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Cheap flights from Kelowna to Chicago from C$ 287

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Kelowna to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
5:50 a.m. - 2:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
7h 47m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 10:33 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 03m1 stop Vancouver Intl
C$ 547Air Canada
Thu, 10 Dec - Mon, 14 Dec
Air Canada Logo
5:50 a.m. - 2:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
7h 47m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 10:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
7h 58m1 stop Vancouver Intl
C$ 600Air Canada
Wed, 18 Nov - Wed, 25 Nov
Air Canada Logo
5:50 a.m. - 1:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 11:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
C$ 623Air Canada
Thu, 26 Nov - Sun, 29 Nov
Alaska Airlines Logo
3:36 p.m. - 10:59 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 23m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
6:00 a.m. - 2:32 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
9h 32m1 stop Seattle/Tacoma Intl
C$ 624Alaska Airlines
Mon, 16 Nov - Mon, 23 Nov
Air Canada Logo
5:50 a.m. - 2:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
7h 47m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 10:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
7h 58m1 stop Vancouver Intl
C$ 625Air Canada
Thu, 26 Nov - Sun, 29 Nov
Air Canada Logo
9:25 p.m. - 8:23 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
9h 58m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 11:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
C$ 641Air Canada
Thu, 26 Nov - Sun, 29 Nov
Air Canada Logo
9:25 p.m. - 2:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
16h 12m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 10:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
7h 58m1 stop Vancouver Intl
C$ 642Air Canada
Sat, 21 Nov - Wed, 25 Nov
Air Canada Logo
5:40 a.m. - 1:32 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 52m1 stop Vancouver Intl
Air Canada Logo
3:35 p.m. - 11:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 53m1 stop Vancouver Intl
C$ 645Air Canada
Thu, 7 Jan - Mon, 18 Jan
Air Canada Logo
9:25 p.m. - 1:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
15h 12m1 stop Vancouver Intl
Air Canada Logo
3:30 p.m. - 11:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
C$ 648Air Canada
Wed, 25 Nov - Sat, 28 Nov
Air Canada Logo
9:25 p.m. - 9:23 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
10h 58m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 10:28 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
7h 58m1 stop Vancouver Intl
C$ 652Air Canada
Thu, 26 Nov - Sun, 29 Nov

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Alaska Airlines flights from Kelowna to Chicago

Our best Alaska Airlines deals on Kelowna to Chicago flight tickets
Alaska Airlines
16 Nov
YLW3:36 p.m.Kelowna
6h 23m
1 stop
ORD10:59 p.m.Chicago O'Hare Intl
23 Nov
ORD6:00 a.m.Chicago O'Hare Intl
9h 32m
1 stop
YLW2:32 p.m.Kelowna
C$ 624
Alaska Airlines
10 Dec
YLW8:00 a.m.Kelowna
28h 10m
2 stops
ORD1:10 p.m.Chicago O'Hare Intl
14 Dec
ORD9:00 a.m.Chicago O'Hare Intl
14h 37m
1 stop
YLW10:37 p.m.Kelowna
C$ 662
Alaska Airlines
7 Jan
YLW2:28 p.m.Kelowna
20h 45m
2 stops
ORD12:13 p.m.Chicago O'Hare Intl
18 Jan
ORD8:00 a.m.Chicago O'Hare Intl
16h 34m
1 stop
YLW11:34 p.m.Kelowna
C$ 689

Air Canada flights from Kelowna to Chicago

Our best Air Canada deals on Kelowna to Chicago flight tickets
Air Canada
10 Dec
YLW5:50 a.m.Kelowna
7h 47m
1 stop
ORD2:37 p.m.Chicago O'Hare Intl
14 Dec
ORD3:30 p.m.Chicago O'Hare Intl
8h 03m
1 stop
YLW10:33 p.m.Kelowna
C$ 547
Air Canada
18 Nov
YLW5:50 a.m.Kelowna
7h 47m
1 stop
ORD2:37 p.m.Chicago O'Hare Intl
25 Nov
ORD3:30 p.m.Chicago O'Hare Intl
7h 58m
1 stop
YLW10:28 p.m.Kelowna
C$ 600
Air Canada
26 Nov
YLW5:50 a.m.Kelowna
6h 47m
1 stop
ORD1:37 p.m.Chicago O'Hare Intl
29 Nov
ORD3:30 p.m.Chicago O'Hare Intl
8h 58m
1 stop
YLW11:28 p.m.Kelowna
C$ 623

momondo Fare Finder

 
Use the filters below to find and compare flights from Kelowna to Chicago that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 10/12

5:50 a.m.-2:37 p.m.

1 stop7h 47m

Chicago O'Hare Intl

Mon 14/12

3:30 p.m.-10:33 p.m.

1 stop8h 03m

C$ 547
Quickest round-trip

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Wed 18/11

5:50 a.m.-2:37 p.m.

1 stop7h 47m

Chicago O'Hare Intl

Wed 25/11

3:30 p.m.-10:28 p.m.

1 stop7h 58m

C$ 600

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 26/11

5:50 a.m.-1:37 p.m.

1 stop6h 47m

Chicago O'Hare Intl

Sun 29/11

3:30 p.m.-11:28 p.m.

1 stop8h 58m

C$ 623

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Mon 16/11

3:36 p.m.-10:59 p.m.

1 stop6h 23m

Chicago O'Hare Intl

Mon 23/11

6:00 a.m.-2:32 p.m.

1 stop9h 32m

C$ 624

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 26/11

5:50 a.m.-2:37 p.m.

1 stop7h 47m

Chicago O'Hare Intl

Sun 29/11

3:30 p.m.-10:28 p.m.

1 stop7h 58m

C$ 625

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 26/11

9:25 p.m.-8:23 a.m.

2 stops9h 58m

Chicago O'Hare Intl

Sun 29/11

3:30 p.m.-11:28 p.m.

1 stop8h 58m

C$ 641

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 21/11

9:25 p.m.-2:37 p.m.

1 stop16h 12m

Chicago O'Hare Intl

Wed 25/11

3:30 p.m.-10:28 p.m.

1 stop7h 58m

C$ 642

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 7/1

5:40 a.m.-1:32 p.m.

1 stop6h 52m

Chicago O'Hare Intl

Mon 18/1

3:35 p.m.-11:28 p.m.

1 stop8h 53m

C$ 645

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Wed 25/11

9:25 p.m.-1:37 p.m.

1 stop15h 12m

Chicago O'Hare Intl

Sat 28/11

3:30 p.m.-11:28 p.m.

1 stop8h 58m

C$ 648

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 26/11

9:25 p.m.-9:23 a.m.

2 stops10h 58m

Chicago O'Hare Intl

Sun 29/11

3:30 p.m.-10:28 p.m.

1 stop7h 58m

C$ 652

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of May is another great option to travel to Chicago, with average flight prices from Kelowna averaging around C$ 444.

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

Best price found

C$ 287

Fastest flight time

6h 54m

Direct flights

None
The best one-way flight to Chicago from Kelowna in the past 72 hours is C$ 287. The best round-trip flight deal from Kelowna to Chicago found on momondo in the last 72 hours is C$ 547.
The fastest flight from Kelowna to Chicago takes 6h 54m
There are no direct flights from Kelowna to Chicago. There are no popular flight routes from Kelowna to Chicago.
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Frequently asked questions about flying from Kelowna to Chicago

  • 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 54m.

  • 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?

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Benton Harbor
Hammond
Munster
Valparaiso
Portage

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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport