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: 50% of momondo users choosing one-stop flights on this route connected there.

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$ 366.

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$ 197 Cheap Flights from Kelowna to Chicago in 2026

1 adult

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Find the cheapest flights from Kelowna to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:20 a.m. - 1:35 p.m.

YLW

ORD

6h 15m

1 stop

2:20 p.m. - 7:08 p.m.

ORD

YLW

6h 48m

1 stop

C$ 273WestJet

Mon, 2 Feb - Fri, 6 Feb

7:00 a.m. - 4:43 p.m.

YLW

ORD

7h 43m

1 stop

5:30 p.m. - 7:24 p.m.

ORD

YLW

27h 54m

1 stop

C$ 305WestJet

Wed, 17 Jun - Sat, 20 Jun

5:20 a.m. - 1:35 p.m.

YLW

ORD

6h 15m

1 stop

2:20 p.m. - 7:08 p.m.

ORD

YLW

6h 48m

1 stop

C$ 317WestJet

Mon, 2 Feb - Fri, 6 Feb

5:55 a.m. - 4:43 p.m.

YLW

ORD

8h 48m

1 stop

5:30 p.m. - 11:49 p.m.

ORD

YLW

8h 19m

1 stop

C$ 328WestJet

Wed, 17 Jun - Sat, 20 Jun

7:00 a.m. - 4:43 p.m.

YLW

ORD

7h 43m

1 stop

5:30 p.m. - 8:39 p.m.

ORD

YLW

29h 09m

2 stops

C$ 355WestJet

Wed, 17 Jun - Sat, 20 Jun

7:00 a.m. - 4:43 p.m.

YLW

ORD

7h 43m

1 stop

5:30 p.m. - 10:55 a.m.

ORD

YLW

19h 25m

2 stops

C$ 396Multiple Airlines

Wed, 17 Jun - Sat, 20 Jun

5:20 a.m. - 1:35 p.m.

YLW

ORD

6h 15m

1 stop

6:15 a.m. - 1:14 p.m.

ORD

YLW

8h 59m

2 stops

C$ 404Delta

Mon, 2 Feb - Fri, 6 Feb

2:50 p.m. - 5:57 a.m.

YLW

ORD

13h 07m

2 stops

5:15 a.m. - 11:14 p.m.

ORD

YLW

19h 59m

2 stops

C$ 419United Airlines

Wed, 17 Jun - Sat, 20 Jun

5:20 a.m. - 1:35 p.m.

YLW

ORD

6h 15m

1 stop

2:20 p.m. - 11:12 p.m.

ORD

YLW

10h 52m

2 stops

C$ 428WestJet

Mon, 2 Feb - Fri, 6 Feb

12:55 p.m. - 10:05 a.m.

YLW

MDW

19h 10m

2 stops

11:05 a.m. - 11:53 p.m.

MDW

YLW

14h 48m

3 stops

C$ 664Multiple Airlines

Sat, 14 Feb - Thu, 19 Feb

WestJet flights from Kelowna to Chicago

Our best WestJet deals on Kelowna to Chicago flight tickets

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$ 273

WestJet

17 Jun

YLW7:00 a.m.Kelowna

7h 43m

1 stop

ORD4:43 p.m.Chicago O'Hare Intl

20 Jun

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

27h 54m

1 stop

YLW7:24 p.m.Kelowna

C$ 305

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$ 317

United Airlines flights from Kelowna to Chicago

Our best United Airlines deals on Kelowna to Chicago flight tickets

United Airlines

17 Jun

YLW2:50 p.m.Kelowna

13h 07m

2 stops

ORD5:57 a.m.Chicago O'Hare Intl

20 Jun

ORD5:15 a.m.Chicago O'Hare Intl

19h 59m

2 stops

YLW11:14 p.m.Kelowna

C$ 419

United Airlines

14 Feb

YLW9:00 p.m.Kelowna

23h 52m

2 stops

ORD10:52 p.m.Chicago O'Hare Intl

19 Feb

ORD12:55 p.m.Chicago O'Hare Intl

21h 18m

2 stops

YLW8:13 a.m.Kelowna

C$ 539

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/2

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 6/2

2:20 p.m.-7:08 p.m.

1 stop6h 48m

C$ 273

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Sat 20/6

5:30 p.m.-7:24 p.m.

1 stop27h 54m

C$ 305

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/2

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 6/2

2:20 p.m.-7:08 p.m.

1 stop6h 48m

C$ 317

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

5:55 a.m.-4:43 p.m.

1 stop8h 48m

Chicago O'Hare Intl

Sat 20/6

5:30 p.m.-11:49 p.m.

1 stop8h 19m

C$ 328

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Sat 20/6

5:30 p.m.-8:39 p.m.

2 stops29h 09m

C$ 355

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Sat 20/6

5:30 p.m.-10:55 a.m.

2 stops19h 25m

C$ 396

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/2

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 6/2

6:15 a.m.-1:14 p.m.

2 stops8h 59m

C$ 404

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

2:50 p.m.-5:57 a.m.

2 stops13h 07m

Chicago O'Hare Intl

Sat 20/6

5:15 a.m.-11:14 p.m.

2 stops19h 59m

C$ 419

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/2

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 6/2

2:20 p.m.-11:12 p.m.

2 stops10h 52m

C$ 428

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Sat 14/2

12:55 p.m.-10:05 a.m.

2 stops19h 10m

Chicago Midway

Thu 19/2

11:05 a.m.-11:53 p.m.

3 stops14h 48m

C$ 664

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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

Airlines

Layovers

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

Air Canada is the most popular carrier operating from Kelowna to 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	6h 15m
Direct flights	None

The fastest flight from Kelowna to Chicago takes 6h 15m

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

Search flight deals

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 6h 15m.
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.