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 layover airport offers the lowest fares from Kelowna to Chicago?

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 367.

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.

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$ 152 Cheap Flights from Kelowna to Chicago in 2026

1 adult

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Find the cheapest flights from Kelowna to Chicago

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

YLW

ORD

7h 21m1 stop

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

ORD

YLW

9h 38m1 stop

C$ 281Air Canada

Tue, 10 Feb - Mon, 16 Feb

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

YLW

ORD

6h 15m1 stop

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

ORD

YLW

6h 48m1 stop

C$ 295WestJet

Mon, 2 Feb - Fri, 6 Feb

9:00 p.m. - 9:13 a.m.

YLW

ORD

10h 13m2 stops

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

ORD

YLW

9h 38m1 stop

C$ 299Air Canada

Tue, 10 Feb - Mon, 16 Feb

5:20 a.m. - 2:43 p.m.

YLW

ORD

7h 23m1 stop

3:40 p.m. - 10:57 p.m.

ORD

YLW

9h 17m1 stop

C$ 306Air Canada

Wed, 15 Apr - Tue, 21 Apr

9:00 p.m. - 2:41 p.m.

YLW

ORD

15h 41m1 stop

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

ORD

YLW

9h 38m1 stop

C$ 313Air Canada

Wed, 11 Feb - Mon, 16 Feb

7:55 p.m. - 1:35 p.m.

YLW

ORD

15h 40m1 stop

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

ORD

YLW

6h 48m1 stop

C$ 324WestJet

Thu, 12 Feb - Fri, 20 Feb

11:25 p.m. - 3:10 p.m.

YLW

ORD

13h 45m1 stop

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

ORD

YLW

9h 38m1 stop

C$ 332Air Canada

Thu, 12 Feb - Mon, 16 Feb

10:35 a.m. - 5:03 p.m.

YLW

ORD

28h 28m2 stops

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

ORD

YLW

6h 48m1 stop

C$ 344Multiple Airlines

Tue, 10 Feb - Fri, 20 Feb

8:55 a.m. - 6:40 p.m.

YLW

MDW

31h 45m2 stops

9:50 a.m. - 2:31 p.m.

MDW

YLW

30h 41m2 stops

C$ 790Delta

Wed, 11 Feb - Tue, 17 Feb

8:55 a.m. - 1:05 p.m.

YLW

MDW

26h 10m2 stops

12:45 p.m. - 10:41 p.m.

MDW

YLW

35h 56m2 stops

C$ 821Delta

Wed, 11 Feb - Thu, 19 Feb

Air Canada flights from Kelowna to Chicago

Our best Air Canada deals on Kelowna to Chicago flight tickets

Air Canada

10 Feb

YLW5:20 a.m.Kelowna

7h 21m

1 stop

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

16 Feb

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

9h 38m

1 stop

YLW11:13 p.m.Kelowna

C$ 281

Air Canada

10 Feb

YLW9:00 p.m.Kelowna

10h 13m

2 stops

ORD9:13 a.m.Chicago O'Hare Intl

16 Feb

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

9h 38m

1 stop

YLW11:13 p.m.Kelowna

C$ 299

Air Canada

15 Apr

YLW5:20 a.m.Kelowna

7h 23m

1 stop

ORD2:43 p.m.Chicago O'Hare Intl

21 Apr

ORD3:40 p.m.Chicago O'Hare Intl

9h 17m

1 stop

YLW10:57 p.m.Kelowna

C$ 306

United Airlines flights from Kelowna to Chicago

Our best United Airlines deals on Kelowna to Chicago flight tickets

United Airlines

15 Apr

YLW10:25 a.m.Kelowna

7h 33m

1 stop

ORD7:58 p.m.Chicago O'Hare Intl

21 Apr

ORD9:20 a.m.Chicago O'Hare Intl

12h 12m

2 stops

YLW7:32 p.m.Kelowna

C$ 378

United Airlines

10 Feb

YLW5:20 a.m.Kelowna

7h 21m

1 stop

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

19 Feb

ORD6:25 a.m.Chicago O'Hare Intl

15h 34m

2 stops

YLW7:59 p.m.Kelowna

C$ 417

United Airlines

10 Feb

YLW5:20 a.m.Kelowna

23h 10m

2 stops

ORD6:30 a.m.Chicago O'Hare Intl

18 Feb

ORD6:25 a.m.Chicago O'Hare Intl

15h 34m

2 stops

YLW7:59 p.m.Kelowna

C$ 424

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/2

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

1 stop7h 21m

Chicago O'Hare Intl

Mon 16/2

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

1 stop9h 38m

C$ 281

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$ 295

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/2

9:00 p.m.-9:13 a.m.

2 stops10h 13m

Chicago O'Hare Intl

Mon 16/2

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

1 stop9h 38m

C$ 299

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 15/4

5:20 a.m.-2:43 p.m.

1 stop7h 23m

Chicago O'Hare Intl

Tue 21/4

3:40 p.m.-10:57 p.m.

1 stop9h 17m

C$ 306

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 11/2

9:00 p.m.-2:41 p.m.

1 stop15h 41m

Chicago O'Hare Intl

Mon 16/2

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

1 stop9h 38m

C$ 313

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 12/2

7:55 p.m.-1:35 p.m.

1 stop15h 40m

Chicago O'Hare Intl

Fri 20/2

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

1 stop6h 48m

C$ 324

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 12/2

11:25 p.m.-3:10 p.m.

1 stop13h 45m

Chicago O'Hare Intl

Mon 16/2

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

1 stop9h 38m

C$ 332

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/2

10:35 a.m.-5:03 p.m.

2 stops28h 28m

Chicago O'Hare Intl

Fri 20/2

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

1 stop6h 48m

C$ 344

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Wed 11/2

8:55 a.m.-6:40 p.m.

2 stops31h 45m

Chicago Midway

Tue 17/2

9:50 a.m.-2:31 p.m.

2 stops30h 41m

C$ 790

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Wed 11/2

8:55 a.m.-1:05 p.m.

2 stops26h 10m

Chicago Midway

Thu 19/2

12:45 p.m.-10:41 p.m.

2 stops35h 56m

C$ 821

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

Airlines

Layovers

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

WestJet, Air Canada, and Delta are the most popular carriers 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.