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Cheap flights from Kelowna to Chicago from C$ 224

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — CHI
23 Dec — 30 Dec1
1 adult

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 18 December 2024.

Round-trip from

C$ 447

One-way from

C$ 224

Popular in

March

Cheapest in

April

Average price

C$ 958
United Airlines
  • United Airlines
  • 9/6-14/6
  • 4 total stops
  • 32h 54m total
  • Kelowna to Chicago
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WestJet
  • WestJet
  • 2/3
  • 1 total stop
  • 7h 31m total
  • Kelowna to Chicago
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High demand for flights, 17% potential price rise
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Best time to find cheap flights, 14% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Kelowna to Chicago

Best flights from Kelowna to Chicago
Discover carefully curated flight deals from Kelowna to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 18 December 2024.

Mon 9/66:00 a.m.YLW - ORD
2 stops15h 57mUnited Airlines
Sat 14/65:00 a.m.ORD - YLW
2 stops16h 57mUnited Airlines
Deal found 17/12C$ 447
Mon 9/67:00 a.m.YLW - ORD
1 stop7h 44mWestJet
Sat 14/65:30 p.m.ORD - YLW
1 stop6h 19mWestJet
Deal found 18/12C$ 466
Fri 4/48:00 a.m.YLW - ORD
1 stop7h 55mAlaska Airlines
Tue 8/47:16 p.m.ORD - YLW
1 stop17h 48mAlaska Airlines
Deal found 17/12C$ 498
Thu 9/111:15 p.m.YLW - ORD
1 stop7h 46mAir Canada
Sat 18/19:50 a.m.ORD - YLW
2 stops12h 55mAir Canada
Deal found 18/12C$ 580
Thu 9/112:35 p.m.YLW - ORD
2 stops18h 26mMultiple Airlines
Sat 18/11:55 p.m.ORD - YLW
3 stops21h 22mMultiple Airlines
Deal found 18/12C$ 651
Fri 14/311:35 p.m.YLW - MDW
2 stops10h 58mDelta
Tue 18/31:15 p.m.MDW - YLW
2 stops12h 38mDelta
Deal found 17/12C$ 757
Thu 9/17:00 p.m.YLW - MDW
2 stops13h 12mWestJet
Sat 18/111:19 a.m.MDW - YLW
2 stops14h 35mWestJet
Deal found 18/12C$ 801

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 629,999 searches. Data last updated 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 9/6

6:00 a.m.-11:57 p.m.

2 stops15h 57m

Chicago O'Hare Intl

Sat 14/6

5:00 a.m.-7:57 p.m.

2 stops16h 57m

C$ 447

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 9/6

7:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Sat 14/6

5:30 p.m.-9:49 p.m.

1 stop6h 19m

C$ 466

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 4/4

8:00 a.m.-5:55 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Tue 8/4

7:16 p.m.-11:04 a.m.

1 stop17h 48m

C$ 498

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 9/1

11:15 p.m.-9:01 a.m.

1 stop7h 46m

Chicago O'Hare Intl

Sat 18/1

9:50 a.m.-8:45 p.m.

2 stops12h 55m

C$ 580

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 9/1

12:35 p.m.-9:01 a.m.

2 stops18h 26m

Chicago O'Hare Intl

Sat 18/1

1:55 p.m.-9:17 a.m.

3 stops21h 22m

C$ 651

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Fri 14/3

11:35 p.m.-12:33 p.m.

2 stops10h 58m

Chicago Midway

Tue 18/3

1:15 p.m.-11:53 p.m.

2 stops12h 38m

C$ 757

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Thu 9/1

7:00 p.m.-10:12 a.m.

2 stops13h 12m

Chicago Midway

Sat 18/1

11:19 a.m.-11:54 p.m.

2 stops14h 35m

C$ 801

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 2/3

6:25 a.m.-3:56 p.m.

1 stop7h 31m

C$ 224

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 22/1

1:29 p.m.-5:59 p.m.

1 stop26h 30m

C$ 283

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 4/1

8:30 a.m.-8:37 a.m.

3 stops22h 07m

C$ 494

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

Showing 1-10 of 14 results
1
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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 18 December 2024.
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,554 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,604 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

United Airlines
7.4
Good
9,055 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

WestJet
7.3
Good
2,818 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Air Canada
7.0
Good
8,382 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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$ 447. Other airlines that can offer you cheap pricing are WestJet, from C$ 466, and Alaska Airlines, from C$ 498. United Airlines is currently priced 41% 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$ 224 on WestJet. Other airlines that offer cheap prices include Alaska Airlines from C$ 283 and Delta from C$ 740 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 629,999 searches. Data last updated 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 436AverageC$ 527FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

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

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