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Cheap flights from Kelowna to Chicago from C$ 180

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 18/1. 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. - 2:19 p.m.ORD-YLW
25h 59m1 stop
C$ 394WestJet
Find Deal
Mon, 16 Mar - Fri, 20 Mar
Air Canada Logo
5:20 a.m. - 2:41 p.m.YLW-ORD
7h 21m1 stop
Air Canada Logo
3:40 p.m. - 11:08 p.m.ORD-YLW
9h 28m1 stop
C$ 400Air Canada
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Air Canada Logo
5:20 a.m. - 2:41 p.m.YLW-ORD
7h 21m1 stop
Air Canada Logo
3:55 p.m. - 10:20 p.m.ORD-YLW
8h 25m1 stop
C$ 410Air Canada
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Multiple Airlines Logo
8:50 a.m. - 5:10 p.m.YLW-ORD
6h 20m1 stop
Multiple Airlines Logo
3:40 p.m. - 11:08 p.m.ORD-YLW
9h 28m1 stop
C$ 500Multiple Airlines
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Multiple Airlines Logo
8:50 a.m. - 5:10 p.m.YLW-ORD
6h 20m1 stop
Multiple Airlines Logo
2:00 p.m. - 10:20 p.m.ORD-YLW
10h 20m1 stop
C$ 508Multiple Airlines
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Delta Logo
8:55 a.m. - 9:21 p.m.YLW-ORD
10h 26m2 stops
Delta Logo
6:00 a.m. - 3:27 p.m.ORD-YLW
11h 27m2 stops
C$ 511Delta
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Alaska Airlines Logo
5:35 p.m. - 11:50 p.m.YLW-ORD
28h 15m2 stops
Alaska Airlines Logo
6:00 a.m. - 4:44 p.m.ORD-YLW
12h 44m1 stop
C$ 532Alaska Airlines
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Alaska Airlines Logo
5:35 p.m. - 11:50 p.m.YLW-ORD
28h 15m2 stops
Alaska Airlines Logo
6:00 a.m. - 4:44 p.m.ORD-YLW
12h 44m1 stop
C$ 534Alaska Airlines
Find Deal
Wed, 3 Dec - Mon, 8 Dec
United Airlines Logo
7:30 p.m. - 5:38 a.m.YLW-ORD
8h 08m1 stop
United Airlines Logo
7:40 a.m. - 4:58 p.m.ORD-YLW
11h 18m2 stops
C$ 676United Airlines
Find Deal
Mon, 4 May - Tue, 5 May
United Airlines Logo
8:35 p.m. - 5:38 a.m.YLW-ORD
7h 03m1 stop
United Airlines Logo
12:57 p.m. - 10:33 p.m.ORD-YLW
11h 36m2 stops
C$ 679United Airlines
Find Deal
Mon, 4 May - Tue, 5 May

Air Canada flights from Kelowna to Chicago O'Hare Intl Airport

Our best Air Canada deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
Air Canada
3 Dec
YLW5:20 a.m.Kelowna
7h 21m
1 stop
ORD2:41 p.m.Chicago O'Hare Intl
10 Dec
ORD3:40 p.m.Chicago O'Hare Intl
9h 28m
1 stop
YLW11:08 p.m.Kelowna
C$ 400
Find similar
Air Canada
3 Dec
YLW5:20 a.m.Kelowna
7h 21m
1 stop
ORD2:41 p.m.Chicago O'Hare Intl
8 Dec
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YLW10:20 p.m.Kelowna
C$ 410
Find similar
Air Canada
3 Dec
YLW6:15 p.m.Kelowna
16h 46m
2 stops
ORD1:01 p.m.Chicago O'Hare Intl
8 Dec
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YLW10:20 p.m.Kelowna
C$ 459
Find similar

Alaska Airlines flights from Kelowna to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
3 Dec
YLW5:35 p.m.Kelowna
28h 15m
2 stops
ORD11:50 p.m.Chicago O'Hare Intl
8 Dec
ORD6:00 a.m.Chicago O'Hare Intl
12h 44m
1 stop
YLW4:44 p.m.Kelowna
C$ 532
Find similar
Alaska Airlines
3 Dec
YLW5:35 p.m.Kelowna
28h 15m
2 stops
ORD11:50 p.m.Chicago O'Hare Intl
8 Dec
ORD6:00 a.m.Chicago O'Hare Intl
12h 44m
1 stop
YLW4:44 p.m.Kelowna
C$ 534
Find similar
Alaska Airlines
3 Dec
YLW5:35 p.m.Kelowna
28h 15m
2 stops
ORD11:50 p.m.Chicago O'Hare Intl
8 Dec
ORD3:05 p.m.Chicago O'Hare Intl
27h 39m
2 stops
YLW4:44 p.m.Kelowna
C$ 550
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Kelowna to Chicago O'Hare Intl Airport 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 5 November 2025.
Use the filters below to find and compare flights from Kelowna to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 16/3

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

1 stop6h 15m

Chicago O'Hare Intl

Fri 20/3

2:20 p.m.-2:19 p.m.

1 stop25h 59m

C$ 394

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

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

1 stop7h 21m

Chicago O'Hare Intl

Wed 10/12

3:40 p.m.-11:08 p.m.

1 stop9h 28m

C$ 400

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

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

1 stop7h 21m

Chicago O'Hare Intl

Mon 8/12

3:55 p.m.-10:20 p.m.

1 stop8h 25m

C$ 410

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

8:50 a.m.-5:10 p.m.

1 stop6h 20m

Chicago O'Hare Intl

Wed 10/12

3:40 p.m.-11:08 p.m.

1 stop9h 28m

C$ 500

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

8:50 a.m.-5:10 p.m.

1 stop6h 20m

Chicago O'Hare Intl

Mon 8/12

2:00 p.m.-10:20 p.m.

1 stop10h 20m

C$ 508

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

8:55 a.m.-9:21 p.m.

2 stops10h 26m

Chicago O'Hare Intl

Mon 8/12

6:00 a.m.-3:27 p.m.

2 stops11h 27m

C$ 511

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

5:35 p.m.-11:50 p.m.

2 stops28h 15m

Chicago O'Hare Intl

Mon 8/12

6:00 a.m.-4:44 p.m.

1 stop12h 44m

C$ 532

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

5:35 p.m.-11:50 p.m.

2 stops28h 15m

Chicago O'Hare Intl

Mon 8/12

6:00 a.m.-4:44 p.m.

1 stop12h 44m

C$ 534

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 4/5

7:30 p.m.-5:38 a.m.

1 stop8h 08m

Chicago O'Hare Intl

Tue 5/5

7:40 a.m.-4:58 p.m.

2 stops11h 18m

C$ 676

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 4/5

8:35 p.m.-5:38 a.m.

1 stop7h 03m

Chicago O'Hare Intl

Tue 5/5

12:57 p.m.-10:33 p.m.

2 stops11h 36m

C$ 679

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 O'Hare Intl Airport

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as C$ 523. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Kelowna to Chicago O'Hare Intl Airport for around C$ 631.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Kelowna to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 535. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 555 on average. Flights to Chicago O'Hare Intl Airport from Kelowna in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

When to book flights from Kelowna to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Kelowna to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Kelowna to Chicago O'Hare Intl Airport (YLW to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kelowna to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Kelowna to Chicago O'Hare Intl Airport. There are no popular flight routes from Kelowna to Chicago O'Hare Intl Airport.
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  • How far is Kelowna to Chicago O'Hare Intl by plane?

    There are 2571.0 km between Kelowna and Chicago O'Hare Intl. By plane, this route typically takes 6h 15m.

  • When did momondo last update prices for flights from Kelowna Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Kelowna Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Kelowna Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Kelowna Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kelowna Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Kelowna to Chicago O'Hare Intl Airport?

Best airlines flying from Kelowna to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Kelowna to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 289Free CancellationRating
7.1
10,408 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Hammond
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Elk Grove Village
Harvard
Merrillville
Oak Brook
Elmhurst
Kenosha
Skokie
Rockford

Why use momondo?

Why should I use momondo to find a flight deal from Kelowna to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Kelowna to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Kelowna to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Kelowna which offer a flexible booking policy as well as other useful filters and features.

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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