There are 6 ways to get from Kelowna to Chicago by plane, bus, train, bus (Flixbus, Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Kelowna International Airport to Chicago O'Hare International Airport
best- Fly from Kelowna International Airport (YLW) to Chicago O'Hare International Airport (ORD)plane YLW - ORD
9h 7m$244–757Bus to Penticton Regional Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Queensway Exch to Peachtree Squarebus
- Fly from Penticton Regional Airport (YYF) to Chicago O'Hare International Airport (ORD)plane YYF - ORD
12h 3m$99–437Bus, train
- Take the bus from Kelowna - 516 Lawrence Ave to Vancouver - Pacific Stationbus
- Take the train from Vancouver to Everett Amtrak Stationtrain
- Take the train from Everett Amtrak Station to Chicago Union Stationtrain
2d 7hBus
- Take the bus from Kelowna - 516 Lawrence Ave to Vancouver - Pacific Stationbus
- Take the bus from Vancouver to Seattle Bus Stationbus
- Take the bus from Seattle Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
2d 12hDrive 1,963 mi
- Drive from Kelowna to Chicagocar 1,963 mi
32h 41m$450–649Fly Kelowna International Airport to Chicago Midway International Airport
- Fly from Kelowna International Airport (YLW) to Chicago Midway International Airport (MDW)plane YLW - MDW
11h 36m$114–507
Kelowna International Airport (YLW) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Kelowna to Chicago is to bus and fly which costs $95 - $440 and takes 12h 3m.
The fastest way to get from Kelowna to Chicago is to fly which takes 9h 7m and costs $240 - $800.
No, there is no direct bus from Kelowna to Chicago station. However, there are services departing from Kelowna - 516 Lawrence Ave and arriving at Chicago Bus Station via Vancouver, Seattle Bus Station and Denver Union Station. The journey, including transfers, takes approximately 2 days 12h.
The distance between Kelowna and Chicago is 1631 miles. The road distance is 1974.4 miles.
The best way to get from Kelowna to Chicago without a car is to bus and train which takes 2 days 7h and costs .
It takes approximately 9h 7m to get from Kelowna to Chicago, including transfers.
Kelowna to Chicago bus services, operated by EBus Canada, depart from Kelowna - 516 Lawrence Ave station.
The best way to get from Kelowna to Chicago is to fly which takes 9h 7m and costs $240 - $800. Alternatively, you can bus, which costs and takes 2 days 12h.
Kelowna to Chicago bus services, operated by EBus Canada, arrive at Vancouver - Pacific Station.
Chicago is 2h ahead of Kelowna. It is currently 7:29 PM in Kelowna and 9:29 PM in Chicago.
What companies run services between Kelowna, BC, Canada and Chicago, IL, USA?
WestJet, Air Canada, and five other airlines fly from Kelowna International Airport (YLW) to Chicago O'Hare International Airport (ORD) every 4 hours. Alternatively, you can take a bus from Kelowna - 516 Lawrence Ave to Chicago Bus Station via Vancouver, Seattle Bus Station, and Denver Union Station in around 2d 12h.
- Website
- westjet.com
Flights from Kelowna International Airport to Chicago O'Hare International Airport via Calgary
- Ave. Duration
- 6h 50m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Kelowna International Airport to Chicago Midway International Airport via Calgary, Minneapolis
- Ave. Duration
- 8h 45m
- When
- Monday, Wednesday, and Sunday
- Estimated price
- $170–900
Flights from Kelowna International Airport to Chicago Midway International Airport via Winnipeg, Minneapolis
- Ave. Duration
- 14h 1m
- When
- Monday, Friday, and Sunday
- Estimated price
- $180–900
Flights from Kelowna International Airport to Chicago Midway International Airport via Vancouver, Minneapolis
- Ave. Duration
- 18h 5m
- When
- Every day
- Estimated price
- $110–500
Flights from Penticton Regional Airport to Chicago O'Hare International Airport via Calgary
- Ave. Duration
- 8h 25m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–850
Flights from Penticton Regional Airport to Chicago O'Hare International Airport via Calgary, Minneapolis
- Ave. Duration
- 8h 29m
- When
- Every day
- Estimated price
- $95–850
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Vancouver to Everett Amtrak Station
- Ave. Duration
- 3h 19m
- Frequency
- Twice daily
- Estimated price
- $29–75
- Website
- Amtrak
Train from Everett Amtrak Station to Chicago Union Station
- Ave. Duration
- 44h 50m
- Frequency
- Once daily
- Estimated price
- $500–1,300
- Website
- Amtrak
- Phone
- +1 877 769 3287
- [email protected]
- Website
- EBus
Bus from Kelowna - 516 Lawrence Ave to Vancouver - Pacific Station
- Ave. Duration
- 5h 15m
- Frequency
- Every 5 minutes
- Website
- EBus
Bus from Kelowna - 516 Lawrence Ave to Vancouver - Pacific Station
- Ave. Duration
- 5h 15m
- Frequency
- Every 5 minutes
- Website
- EBus
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Kelowna to Chicago is 1974 miles. It takes approximately 32h 41m to drive from Kelowna to Chicago.
There are 1301+ hotels available in Chicago.








