Cheap flights from Chicago to Kelowna

Flights overview

Useful information for finding cheap flights from Chicago to Kelowna and booking your next trip
Cheapest round-trip flights $344
WestJet 1 stop 7 hr Mon, Apr 27 — Sun, May 3
The cheapest round-trip flight from Chicago to Kelowna is currently $344
Cheapest one-way flight $163
Air Canada 1 stop 10 hr Wed, Apr 29
The cheapest one-way flight from Chicago to Kelowna is currently $163
Last-minute weekend getaway $938
Alaska 1 stop 8 hr Fri, Apr 10 — Mon, Apr 13
The cheapest last-minute weekend getaway from Chicago to Kelowna is currently $938
Cheapest business class flights $1,207
Air Canada 1 stop 10 hr Sat, Jun 27 — Fri, Jul 3
The cheapest business class round-trip flight from Chicago to Kelowna is currently $1,207
Fastest flight 6 hr 35 min The fastest flight with stops from Chicago to Kelowna takes 6 hr 35 min
Nonstop flights None There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Kelowna is typically October. The most expensive month to fly is typically July.
October
Cheapest
Typical prices: $210–550
July
Most expensive
Typical prices: $375–610

Popular airlines from Chicago to Kelowna

  • Air Canada
    from $402
    Typical price: $330–780
    72 weekly connecting flights
    ORD - YLW Every day
  • Alaska
    from $485
    Typical price: $385–960
    21 weekly connecting flights
    ORD - YLW Every day
  • WestJet
    from $344
    Typical price: $475–1,100
    12 weekly connecting flights
    ORD - YLW Every Mon, Fri

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Kelowna

  • Kelowna International Airport (YLW)
    Kelowna Canada 21 min 7 mi
  • Penticton Regional Airport (YYF) (YYF)
    Penticton Canada 56 min 29 mi
  • Kamloops Airport (YKA) (YKA)
    Kamloops Canada 2 hr 20 min 70 mi
  • Abbotsford International Airport (YXX)
    Abbotsford Canada 3 hr 21 min 141 mi

Frequently asked questions about flying from Chicago to Kelowna

The cheapest flights from Chicago to Kelowna are usually in October. Typical ticket prices in October range from $210 to $550.
The cheapest round-trip flight from Chicago to Kelowna recently found on Google Flights was with WestJet from $344. The cheapest one-way flight was with Air Canada from $163.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Air Canada flight from Chicago to Kelowna is $402, flying from Jun 4 to Jun 11.
  • The cheapest Alaska flight from Chicago to Kelowna is $485, flying from Apr 17 to Apr 24.
  • The cheapest WestJet flight from Chicago to Kelowna is $344, flying from Apr 27 to May 3.
The cheapest round-trip flight from Chicago to Kelowna starts at $344 from Mon, Apr 27 to Sun, May 3. The cheapest one-way flight starts at $163 and departs on Wed, Apr 29.
6 hr 35 min is the shortest flight time from Chicago to Kelowna.
Beaches, water sports, hiking and vineyard visits are all popular during Kelowna's dry, warm months (May–Sep). The Okanagan Wine Fall Festival (dates vary, Sep/Oct) features wine-tasting and food events. Winters in the valley and by the lake are relatively mild with little snow. Area resorts offer downhill and cross-country skiing Dec–Apr.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Kelowna.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Kelowna really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Kelowna.

In terms of flights, Air Canada is the most popular. Air Canada offers 72 connecting flights per week. Air Canada flies from Chicago O'Hare International Airport (ORD) to Kelowna International Airport (YLW) .

Other popular airlines flying from Chicago to Kelowna are:
  • Alaska offers 21 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to Kelowna International Airport (YLW) .
  • WestJet offers 12 connecting flights per week. WestJet flies from Chicago O'Hare International Airport (ORD) to Kelowna International Airport (YLW) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Kelowna.
The cheapest round-trip flight from Chicago to Kelowna recently found on Google Flights was with WestJet from $344. The cheapest one-way flight was with Air Canada from $163.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Air Canada flight from Chicago to Kelowna is $402, flying from Jun 4 to Jun 11.
  • The cheapest Alaska flight from Chicago to Kelowna is $485, flying from Apr 17 to Apr 24.
  • The cheapest WestJet flight from Chicago to Kelowna is $344, flying from Apr 27 to May 3.
No airline flies direct from Chicago to Kelowna.
  • There are 72 Air Canada connecting flights from Chicago to Kelowna per week. Flights are available every day.
  • There are 21 Alaska connecting flights from Chicago to Kelowna per week. Flights are available every day.
  • There are 12 WestJet connecting flights from Chicago to Kelowna per week. Flights are available on Monday and Friday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Kelowna at price $938 is offered by Alaska from Fri, Apr 10 to Mon, Apr 13.
No airline flies direct from Chicago to Kelowna.
  • There are 72 Air Canada connecting flights from Chicago to Kelowna per week. Flights are available every day.
  • There are 21 Alaska connecting flights from Chicago to Kelowna per week. Flights are available every day.
  • There are 12 WestJet connecting flights from Chicago to Kelowna per week. Flights are available on Monday and Friday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are no direct flights from Chicago to Kelowna.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Kelowna, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Kelowna start at $1,207 from Sat, Jun 27 to Fri, Jul 3 with Air Canada.
The cheapest economy class round-trip flights between Chicago and Kelowna start at $344 from Mon, Apr 27 to Sun, May 3.
To book business class trips from Chicago to Kelowna, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Kelowna starts at $938 from Fri, Apr 10 to Mon, Apr 13 with Alaska.
The cheapest last-minute deal between Chicago and Kelowna at price $938 is offered by Alaska from Fri, Apr 10 to Mon, Apr 13.
To find last-minute flight deals from Chicago to Kelowna, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

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