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Cheap flights from Kelowna to Chicago from C$ 177

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kelowna to Chicago departing on 13/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Kelowna to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:20 a.m. - 1:35 p.m.YLW-ORD
6h 15m1 stop
WestJet Logo
2:20 p.m. - 7:10 p.m.ORD-YLW
6h 50m1 stop
C$ 237WestJet
Find Deal
sex, 23 jan - seg, 26 jan
WestJet Logo
5:20 a.m. - 1:35 p.m.YLW-ORD
6h 15m1 stop
WestJet Logo
2:20 p.m. - 11:12 p.m.ORD-YLW
10h 52m2 stops
C$ 258WestJet
Find Deal
sex, 23 jan - seg, 26 jan
Air Canada Logo
11:20 p.m. - 9:13 a.m.YLW-ORD
7h 53m1 stop
Air Canada Logo
3:35 p.m. - 11:13 p.m.ORD-YLW
9h 38m1 stop
C$ 353Air Canada
Find Deal
ter, 13 jan - ter, 20 jan
Multiple Airlines Logo
5:20 a.m. - 1:35 p.m.YLW-ORD
6h 15m1 stop
Multiple Airlines Logo
1:00 p.m. - 9:12 p.m.ORD-YLW
10h 12m1 stop
C$ 422Multiple Airlines
Find Deal
seg, 23 fev - qui, 26 fev
Alaska Airlines Logo
4:07 p.m. - 5:10 p.m.YLW-ORD
23h 03m1 stop
Alaska Airlines Logo
3:35 p.m. - 9:14 p.m.ORD-YLW
7h 39m1 stop
C$ 427Alaska Airlines
Find Deal
dom, 25 jan - qui, 29 jan
United Airlines Logo
10:25 a.m. - 12:58 a.m.YLW-ORD
12h 33m2 stops
United Airlines Logo
8:45 a.m. - 12:50 p.m.ORD-YLW
6h 05m1 stop
C$ 433United Airlines
Find Deal
ter, 13 jan - ter, 20 jan
Multiple Airlines Logo
7:00 p.m. - 11:46 p.m.YLW-ORD
26h 46m3 stops
Multiple Airlines Logo
2:20 p.m. - 9:50 p.m.ORD-YLW
9h 30m1 stop
C$ 440Multiple Airlines
Find Deal
sex, 23 jan - seg, 26 jan
Multiple Airlines Logo
1:35 p.m. - 11:56 p.m.YLW-ORD
8h 21m1 stop
Multiple Airlines Logo
6:00 p.m. - 3:26 p.m.ORD-YLW
23h 26m2 stops
C$ 472Multiple Airlines
Find Deal
ter, 24 fev - sáb, 28 fev
Multiple Airlines Logo
7:00 p.m. - 11:46 p.m.YLW-ORD
26h 46m3 stops
Multiple Airlines Logo
2:20 p.m. - 11:12 p.m.ORD-YLW
10h 52m2 stops
C$ 476Multiple Airlines
Find Deal
sex, 23 jan - seg, 26 jan
Multiple Airlines Logo
9:05 a.m. - 11:56 p.m.YLW-ORD
12h 51m1 stop
Multiple Airlines Logo
7:00 a.m. - 9:48 p.m.ORD-YLW
16h 48m2 stops
C$ 485Multiple Airlines
Find Deal
seg, 23 fev - qui, 26 fev

WestJet flights from Kelowna to Chicago

Our best WestJet deals on Kelowna to Chicago flight tickets
WestJet
23 Jan
YLW5:20 a.m.Kelowna
6h 15m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
26 Jan
ORD2:20 p.m.Chicago O'Hare Intl
6h 50m
1 stop
YLW7:10 p.m.Kelowna
C$ 237
Find similar
WestJet
23 Jan
YLW5:20 a.m.Kelowna
6h 15m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
26 Jan
ORD2:20 p.m.Chicago O'Hare Intl
10h 52m
2 stops
YLW11:12 p.m.Kelowna
C$ 258
Find similar
WestJet
20 Feb
YLW5:20 a.m.Kelowna
10h 25m
2 stops
MDW5:45 p.m.Chicago Midway
22 Feb
MDW10:53 a.m.Chicago Midway
13h 48m
2 stops
YLW10:41 p.m.Kelowna
C$ 873
Find similar

Air Canada flights from Kelowna to Chicago

Our best Air Canada deals on Kelowna to Chicago flight tickets
Air Canada
13 Jan
YLW11:20 p.m.Kelowna
7h 53m
1 stop
ORD9:13 a.m.Chicago O'Hare Intl
20 Jan
ORD3:35 p.m.Chicago O'Hare Intl
9h 38m
1 stop
YLW11:13 p.m.Kelowna
C$ 353
Find similar
Air Canada
3 Dec
YLW8:50 a.m.Kelowna
10h 18m
2 stops
ORD9:08 p.m.Chicago O'Hare Intl
8 Dec
ORD3:40 p.m.Chicago O'Hare Intl
9h 28m
1 stop
YLW11:08 p.m.Kelowna
C$ 891
Find similar
Air Canada
3 Dec
YLW8:50 a.m.Kelowna
13h 09m
2 stops
ORD11:59 p.m.Chicago O'Hare Intl
10 Dec
ORD10:45 a.m.Chicago O'Hare Intl
14h 23m
2 stops
YLW11:08 p.m.Kelowna
C$ 905
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Kelowna to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 1 dezembro 2025.
Use the filters below to find and compare flights from Kelowna to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

sex 23/1

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

1 stop6h 15m

Chicago O'Hare Intl

seg 26/1

2:20 p.m.-7:10 p.m.

1 stop6h 50m

C$ 237

KelownaChicago

YLW - ORD

YLWORD

Kelowna

sex 23/1

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

1 stop6h 15m

Chicago O'Hare Intl

seg 26/1

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

2 stops10h 52m

C$ 258

KelownaChicago

YLW - ORD

YLWORD

Kelowna

ter 13/1

11:20 p.m.-9:13 a.m.

1 stop7h 53m

Chicago O'Hare Intl

ter 20/1

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

1 stop9h 38m

C$ 353

KelownaChicago

YLW - ORD

YLWORD

Kelowna

seg 23/2

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

1 stop6h 15m

Chicago O'Hare Intl

qui 26/2

1:00 p.m.-9:12 p.m.

1 stop10h 12m

C$ 422

KelownaChicago

YLW - ORD

YLWORD

Kelowna

dom 25/1

4:07 p.m.-5:10 p.m.

1 stop23h 03m

Chicago O'Hare Intl

qui 29/1

3:35 p.m.-9:14 p.m.

1 stop7h 39m

C$ 427

KelownaChicago

YLW - ORD

YLWORD

Kelowna

ter 13/1

10:25 a.m.-12:58 a.m.

2 stops12h 33m

Chicago O'Hare Intl

ter 20/1

8:45 a.m.-12:50 p.m.

1 stop6h 05m

C$ 433

KelownaChicago

YLW - ORD

YLWORD

Kelowna

sex 23/1

7:00 p.m.-11:46 p.m.

3 stops26h 46m

Chicago O'Hare Intl

seg 26/1

2:20 p.m.-9:50 p.m.

1 stop9h 30m

C$ 440

KelownaChicago

YLW - ORD

YLWORD

Kelowna

ter 24/2

1:35 p.m.-11:56 p.m.

1 stop8h 21m

Chicago O'Hare Intl

sáb 28/2

6:00 p.m.-3:26 p.m.

2 stops23h 26m

C$ 472

KelownaChicago

YLW - ORD

YLWORD

Kelowna

sex 23/1

7:00 p.m.-11:46 p.m.

3 stops26h 46m

Chicago O'Hare Intl

seg 26/1

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

2 stops10h 52m

C$ 476

KelownaChicago

YLW - ORD

YLWORD

Kelowna

seg 23/2

9:05 a.m.-11:56 p.m.

1 stop12h 51m

Chicago O'Hare Intl

qui 26/2

7:00 a.m.-9:48 p.m.

2 stops16h 48m

C$ 485

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 typical price of a round-trip flight between Kelowna and Chicago?

What is the cheapest month to fly to Chicago?

The month of December is another great option to travel to Chicago, with average flight prices from Kelowna averaging around C$ 451.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as C$ 506. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around C$ 629. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the evening is the cheapest time of day to fly from Kelowna to Chicago when you can find flight prices for as low as C$ 590. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 636 per ticket.

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

10h 25m

Direct flights

None
The fastest flight from Kelowna to Chicago takes 10h 25m
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 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 many operators does momondo search for flights from Kelowna Airport to Chicago?

  • 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?

Best airlines flying from Kelowna to Chicago

Compare and see reviews for airlines that fly from Kelowna to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 287Free CancellationRating
7.1
10,493 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport