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Cheap flights from Kelowna to Chicago from C$ 283

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/5. 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
24 Apr — 1 May1
1 adult
Wed 24/4
Wed 1/5

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 19 April 2024.

Popular in

March

Cheapest in

October

Round-trip from

C$ 360

One-way from

C$ 294
High demand for flights, 44% potential price rise
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Best time to find cheap flights, 34% potential price drop
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From Kelowna to Chicago (CHI)
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One-way flight from Kelowna to Chicago (CHI)
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What is the cheapest day to fly round-trip from Kelowna to Chicago?

Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 103% 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$ 853. You can even find prices in October for less than C$ 853, as users have found deals to Chicago from as low as C$ 527. 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 38% on the flight price compared to flying at noon, which is usually more expensive.

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 505,255 searches. Data last updated 19 April 2024.
Find some of the cheapest Air Canada flights travelling from Kelowna to Chicago. It's recommended that users confirm their flight details before booking.
Thu 13/68:30 p.m.YLW - ORD
1 stop7h 06mAir Canada
Mon 24/67:40 p.m.ORD - YLW
1 stop15h 49mAir Canada
Deal found 18/4C$ 555
Mon 6/57:30 p.m.YLW - ORD
1 stop8h 18mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 915
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 923
Mon 6/58:30 p.m.YLW - ORD
1 stop7h 18mAir Canada
Tue 7/56:01 p.m.ORD - YLW
1 stop18h 18mAir Canada
Deal found 17/4C$ 937
Mon 13/57:30 p.m.YLW - ORD
1 stop8h 18mAir Canada
Thu 16/53:40 p.m.ORD - YLW
1 stop19h 47mAir Canada
Deal found 18/4C$ 998
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/58:51 a.m.ORD - YLW
2 stops10h 16mAir Canada
Deal found 17/4C$ 1,054
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/58:51 a.m.ORD - YLW
2 stops12h 56mAir Canada
Deal found 18/4C$ 1,057

Cheap United Airlines flights from Kelowna to Chicago

Explore cheap flight options specifically provided by United 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 505,255 searches. Data last updated 19 April 2024.
Have a look at some of the cheapest available United Airlines flights departing from Kelowna and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Thu 13/66:00 a.m.YLW - ORD
1 stop6h 29mUnited Airlines
Mon 24/67:10 a.m.ORD - YLW
2 stops17h 34mUnited Airlines
Deal found 18/4C$ 849
Thu 13/611:10 a.m.YLW - ORD
2 stops10h 49mUnited Airlines
Mon 24/67:10 a.m.ORD - YLW
2 stops17h 34mUnited Airlines
Deal found 18/4C$ 857

Cheap Kelowna to Chicago flights in April & May 2024

Find cheap flight options from Kelowna to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 505,255 searches. Prices were last updated on 19 April 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 13/510:05 a.m.YLW - ORD
2 stops10h 34mWestJet
Thu 16/55:55 p.m.ORD - YLW
1 stop7h 53mWestJet
Deal found 18/4C$ 888
Mon 13/510:05 a.m.YLW - ORD
2 stops10h 34mWestJet
Thu 16/58:45 p.m.ORD - YLW
2 stops20h 23mWestJet
Deal found 18/4C$ 893
Mon 6/57:30 p.m.YLW - ORD
1 stop8h 18mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 915
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 923
Mon 6/58:30 p.m.YLW - ORD
1 stop7h 18mAir Canada
Tue 7/56:01 p.m.ORD - YLW
1 stop18h 18mAir Canada
Deal found 17/4C$ 937
Tue 7/56:30 a.m.YLW - MDW
2 stops13h 31mWestJet
Wed 8/59:46 a.m.MDW - YLW
2 stops25h 37mWestJet
Deal found 17/4C$ 974
Mon 13/57:30 p.m.YLW - ORD
1 stop8h 18mAir Canada
Thu 16/53:40 p.m.ORD - YLW
1 stop19h 47mAir Canada
Deal found 18/4C$ 998
Mon 13/56:30 a.m.YLW - MDW
2 stops12h 35mMultiple Airlines
Thu 16/58:00 a.m.MDW - YLW
1 stop16h 28mMultiple Airlines
Deal found 18/4C$ 998
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/58:51 a.m.ORD - YLW
2 stops10h 16mAir Canada
Deal found 17/4C$ 1,054

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 505,255 searches. Data last updated 19 April 2024.
These are some of the most attractive deals on flights from Kelowna to Chicago in 2024. Check back regularly for other flight deals.
Thu 13/68:30 p.m.YLW - ORD
1 stop7h 06mAir Canada
Mon 24/67:40 p.m.ORD - YLW
1 stop15h 49mAir Canada
Deal found 18/4C$ 555
Thu 13/66:00 a.m.YLW - ORD
1 stop6h 29mUnited Airlines
Mon 24/67:10 a.m.ORD - YLW
2 stops17h 34mUnited Airlines
Deal found 18/4C$ 849
Thu 13/611:10 a.m.YLW - ORD
2 stops10h 49mUnited Airlines
Mon 24/67:10 a.m.ORD - YLW
2 stops17h 34mUnited Airlines
Deal found 18/4C$ 857
Mon 13/510:05 a.m.YLW - ORD
2 stops10h 34mWestJet
Thu 16/55:55 p.m.ORD - YLW
1 stop7h 53mWestJet
Deal found 18/4C$ 888
Mon 13/510:05 a.m.YLW - ORD
2 stops10h 34mWestJet
Thu 16/58:45 p.m.ORD - YLW
2 stops20h 23mWestJet
Deal found 18/4C$ 893
Mon 6/57:30 p.m.YLW - ORD
1 stop8h 18mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 915
Mon 6/55:50 p.m.YLW - ORD
2 stops10h 30mAir Canada
Tue 7/59:15 p.m.ORD - YLW
1 stop15h 04mAir Canada
Deal found 18/4C$ 923
Mon 6/58:30 p.m.YLW - ORD
1 stop7h 18mAir Canada
Tue 7/56:01 p.m.ORD - YLW
1 stop18h 18mAir Canada
Deal found 17/4C$ 937
Tue 7/56:30 a.m.YLW - MDW
2 stops13h 31mWestJet
Wed 8/59:46 a.m.MDW - YLW
2 stops25h 37mWestJet
Deal found 17/4C$ 974

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 505,255 searches. Data last updated 19 April 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.
Mon 20/57:30 p.m.YLW - ORD
1 stop16h 59mAir Canada
Deal found 18/4C$ 283
Wed 12/64:00 p.m.YLW - ORD
2 stops11h 40mMultiple Airlines
Deal found 18/4C$ 286
Wed 12/67:30 p.m.YLW - ORD
1 stop8h 06mAir Canada
Deal found 18/4C$ 294
Wed 12/64:00 p.m.YLW - MDW
2 stops11h 30mMultiple Airlines
Deal found 18/4C$ 305
Wed 12/610:00 a.m.YLW - ORD
3 stops17h 25mMultiple Airlines
Deal found 18/4C$ 312
Wed 12/610:00 a.m.YLW - MDW
3 stops17h 30mMultiple Airlines
Deal found 18/4C$ 312
Mon 20/58:55 p.m.YLW - ORD
2 stops31h 35mMultiple Airlines
Deal found 18/4C$ 321
Mon 20/58:55 p.m.YLW - ORD
3 stops31h 35mMultiple Airlines
Deal found 18/4C$ 328
Mon 20/58:55 p.m.YLW - ORD
2 stops31h 05mMultiple Airlines
Deal found 19/4C$ 380

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 505,255 searches. Data last updated 19 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 555 - C$ 998

Route

Depart

Return

Price

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Thu 13/6

1 stop7h 06m

Chicago O'Hare Intl

Mon 24/6

1 stop15h 49m

C$ 555

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Thu 13/6

1 stop6h 29m

Chicago O'Hare Intl

Mon 24/6

2 stops17h 34m

C$ 849

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Thu 13/6

2 stops10h 49m

Chicago O'Hare Intl

Mon 24/6

2 stops17h 34m

C$ 857

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 13/5

2 stops10h 34m

Chicago O'Hare Intl

Thu 16/5

1 stop7h 53m

C$ 888

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 13/5

2 stops10h 34m

Chicago O'Hare Intl

Thu 16/5

2 stops20h 23m

C$ 893

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 6/5

1 stop8h 18m

Chicago O'Hare Intl

Tue 7/5

1 stop15h 04m

C$ 915

KelownaChicago O'Hare Intl

YLW - ORD

YLWORD

Kelowna

Mon 6/5

2 stops10h 30m

Chicago O'Hare Intl

Tue 7/5

1 stop15h 04m

C$ 923

KelownaChicago Midway

YLW - MDW

YLWMDW

Kelowna

Tue 7/5

2 stops13h 31m

Chicago Midway

Wed 8/5

2 stops25h 37m

C$ 974

KelownaChicago Midway

YLW - MDW

YLWMDW

Kelowna

Mon 13/5

2 stops12h 35m

Chicago Midway

Thu 16/5

1 stop16h 28m

C$ 998

Flights are sorted by cheapest first

Deals found on 18/4

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 14 April 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$ 314 while a round-trip flight costs C$ 872. Price data was last updated on 14 April 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$ 452). 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$ 359

February

C$ 418

March

C$ 446

April

C$ 471

May

C$ 535

June

C$ 528

July

C$ 604

August

C$ 622

September

C$ 473

October

C$ 509

November

C$ 465

December

C$ 480

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 19 April 2024.
To help decide which airline to fly from Kelowna to Chicago, see what other customers have to say about Air Canada, United Airlines and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,094 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,094 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
3,004 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,325 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Air Canada
7.0
Good
6,844 reviews
Delta
8.1
Very good
11,094 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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$ 600 on Cheapflights?

    Yes, there are multiple flights from Kelowna to Chicago for under C$ 600. The cheapest flight booked recently is on Air Canada for just C$ 555, but on average you can expect to pay C$ 936.

  • 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$ 555. Other airlines that can offer you cheap pricing are United Airlines, from C$ 849, and WestJet, from C$ 888. Air Canada is currently priced 35% below the average price you’ll pay for this route.

  • 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).

  • Can I find deals for flights from Kelowna to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Kelowna to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Kelowna to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Kelowna to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Kelowna to Chicago that include hotel bookings?

    Yes. In addition to deals on Kelowna to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kelowna to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kelowna to Chicago.

  • Can I find deals for business class flights from Kelowna to Chicago?

    Yes. Cheapflights offers flight deals from Kelowna to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Kelowna to Chicago that allow pets onboard?

    Many airlines flying from Kelowna to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Kelowna to Chicago?

    Yes, you can often find last-minute deals on Kelowna to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Kelowna to Chicago flight deals updated?

    The Kelowna to Chicago flight deals you see on this page were last updated on 18/4.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 505,255 searches. Data last updated 19 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 413AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 470AverageC$ 525FlexibilityNo cancel feeOn-time60%
Search WestJet flights
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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.
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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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