Kelowna
Cheap round-trip flights
Cheap one-way flights
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Air Canada flights from Chicago to Kelowna
Our best Air Canada deals on Chicago to Kelowna flight tickets
Alaska Airlines flights from Chicago to Kelowna
Our best Alaska Airlines deals on Chicago to Kelowna flight tickets
momondo Fare Finder
Use the filters below to find and compare flights from Chicago to Kelowna that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Mon 11/23
3:30 pm-11:28 pm
1 stop8h 58m
Kelowna
Mon 11/30
9:20 pm-1:37 pm
1 stop15h 17m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Sun 11/1
3:30 pm-11:28 pm
1 stop8h 58m
Kelowna
Sat 11/7
9:20 pm-1:37 pm
1 stop15h 17m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Tue 11/3
3:30 pm-11:28 pm
1 stop8h 58m
Kelowna
Wed 11/4
9:20 pm-1:37 pm
1 stop15h 17m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Fri 10/30
8:40 pm-11:15 am
1 stop16h 35m
Kelowna
Tue 11/3
5:50 am-1:37 pm
1 stop6h 47m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Thu 3/4
6:00 am-11:12 pm
1 stop18h 12m
Kelowna
Mon 3/8
7:00 am-12:09 pm
2 stops28h 09m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Tue 11/3
4:36 pm-6:55 pm
3 stops27h 19m
Kelowna
Wed 11/4
8:25 pm-5:45 pm
2 stops20h 20m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Tue 11/3
8:59 am-1:15 am
3 stops17h 16m
Kelowna
Wed 11/4
5:20 am-11:21 pm
3 stops17h 01m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Mon 12/28
6:23 am-8:25 pm
2 stops15h 02m
Kelowna
Sun 1/3
10:10 am-8:37 pm
2 stops33h 27m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Sun 12/27
7:10 am-12:25 am
2 stops42h 15m
Kelowna
Sat 1/2
2:00 pm-5:29 pm
2 stops26h 29m
ChicagoKelowna
ORD Chicago O'Hare Intl - YLW Kelowna
ORDYLW
Chicago O'Hare Intl
Sun 12/27
7:10 am-12:25 am
2 stops42h 15m
Kelowna
Sun 1/3
2:00 pm-8:37 pm
2 stops29h 37m
See travel insights to Kelowna from
How to get the cheapest flight ticket from Chicago to Kelowna
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
When to book flights from Chicago to Kelowna
Cheap Chicago to Kelowna (CHI to YLW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Kelowna
Frequently asked questions about flying from Chicago to Kelowna
How far is Chicago to Kelowna by plane?
A flight from Chicago to Kelowna will travel around 1613.5 mi. Typically, this will take 8h 47m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Kelowna Airport?
Prices for flights from Chicago to Kelowna Airport refresh daily.
How many operators does momondo search for flights from Chicago to Kelowna Airport?
As of October 2026, there are 2 operators available to choose from for flights from Chicago to Kelowna Airport.
How old do you have to be to fly from Chicago to Kelowna Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Kelowna Airport.
What documentation or ID do you need to fly to Kelowna Airport?
The necessary travel and health documents for your Kelowna Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Kelowna?
Based on momondo bookings for flights between Chicago and Kelowna, the leading airline is Air Canada, making up 100% of the total bookings.
Best airlines flying from Chicago to Kelowna
Compare and see reviews for airlines that fly from Chicago to Kelowna with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $140 | Free Cancellation | Rating 7.1 11,745 reviews | |||
| PriceFrom $178 | Free Cancellation | Rating 7.2 3,453 reviews |
Traveling to a place near Kelowna?
Book flights to Kelowna if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Kelowna?
Finding the right flight to Kelowna from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kelowna quick and easy, saving you time and money.
Can I find flights from Chicago to Kelowna with flexible booking policies on momondo?
momondo does allow users to show only those flights to Kelowna from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Kelowna?
momondo helps you find the best flight between Chicago and Kelowna by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Kelowna right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Kelowna, momondo offers a useful price alert feature which will track prices for flights to Kelowna from Chicago and alert you when they change.