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Cheap flights from Kelowna to Chicago from C$ 256

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 15/12. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — CHI
25 Nov — 2 Dec1
1 adult

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 645,034 searches. Data last updated 20 November 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 17/12

7:50 p.m.-5:30 a.m.

2 stops31h 40m

Chicago O'Hare Intl

Tue 24/12

9:54 p.m.-11:54 p.m.

2 stops28h 00m

C$ 706

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 15/3

2:00 p.m.-3:56 p.m.

1 stop23h 56m

Chicago O'Hare Intl

Wed 19/3

9:30 a.m.-6:27 p.m.

2 stops10h 57m

C$ 764

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 14/3

1:26 p.m.-5:00 p.m.

2 stops25h 34m

Chicago O'Hare Intl

Tue 18/3

5:54 p.m.-11:04 a.m.

1 stop19h 10m

C$ 766

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 17/12

8:25 p.m.-2:39 p.m.

1 stop16h 14m

Chicago O'Hare Intl

Tue 24/12

2:05 p.m.-9:43 p.m.

1 stop9h 38m

C$ 780

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Fri 14/3

7:00 p.m.-9:49 p.m.

2 stops24h 49m

Chicago Midway

Tue 18/3

9:20 a.m.-6:27 p.m.

2 stops11h 07m

C$ 804

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 17/12

11:10 a.m.-11:29 a.m.

3 stops22h 19m

Chicago O'Hare Intl

Tue 24/12

1:25 p.m.-11:42 p.m.

2 stops36h 17m

C$ 956

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Sun 22/12

4:00 p.m.-5:33 a.m.

1 stop11h 33m

Chicago Midway

Fri 27/12

1:24 p.m.-11:54 p.m.

2 stops12h 30m

C$ 1,506

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 17/12

7:45 p.m.-11:14 p.m.

2 stops25h 29m

Chicago O'Hare Intl

Mon 23/12

1:13 a.m.-10:01 a.m.

2 stops34h 48m

C$ 4,932

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 15/12

4:00 p.m.-2:46 p.m.

2 stops20h 46m

C$ 256

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 22/1

8:52 a.m.-11:59 p.m.

1 stop13h 07m

C$ 270

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/11

Showing 1-10 of 15 results
1
2

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 20 November 2024.

Round-trip from

C$ 706

One-way from

C$ 256

Popular in

March

Cheapest in

April
17/12-24/12
  • 17/12-24/12
  • 4 total stops
  • 59h 40m total
  • Kelowna to Chicago
Search Deals
15/12
  • 15/12
  • 2 total stops
  • 20h 46m total
  • Kelowna to Chicago
Search Deals
High demand for flights, 42% potential price rise
Search Deals
Best time to find cheap flights, 40% potential price drop
Search Deals

Find flight deals from Kelowna to Chicago

Cheapest flights from Kelowna to Chicago
Explore the most affordable flight options available from Kelowna to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 November 2024.

Mon 25/1111:15 p.m.YLW - ORD
1 stop7h 42mAir Canada
Tue 24/122:05 p.m.ORD - YLW
1 stop9h 38mAir Canada
Deal found 19/11C$ 631
Mon 25/116:20 a.m.YLW - MDW
2 stops11h 30mMultiple Airlines
Tue 24/124:06 p.m.MDW - YLW
1 stop28h 29mMultiple Airlines
Deal found 19/11C$ 644
Tue 17/127:50 p.m.YLW - ORD
2 stops31h 40mMultiple Airlines
Tue 24/129:54 p.m.ORD - YLW
2 stops28h 00mMultiple Airlines
Deal found 19/11C$ 706
Tue 17/125:50 a.m.YLW - MDW
2 stops29h 41mWestJet
Tue 24/1210:08 a.m.MDW - YLW
2 stops13h 46mWestJet
Deal found 19/11C$ 888
Tue 17/125:50 a.m.YLW - ORD
2 stops27h 49mWestJet
Tue 24/1210:00 a.m.ORD - YLW
2 stops13h 54mWestJet
Deal found 19/11C$ 918
Tue 17/1211:10 a.m.YLW - ORD
3 stops22h 19mUnited Airlines
Tue 24/121:25 p.m.ORD - YLW
2 stops36h 17mUnited Airlines
Deal found 19/11C$ 956
Tue 19/116:20 a.m.YLW - ORD
2 stops13h 38mDelta
Tue 26/116:17 a.m.ORD - YLW
2 stops12h 33mDelta
Deal found 19/11C$ 1,075
Mon 25/117:45 p.m.YLW - ORD
2 stops25h 29mAeromexico
Mon 23/121:13 a.m.ORD - YLW
2 stops34h 48mAeromexico
Deal found 19/11C$ 4,275

Best time to book a flight from Kelowna to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Kelowna with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Kelowna to Chicago

Get recent, data-driven insights about flights from Kelowna to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 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 20 November 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 Aeromexico. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Aeromexico
7.5
Good
2,004 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

WestJet
7.3
Good
2,811 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Air Canada
7.0
Good
8,237 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

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 1 airline.

  • 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$ 764. Other airlines that can offer you cheap pricing are Alaska Airlines, from C$ 766, and Air Canada, from C$ 780.

  • 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$ 270 on Alaska Airlines. Other airlines that offer cheap prices include Air Canada from C$ 410 and WestJet from C$ 487 one-way.

  • 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.

  • What is the cheapest month to book a flight from Kelowna to Chicago?

    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 May is currently the most expensive (average of C$ 342). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Kelowna to Chicago

Discover the top airline 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 645,034 searches. Data last updated 20 November 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 427AverageC$ 663FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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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