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Cheap flights from Kelowna to Chicago from C$ 225

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.
WestJet Logo
7:50 a.m. - 4:40 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
WestJet Logo
5:30 p.m. - 10:05 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
C$ 316WestJet
Thu, 24 Sep - Mon, 28 Sep
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 337Air Canada
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
8:20 p.m. - 2:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
16h 17m1 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$ 347Air Canada
Wed, 28 Oct - Sun, 8 Nov
Air Canada Logo
12:20 a.m. - 8:08 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 48m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
8h 47m1 stop Vancouver Intl
C$ 351Air Canada
Sat, 27 Feb - Tue, 2 Mar
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 362Air Canada
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 365Air Canada
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
12:20 a.m. - 8:08 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 48m1 stop Toronto Pearson Intl
Air Canada Logo
12:50 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
11h 37m2 stops Toronto Pearson Intl Vancouver Intl
C$ 369Air Canada
Sat, 27 Feb - Tue, 2 Mar
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
2:15 p.m. - 9:52 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
9h 37m1 stop Toronto Pearson Intl
C$ 390Air Canada
Sat, 17 Oct - Wed, 21 Oct
Multiple Airlines Logo
6:05 a.m. - 4:40 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 35m1 stop Calgary
Multiple Airlines Logo
7:00 a.m. - 12:57 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
7h 57m1 stop Seattle/Tacoma Intl
C$ 395Multiple Airlines
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
12:20 a.m. - 8:08 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
6h 48m1 stop Toronto Pearson 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$ 397Air Canada
Mon, 11 Jan - Tue, 26 Jan

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United Airlines flights from Kelowna to Chicago

Our best United Airlines deals on Kelowna to Chicago flight tickets
United Airlines
17 Oct
YLW10:50 p.m.Kelowna
8h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
21 Oct
ORD5:00 a.m.Chicago O'Hare Intl
9h 17m
2 stops
YLW12:17 p.m.Kelowna
C$ 515
United Airlines
17 Oct
YLW10:50 p.m.Kelowna
8h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
21 Oct
ORD5:00 a.m.Chicago O'Hare Intl
9h 17m
2 stops
YLW12:17 p.m.Kelowna
C$ 517
United Airlines
12 Nov
YLW3:55 p.m.Kelowna
12h 04m
2 stops
ORD4:59 a.m.Chicago O'Hare Intl
15 Nov
ORD9:47 p.m.Chicago O'Hare Intl
24h 40m
2 stops
YLW9:27 p.m.Kelowna
C$ 524

Air Canada flights from Kelowna to Chicago

Our best Air Canada deals on Kelowna to Chicago flight tickets
Air Canada
22 Oct
YLW10:50 p.m.Kelowna
8h 10m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
27 Oct
ORD3:30 p.m.Chicago O'Hare Intl
17h 43m
1 stop
YLW7:13 a.m.Kelowna
C$ 337
Air Canada
28 Oct
YLW8:20 p.m.Kelowna
16h 17m
1 stop
ORD2:37 p.m.Chicago O'Hare Intl
8 Nov
ORD3:30 p.m.Chicago O'Hare Intl
8h 58m
1 stop
YLW11:28 p.m.Kelowna
C$ 347
Air Canada
27 Feb
YLW12:20 a.m.Kelowna
6h 48m
1 stop
ORD8:08 a.m.Chicago O'Hare Intl
2 Mar
ORD3:40 p.m.Chicago O'Hare Intl
8h 47m
1 stop
YLW11:27 p.m.Kelowna
C$ 351

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
Quickest round-trip

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 24/9

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

1 stop6h 50m

Chicago O'Hare Intl

Mon 28/9

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

1 stop6h 35m

C$ 316

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Tue 27/10

3:30 p.m.-7:13 a.m.

1 stop17h 43m

C$ 337

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Wed 28/10

8:20 p.m.-2:37 p.m.

1 stop16h 17m

Chicago O'Hare Intl

Sun 8/11

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

1 stop8h 58m

C$ 347

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 27/2

12:20 a.m.-8:08 a.m.

1 stop6h 48m

Chicago O'Hare Intl

Tue 2/3

3:40 p.m.-11:27 p.m.

1 stop8h 47m

C$ 351

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Tue 27/10

3:30 p.m.-7:13 a.m.

1 stop17h 43m

C$ 362

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Tue 27/10

3:30 p.m.-7:13 a.m.

1 stop17h 43m

C$ 365

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 27/2

12:20 a.m.-8:08 a.m.

1 stop6h 48m

Chicago O'Hare Intl

Tue 2/3

12:50 p.m.-11:27 p.m.

2 stops11h 37m

C$ 369

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 17/10

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Wed 21/10

2:15 p.m.-9:52 p.m.

1 stop9h 37m

C$ 390

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

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

1 stop8h 35m

Chicago O'Hare Intl

Tue 27/10

7:00 a.m.-12:57 p.m.

1 stop7h 57m

C$ 395

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Mon 11/1

12:20 a.m.-8:08 a.m.

1 stop6h 48m

Chicago O'Hare Intl

Tue 26/1

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

1 stop8h 53m

C$ 397

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 January is another great option to travel to Chicago, with average flight prices from Kelowna averaging around C$ 0.

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$ 225

Fastest flight time

4h 55m

Direct flights

None
The best one-way flight to Chicago from Kelowna in the past 72 hours is C$ 225. The best round-trip flight deal from Kelowna to Chicago found on momondo in the last 72 hours is C$ 316.
The fastest flight from Kelowna to Chicago takes 4h 55m
There are no direct flights from Kelowna to Chicago. There are no popular flight routes from Kelowna to Chicago.
Search flight deals

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 4h 55m.

  • 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