Which layover airport has the shortest travel time from Kelowna to Chicago?

Flights connecting via Calgary (YYC) have the shortest average one-way travel time: 7h 43m.

Which layover airport offers the lowest fares from Kelowna to Chicago?

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 394.

What is the cheapest airline that flies from Kelowna to Chicago?

Air Canada, WestJet, and Delta are the most popular carriers operating from Kelowna to Chicago

Which layover airport has the shortest connection time from Kelowna to Chicago?

Calgary (YYC) has the shortest average layover time for this route: 2h 16m.

Which airport is the most popular layover for flights between Kelowna and Chicago?

Calgary (YYC) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

When did momondo last update prices for flights from Kelowna Airport to Chicago?

Prices for flights from Kelowna Airport to Chicago are refreshed on a daily basis.

How old do you have to be to fly from Kelowna Airport to Chicago?

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 Kelowna Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 258 Cheap Flights from Kelowna to Chicago in 2026

Q: What is the typical price of a round-trip flight between Kelowna and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from C$ 341 to C$ 463. The lowest price recently found on this route was C$ 323.

1 adult

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Find the cheapest flights from Kelowna to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:50 a.m. - 4:40 p.m.

YLW

ORD

6h 50m

1 stop

5:30 p.m. - 10:05 p.m.

ORD

YLW

6h 35m

1 stop

C$ 323WestJet

Fri, 5 Jun - Tue, 9 Jun

6:05 a.m. - 4:40 p.m.

YLW

ORD

8h 35m

1 stop

5:30 p.m. - 9:45 a.m.

ORD

YLW

18h 15m

2 stops

C$ 375WestJet

Fri, 5 Jun - Tue, 9 Jun

5:20 a.m. - 2:41 p.m.

YLW

ORD

7h 21m

1 stop

3:35 p.m. - 11:13 p.m.

ORD

YLW

9h 38m

1 stop

C$ 443Air Canada

Tue, 3 Mar - Tue, 17 Mar

5:20 a.m. - 2:41 p.m.

YLW

ORD

7h 21m

1 stop

3:35 p.m. - 11:13 p.m.

ORD

YLW

9h 38m

1 stop

C$ 445Air Canada

Tue, 3 Mar - Tue, 17 Mar

5:20 a.m. - 2:41 p.m.

YLW

ORD

7h 21m

1 stop

8:00 a.m. - 7:29 p.m.

ORD

YLW

13h 29m

2 stops

C$ 459Air Canada

Tue, 3 Mar - Tue, 17 Mar

5:20 a.m. - 2:41 p.m.

YLW

ORD

7h 21m

1 stop

3:55 p.m. - 10:20 p.m.

ORD

YLW

8h 25m

1 stop

C$ 466Air Canada

Fri, 20 Mar - Tue, 24 Mar

6:15 p.m. - 9:13 a.m.

YLW

ORD

12h 58m

2 stops

8:00 a.m. - 7:29 p.m.

ORD

YLW

13h 29m

2 stops

C$ 478Air Canada

Tue, 3 Mar - Tue, 17 Mar

6:15 p.m. - 9:13 a.m.

YLW

ORD

12h 58m

2 stops

3:55 p.m. - 10:20 p.m.

ORD

YLW

8h 25m

1 stop

C$ 481Air Canada

Mon, 2 Mar - Wed, 4 Mar

5:20 a.m. - 11:52 p.m.

YLW

ORD

16h 32m

2 stops

3:55 p.m. - 10:20 p.m.

ORD

YLW

8h 25m

1 stop

C$ 546United Airlines

Fri, 20 Mar - Tue, 24 Mar

5:05 a.m. - 6:31 p.m.

YLW

MDW

11h 26m

2 stops

1:00 p.m. - 11:50 p.m.

MDW

YLW

12h 50m

2 stops

C$ 935Delta

Fri, 5 Jun - Tue, 9 Jun

Air Canada flights from Kelowna to Chicago

Our best Air Canada deals on Kelowna to Chicago flight tickets

Air Canada

3 Mar

YLW5:20 a.m.Kelowna

7h 21m

1 stop

ORD2:41 p.m.Chicago O'Hare Intl

17 Mar

ORD3:35 p.m.Chicago O'Hare Intl

9h 38m

1 stop

YLW11:13 p.m.Kelowna

C$ 443

Air Canada

3 Mar

YLW5:20 a.m.Kelowna

7h 21m

1 stop

ORD2:41 p.m.Chicago O'Hare Intl

17 Mar

ORD3:35 p.m.Chicago O'Hare Intl

9h 38m

1 stop

YLW11:13 p.m.Kelowna

C$ 445

Air Canada

3 Mar

YLW5:20 a.m.Kelowna

7h 21m

1 stop

ORD2:41 p.m.Chicago O'Hare Intl

17 Mar

ORD8:00 a.m.Chicago O'Hare Intl

13h 29m

2 stops

YLW7:29 p.m.Kelowna

C$ 459

WestJet flights from Kelowna to Chicago

Our best WestJet deals on Kelowna to Chicago flight tickets

WestJet

5 Jun

YLW7:50 a.m.Kelowna

6h 50m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

9 Jun

ORD5:30 p.m.Chicago O'Hare Intl

6h 35m

1 stop

YLW10:05 p.m.Kelowna

C$ 323

WestJet

5 Jun

YLW6:05 a.m.Kelowna

8h 35m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

9 Jun

ORD5:30 p.m.Chicago O'Hare Intl

18h 15m

2 stops

YLW9:45 a.m.Kelowna

C$ 375

WestJet

2 Feb

YLW5:20 a.m.Kelowna

6h 15m

1 stop

ORD1:35 p.m.Chicago O'Hare Intl

6 Feb

ORD2:20 p.m.Chicago O'Hare Intl

6h 48m

1 stop

YLW7:08 p.m.Kelowna

C$ 1,036

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 5/6

7:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Tue 9/6

5:30 p.m.-10:05 p.m.

1 stop6h 35m

C$ 323

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 5/6

6:05 a.m.-4:40 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Tue 9/6

5:30 p.m.-9:45 a.m.

2 stops18h 15m

C$ 375

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 3/3

5:20 a.m.-2:41 p.m.

1 stop7h 21m

Chicago O'Hare Intl

Tue 17/3

3:35 p.m.-11:13 p.m.

1 stop9h 38m

C$ 443

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 3/3

5:20 a.m.-2:41 p.m.

1 stop7h 21m

Chicago O'Hare Intl

Tue 17/3

3:35 p.m.-11:13 p.m.

1 stop9h 38m

C$ 445

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 3/3

5:20 a.m.-2:41 p.m.

1 stop7h 21m

Chicago O'Hare Intl

Tue 17/3

8:00 a.m.-7:29 p.m.

2 stops13h 29m

C$ 459

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 20/3

5:20 a.m.-2:41 p.m.

1 stop7h 21m

Chicago O'Hare Intl

Tue 24/3

3:55 p.m.-10:20 p.m.

1 stop8h 25m

C$ 466

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 3/3

6:15 p.m.-9:13 a.m.

2 stops12h 58m

Chicago O'Hare Intl

Tue 17/3

8:00 a.m.-7:29 p.m.

2 stops13h 29m

C$ 478

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/3

6:15 p.m.-9:13 a.m.

2 stops12h 58m

Chicago O'Hare Intl

Wed 4/3

3:55 p.m.-10:20 p.m.

1 stop8h 25m

C$ 481

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 20/3

5:20 a.m.-11:52 p.m.

2 stops16h 32m

Chicago O'Hare Intl

Tue 24/3

3:55 p.m.-10:20 p.m.

1 stop8h 25m

C$ 546

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Fri 5/6

5:05 a.m.-6:31 p.m.

2 stops11h 26m

Chicago Midway

Tue 9/6

1:00 p.m.-11:50 p.m.

2 stops12h 50m

C$ 935

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kelowna to Chicago

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

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Kelowna and Chicago?

When to book flights from Kelowna to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Kelowna to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Kelowna to Chicago (YLW to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kelowna to Chicago

Fastest flight time	8h 21m
Direct flights	None

The fastest flight from Kelowna to Chicago takes 8h 21m

There are no direct flights from Kelowna to Chicago. There are no popular flight routes from Kelowna to Chicago.

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How far is Kelowna to Chicago by plane?
The straight-line distance from Kelowna to Chicago is 2596.6 km. By plane, this route typically takes 8h 21m.
When did momondo last update prices for flights from Kelowna Airport to Chicago?
Prices for flights from Kelowna Airport to Chicago are refreshed on a daily basis.
How old do you have to be to fly from Kelowna Airport to Chicago?
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 Kelowna Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Kelowna to Chicago?
Based on momondo bookings for flights between Kelowna and Chicago, the leading airline is Air Canada, making up 100% of the total bookings.

Munster

Hammond

Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Kelowna to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Kelowna to Chicago for you.

Can I find flights from Kelowna to Chicago with flexible booking policies on momondo?

Flights from Kelowna to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Kelowna to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Kelowna.

I’m not ready to book a flight from Kelowna to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Kelowna. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.