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Cheap flights from Kelowna to Chicago from C$ 241

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Chicago departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YLW — CHI
5 Mar — 12 Mar1
1 adult
Tue 5/3
Tue 12/3

Cheap flight deals from Kelowna to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Kelowna (YLW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 February 2024.

Popular in

March

Cheapest in

October

Round-trip from

C$ 483

One-way from

C$ 350
High demand for flights, 44% potential price rise
Best time to find cheap flights, 34% potential price drop
From Kelowna to Chicago (CHI)
One-way flight from Kelowna to Chicago (CHI)

What is the cheapest day to fly round-trip from Kelowna to Chicago?

Departing on a Saturday is a good option for securing a great price. You can expect to save up to 114% when planning your travel around this day of the week.

What is the cheapest month to fly from Kelowna to Chicago?

The best pricing can be found in the month of October. Prices to Chicago from Kelowna average C$ 841. You can even find prices in October for less than C$ 841, as users have found deals to Chicago from as low as C$ 520. The month of March appears to be one of the more expensive times to travel to Chicago from Kelowna. Flying in the targeted month can save you up to 79%.

When is the cheapest time to fly from Kelowna to Chicago (YLW - CHI)?

It’s typically best to fly out from Kelowna to Chicago in the morning. Doing so could potentially save you 48% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Alaska Airlines flights from Kelowna to Chicago

Explore cheap flight options specifically provided by Alaska Airlines for the route between Kelowna and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.
Find some of the cheapest Alaska Airlines flights travelling from Kelowna to Chicago. It's recommended that users confirm their flight details before booking.
Mon 8/41:10 p.m.YLW - ORD
1 stop8h 48mAlaska Airlines
Wed 10/46:00 a.m.ORD - YLW
1 stop8h 20mAlaska Airlines
Deal found 28/2C$ 658
Mon 8/41:10 p.m.YLW - ORD
1 stop8h 48mAlaska Airlines
Wed 10/46:00 a.m.ORD - YLW
1 stop8h 20mAlaska Airlines
Deal found 27/2C$ 661
Thu 14/31:10 p.m.YLW - ORD
1 stop8h 48mAlaska Airlines
Sun 31/36:00 a.m.ORD - YLW
1 stop8h 20mAlaska Airlines
Deal found 29/2C$ 1,097

Cheap Air Canada flights from Kelowna to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Kelowna and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.
Have a look at some of the cheapest available Air Canada flights departing from Kelowna and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Mon 8/48:30 p.m.YLW - ORD
2 stops10h 28mAir Canada
Wed 10/44:40 p.m.ORD - YLW
1 stop8h 37mAir Canada
Deal found 28/2C$ 688
Mon 8/411:25 a.m.YLW - ORD
2 stops10h 51mAir Canada
Wed 10/44:40 p.m.ORD - YLW
1 stop8h 37mAir Canada
Deal found 27/2C$ 690
Mon 8/48:30 p.m.YLW - ORD
2 stops10h 24mAir Canada
Wed 10/42:30 p.m.ORD - YLW
2 stops10h 47mAir Canada
Deal found 28/2C$ 696
Mon 8/411:25 a.m.YLW - ORD
2 stops10h 51mAir Canada
Wed 10/42:30 p.m.ORD - YLW
2 stops10h 47mAir Canada
Deal found 27/2C$ 699
Sun 17/311:10 p.m.YLW - ORD
1 stop7h 52mAir Canada
Wed 20/38:55 a.m.ORD - YLW
1 stop6h 04mAir Canada
Deal found 28/2C$ 1,237
Sat 16/39:45 a.m.YLW - ORD
1 stop24h 33mAir Canada
Wed 20/38:55 a.m.ORD - YLW
1 stop6h 04mAir Canada
Deal found 28/2C$ 1,381

Cheap Kelowna to Chicago flights in February & March 2024

Find cheap flight options from Kelowna to Chicago specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 591,715 searches. Prices were last updated on 29 February 2024.
These are some of the most attractive deals on flights from Kelowna to Chicago in 2024. Check back regularly for other flight deals.
Sun 17/312:55 p.m.YLW - ORD
2 stops15h 06mMultiple Airlines
Wed 20/34:05 p.m.ORD - YLW
2 stops20h 30mMultiple Airlines
Deal found 28/2C$ 1,168
Sun 17/311:10 p.m.YLW - ORD
1 stop7h 52mAir Canada
Wed 20/38:55 a.m.ORD - YLW
1 stop6h 04mAir Canada
Deal found 28/2C$ 1,237
Sat 16/311:25 a.m.YLW - ORD
2 stops16h 39mMultiple Airlines
Wed 20/38:03 p.m.ORD - YLW
2 stops16h 32mMultiple Airlines
Deal found 28/2C$ 1,320
Sat 16/39:45 a.m.YLW - ORD
1 stop24h 33mAir Canada
Wed 20/38:55 a.m.ORD - YLW
1 stop6h 04mAir Canada
Deal found 28/2C$ 1,381
Sun 17/33:20 p.m.YLW - ORD
2 stops12h 25mMultiple Airlines
Wed 20/36:00 a.m.ORD - YLW
1 stop8h 20mMultiple Airlines
Deal found 28/2C$ 1,462
Sat 16/38:15 p.m.YLW - MDW
2 stops23h 29mWestJet
Wed 20/36:19 a.m.MDW - YLW
2 stops19h 37mWestJet
Deal found 28/2C$ 1,687
Sat 16/310:00 a.m.YLW - ORD
2 stops14h 02mMultiple Airlines
Wed 20/310:20 a.m.ORD - YLW
1 stop9h 50mMultiple Airlines
Deal found 28/2C$ 1,752
Sun 17/37:35 p.m.YLW - ORD
2 stops40h 15mAeromexico
Tue 19/32:01 a.m.ORD - YLW
2 stops17h 02mAeromexico
Deal found 28/2C$ 2,817
Sat 16/37:35 p.m.YLW - ORD
2 stops50h 48mAeromexico
Tue 19/32:01 a.m.ORD - YLW
2 stops18h 57mAeromexico
Deal found 28/2C$ 3,906

Kelowna to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Kelowna and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.
These are some of the most attractive deals on flights from Kelowna to Chicago in 2024. Check back regularly for other flight deals.
Mon 8/41:10 p.m.YLW - ORD
1 stop8h 48mAlaska Airlines
Wed 10/46:00 a.m.ORD - YLW
1 stop8h 20mAlaska Airlines
Deal found 28/2C$ 658
Mon 8/41:10 p.m.YLW - ORD
1 stop8h 48mAlaska Airlines
Wed 10/46:00 a.m.ORD - YLW
1 stop8h 20mAlaska Airlines
Deal found 27/2C$ 661
Mon 8/48:30 p.m.YLW - ORD
2 stops10h 28mAir Canada
Wed 10/44:40 p.m.ORD - YLW
1 stop8h 37mAir Canada
Deal found 28/2C$ 688
Mon 8/411:25 a.m.YLW - ORD
2 stops10h 51mAir Canada
Wed 10/44:40 p.m.ORD - YLW
1 stop8h 37mAir Canada
Deal found 27/2C$ 690
Mon 8/48:30 p.m.YLW - ORD
2 stops10h 24mAir Canada
Wed 10/42:30 p.m.ORD - YLW
2 stops10h 47mAir Canada
Deal found 28/2C$ 696
Mon 8/411:25 a.m.YLW - ORD
2 stops10h 51mAir Canada
Wed 10/42:30 p.m.ORD - YLW
2 stops10h 47mAir Canada
Deal found 27/2C$ 699
Mon 8/43:25 p.m.YLW - MDW
2 stops28h 07mWestJet
Wed 10/46:30 a.m.MDW - YLW
2 stops19h 23mWestJet
Deal found 28/2C$ 728
Mon 8/45:35 p.m.YLW - MDW
2 stops25h 57mWestJet
Wed 10/46:30 a.m.MDW - YLW
2 stops19h 23mWestJet
Deal found 27/2C$ 731
Sun 17/312:55 p.m.YLW - ORD
2 stops15h 06mMultiple Airlines
Wed 20/34:05 p.m.ORD - YLW
2 stops20h 30mMultiple Airlines
Deal found 28/2C$ 1,168

One-way flights to Chicago from Kelowna

Search for one-way flight options from Kelowna to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.
Users travelling one-way from Kelowna to Chicago can select one of these great deals. Users can also find round-trip Kelowna to Chicago flights by using the search form above.
Sun 9/67:00 a.m.YLW - ORD
1 stop8h 05mWestJet
Deal found 27/2C$ 241
Mon 8/46:55 p.m.YLW - ORD
2 stops28h 25mMultiple Airlines
Deal found 28/2C$ 251
Mon 8/46:55 p.m.YLW - MDW
2 stops24h 36mMultiple Airlines
Deal found 28/2C$ 279
Mon 8/46:55 p.m.YLW - ORD
2 stops24h 15mMultiple Airlines
Deal found 27/2C$ 282
Sun 7/45:00 p.m.YLW - ORD
2 stops35h 55mMultiple Airlines
Deal found 27/2C$ 289
Mon 8/41:10 p.m.YLW - ORD
1 stop14h 35mAlaska Airlines
Deal found 28/2C$ 297
Mon 8/46:55 p.m.YLW - ORD
3 stops21h 47mMultiple Airlines
Deal found 28/2C$ 316
Sun 9/66:30 a.m.YLW - ORD
2 stops8h 35mWestJet
Deal found 27/2C$ 321
Mon 8/46:55 p.m.YLW - ORD
3 stops22h 57mMultiple Airlines
Deal found 27/2C$ 323

Find flights from Kelowna to Chicago within your budget

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, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 658 - C$ 1,168

Route

Depart

Return

Price

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 8/4

1 stop8h 48m

Chicago O'Hare Intl

Wed 10/4

1 stop8h 20m

C$ 658

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 8/4

1 stop8h 48m

Chicago O'Hare Intl

Wed 10/4

1 stop8h 20m

C$ 661

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 8/4

2 stops10h 28m

Chicago O'Hare Intl

Wed 10/4

1 stop8h 37m

C$ 688

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 8/4

2 stops10h 51m

Chicago O'Hare Intl

Wed 10/4

1 stop8h 37m

C$ 690

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 8/4

2 stops10h 24m

Chicago O'Hare Intl

Wed 10/4

2 stops10h 47m

C$ 696

KelownaChicago Midway

YLW - MDW

YLWMDW

Kelowna

Mon 8/4

2 stops28h 07m

Chicago Midway

Wed 10/4

2 stops19h 23m

C$ 728

KelownaChicago Midway

YLW - MDW

YLWMDW

Kelowna

Mon 8/4

2 stops25h 57m

Chicago Midway

Wed 10/4

2 stops19h 23m

C$ 731

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Thu 14/3

2 stops15h 56m

Chicago O'Hare Intl

Sun 31/3

3 stops40h 32m

C$ 1,100

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Sun 17/3

2 stops15h 06m

Chicago O'Hare Intl

Wed 20/3

2 stops20h 30m

C$ 1,168

Flights are sorted by cheapest first

Deals found on 28/2

When is the cheapest time to fly from Kelowna to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Kelowna to Chicago. Price data was last updated on 25 February 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Kelowna to Chicago flight should consider departing on Sunday mornings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Kelowna to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Kelowna to Chicago is currently C$ 289 while a round-trip flight costs C$ 791. Price data was last updated on 25 February 2024.

Currently, January is the cheapest month in which you can book a flight from Kelowna to Chicago (average of C$ 261). Flying from Kelowna to Chicago in August is currently the most expensive (average of C$ 435). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

C$ 354

February

C$ 452

March

C$ 458

April

C$ 522

May

C$ 501

June

C$ 556

July

C$ 587

August

C$ 590

September

C$ 464

October

C$ 499

November

C$ 458

December

C$ 473

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 29 February 2024.
To help decide which airline to fly from Kelowna to Chicago, see what other customers have to say about Alaska Airlines, Air Canada and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very good
9,264 reviews
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very good
11,818 reviews
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.7
Good
2,892 reviews
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.6
Good
3,142 reviews
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.4
Good
11,794 reviews
8.1
Very good
9,264 reviews

Comfort

7.9

Entertainment

7.4

Overall

8.1

Food

7.4

Crew

8.6

Boarding

8.2

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

Related info for your journey

Find useful and relevant information for your journey from Kelowna to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Kelowna to Chicago?

Located just 11.2 km from the city centre, Kelowna is the airport most travellers will use when flying to Chicago from Kelowna. Booking flights from Kelowna (YLW) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 2 different airlines.

Can I find flights from Kelowna to Chicago for under C$ 700 on Cheapflights?

Yes, there are multiple flights from Kelowna to Chicago for under C$ 700. The cheapest flight booked recently is on Alaska Airlines for just C$ 658, but on average you can expect to pay C$ 1,139.

What are the cheapest airlines flying from Kelowna to Chicago round-trip?

Cheapflights users have booked flights from Kelowna to Chicago round-trip from C$ 658. Other airlines that can offer you cheap pricing are Air Canada, from C$ 688, and WestJet, from C$ 728. Alaska Airlines is currently priced 21% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Kelowna to Chicago one-way?

One-way options have recently been found by users for as low as C$ 241 on WestJet. Other airlines that offer cheap prices include Alaska Airlines from C$ 297 and Air Canada from C$ 350 one-way.

What does YLW to ORD mean?

This is defined as Kelowna Airport (YLW) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kelowna to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Kelowna to Chicago

Discover the top 2 airlines that operate flights from Kelowna to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 591,715 searches. Data last updated 29 February 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 423AverageC$ 863FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 463AverageC$ 489FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Search flights from Kelowna to Chicago by cabin class

Find flights from Kelowna to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Kelowna to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Kelowna to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Kelowna to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Kelowna to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Kelowna to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Kelowna to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Kelowna to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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