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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 22/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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.
Multiple Airlines Logo
9:00 a.m. - 11:50 p.m.
YLW
-
ORD
12h 50m1 stop
Multiple Airlines Logo
8:10 a.m. - 9:50 p.m.
ORD
-
YLW
15h 40m2 stops
C$ 402Multiple Airlines
Sat, 17 Jan - Tue, 27 Jan
Alaska Airlines Logo
8:00 a.m. - 11:50 p.m.
YLW
-
ORD
13h 50m1 stop
Alaska Airlines Logo
3:35 p.m. - 9:14 p.m.
ORD
-
YLW
7h 39m1 stop
C$ 430Alaska Airlines
Sat, 17 Jan - Tue, 27 Jan
Alaska Airlines Logo
8:00 a.m. - 5:10 p.m.
YLW
-
ORD
7h 10m1 stop
Alaska Airlines Logo
2:06 p.m. - 9:14 p.m.
ORD
-
YLW
9h 08m2 stops
C$ 431Alaska Airlines
Thu, 22 Jan - Mon, 26 Jan
Delta Logo
8:55 a.m. - 9:43 p.m.
YLW
-
ORD
10h 48m2 stops
Delta Logo
6:15 a.m. - 2:30 p.m.
ORD
-
YLW
10h 15m2 stops
C$ 488Delta
Sat, 17 Jan - Tue, 27 Jan
Air Canada Logo
8:50 a.m. - 11:59 p.m.
YLW
-
ORD
13h 09m2 stops
Air Canada Logo
12:53 p.m. - 11:13 p.m.
ORD
-
YLW
12h 20m2 stops
C$ 516Air Canada
Thu, 22 Jan - Mon, 26 Jan
Air Canada Logo
8:50 a.m. - 9:15 p.m.
YLW
-
ORD
10h 25m2 stops
Air Canada Logo
12:53 p.m. - 11:13 p.m.
ORD
-
YLW
12h 20m2 stops
C$ 517Air Canada
Thu, 22 Jan - Mon, 26 Jan
United Airlines Logo
5:20 a.m. - 9:15 p.m.
YLW
-
ORD
13h 55m2 stops
United Airlines Logo
8:50 a.m. - 7:59 p.m.
ORD
-
YLW
13h 09m2 stops
C$ 596United Airlines
Thu, 22 Jan - Mon, 26 Jan
Multiple Airlines Logo
4:00 p.m. - 2:17 p.m.
YLW
-
ORD
20h 17m3 stops
Multiple Airlines Logo
5:15 a.m. - 9:50 p.m.
ORD
-
YLW
18h 35m3 stops
C$ 646Multiple Airlines
Sat, 17 Jan - Tue, 27 Jan
Delta Logo
8:55 a.m. - 9:08 a.m.
YLW
-
MDW
22h 13m2 stops
Delta Logo
1:26 p.m. - 10:44 p.m.
MDW
-
YLW
11h 18m2 stops
C$ 730Delta
Thu, 22 Jan - Mon, 26 Jan
United Airlines Logo
5:20 a.m. - 2:41 p.m.
YLW
-
ORD
7h 21m1 stop
United Airlines Logo
9:40 p.m. - 1:58 p.m.
ORD
-
YLW
18h 18m2 stops
C$ 857United Airlines
Thu, 25 Dec - Mon, 29 Dec

Alaska Airlines flights from Kelowna to Chicago

Our best Alaska Airlines deals on Kelowna to Chicago flight tickets
Alaska Airlines
17 Jan
YLW8:00 a.m.Kelowna
13h 50m
1 stop
ORD11:50 p.m.Chicago O'Hare Intl
27 Jan
ORD3:35 p.m.Chicago O'Hare Intl
7h 39m
1 stop
YLW9:14 p.m.Kelowna
C$ 430
Find similar
Alaska Airlines
22 Jan
YLW8:00 a.m.Kelowna
7h 10m
1 stop
ORD5:10 p.m.Chicago O'Hare Intl
26 Jan
ORD3:35 p.m.Chicago O'Hare Intl
7h 39m
1 stop
YLW9:14 p.m.Kelowna
C$ 431
Find similar
Alaska Airlines
20 Dec
YLW3:54 p.m.Kelowna
11h 09m
2 stops
ORD5:03 a.m.Chicago O'Hare Intl
6 Jan
ORD3:37 p.m.Chicago O'Hare Intl
25h 40m
2 stops
YLW3:17 p.m.Kelowna
C$ 949
Find similar

Delta flights from Kelowna to Chicago

Our best Delta deals on Kelowna to Chicago flight tickets
Delta
17 Jan
YLW8:55 a.m.Kelowna
10h 48m
2 stops
ORD9:43 p.m.Chicago O'Hare Intl
27 Jan
ORD6:15 a.m.Chicago O'Hare Intl
10h 15m
2 stops
YLW2:30 p.m.Kelowna
C$ 488
Find similar
Delta
22 Jan
YLW8:55 a.m.Kelowna
22h 13m
2 stops
MDW9:08 a.m.Chicago Midway
26 Jan
MDW1:26 p.m.Chicago Midway
11h 18m
2 stops
YLW10:44 p.m.Kelowna
C$ 730
Find similar
Delta
22 Jan
YLW11:40 p.m.Kelowna
11h 06m
2 stops
MDW12:46 p.m.Chicago Midway
26 Jan
MDW1:26 p.m.Chicago Midway
11h 18m
2 stops
YLW10:44 p.m.Kelowna
C$ 804
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 9 December 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

Sat 17/1

9:00 a.m.-11:50 p.m.

1 stop12h 50m

Chicago O'Hare Intl

Tue 27/1

8:10 a.m.-9:50 p.m.

2 stops15h 40m

C$ 402

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 17/1

8:00 a.m.-11:50 p.m.

1 stop13h 50m

Chicago O'Hare Intl

Tue 27/1

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

1 stop7h 39m

C$ 430

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 22/1

8:00 a.m.-5:10 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Mon 26/1

2:06 p.m.-9:14 p.m.

2 stops9h 08m

C$ 431

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 17/1

8:55 a.m.-9:43 p.m.

2 stops10h 48m

Chicago O'Hare Intl

Tue 27/1

6:15 a.m.-2:30 p.m.

2 stops10h 15m

C$ 488

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 22/1

8:50 a.m.-11:59 p.m.

2 stops13h 09m

Chicago O'Hare Intl

Mon 26/1

12:53 p.m.-11:13 p.m.

2 stops12h 20m

C$ 516

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 22/1

8:50 a.m.-9:15 p.m.

2 stops10h 25m

Chicago O'Hare Intl

Mon 26/1

12:53 p.m.-11:13 p.m.

2 stops12h 20m

C$ 517

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 22/1

5:20 a.m.-9:15 p.m.

2 stops13h 55m

Chicago O'Hare Intl

Mon 26/1

8:50 a.m.-7:59 p.m.

2 stops13h 09m

C$ 596

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 17/1

4:00 p.m.-2:17 p.m.

3 stops20h 17m

Chicago O'Hare Intl

Tue 27/1

5:15 a.m.-9:50 p.m.

3 stops18h 35m

C$ 646

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Thu 22/1

8:55 a.m.-9:08 a.m.

2 stops22h 13m

Chicago Midway

Mon 26/1

1:26 p.m.-10:44 p.m.

2 stops11h 18m

C$ 730

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 25/12

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

1 stop7h 21m

Chicago O'Hare Intl

Mon 29/12

9:40 p.m.-1:58 p.m.

2 stops18h 18m

C$ 857

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 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$ 501. 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$ 622. 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$ 584. 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$ 630 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

7h 21m

Direct flights

None
The fastest flight from Kelowna to Chicago takes 7h 21m
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 7h 10m.

  • 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$ 284Free CancellationRating
7.1
10,514 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