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Cheap flights from Chicago to Penticton from $283

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Penticton departing on 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Penticton

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 10:15 pmORD  Chicago O'Hare Intl-YYF Penticton
6h 45m1 stop Calgary
WestJet Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$283WestJet
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 10:15 pmORD  Chicago O'Hare Intl-YYF Penticton
6h 45m1 stop Calgary
WestJet Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$286WestJet
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 10:15 pmORD  Chicago O'Hare Intl-YYF Penticton
6h 45m1 stop Calgary
WestJet Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$363WestJet
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
7:28 pm - 10:35 amORD  Chicago O'Hare Intl-YYF Penticton
41h 07m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$384Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 1:13 pmORD  Chicago O'Hare Intl-YYF Penticton
21h 43m2 stops Calgary Vancouver Intl
Multiple Airlines Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$396Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 10:15 pmORD  Chicago O'Hare Intl-YYF Penticton
6h 45m1 stop Calgary
Multiple Airlines Logo
6:15 am - 9:00 amYYF  Penticton-ORD Chicago O'Hare Intl
24h 45m3 stops Calgary Kelowna Toronto Pearson Intl
$474Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
11:15 am - 10:35 amORD  Chicago O'Hare Intl-YYF Penticton
25h 20m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Calgary
Multiple Airlines Logo
11:10 am - 9:00 amYYF  Penticton-ORD Chicago O'Hare Intl
19h 50m2 stops Calgary Toronto Pearson Intl
$523Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
11:15 am - 10:35 amORD  Chicago O'Hare Intl-YYF Penticton
25h 20m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Calgary
Multiple Airlines Logo
11:10 am - 9:00 amYYF  Penticton-ORD Chicago O'Hare Intl
19h 50m2 stops Calgary Toronto Pearson Intl
$524Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
11:15 am - 10:35 amORD  Chicago O'Hare Intl-YYF Penticton
25h 20m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Calgary
Multiple Airlines Logo
6:15 am - 9:00 amYYF  Penticton-ORD Chicago O'Hare Intl
24h 45m3 stops Calgary Kelowna Toronto Pearson Intl
$568Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
WestJet Logo
5:30 pm - 10:15 pmORD  Chicago O'Hare Intl-YYF Penticton
6h 45m1 stop Calgary
WestJet Logo
6:15 am - 4:40 pmYYF  Penticton-ORD Chicago O'Hare Intl
8h 25m1 stop Calgary
$732WestJet
Thu, Sep 24 - Mon, Sep 28

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WestJet flights from Chicago to Penticton

Our best WestJet deals on Chicago to Penticton flight tickets
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 45m
1 stop
YYF10:15 pmPenticton
Oct 5
YYF6:15 amPenticton
8h 25m
1 stop
ORD4:40 pmChicago O'Hare Intl
$283
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 45m
1 stop
YYF10:15 pmPenticton
Oct 5
YYF6:15 amPenticton
8h 25m
1 stop
ORD4:40 pmChicago O'Hare Intl
$286
WestJet
Sep 28
ORD5:30 pmChicago O'Hare Intl
6h 45m
1 stop
YYF10:15 pmPenticton
Oct 5
YYF6:15 amPenticton
8h 25m
1 stop
ORD4:40 pmChicago O'Hare Intl
$363

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Penticton 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, momondo users made 832,500 searches. Data last updated August 18, 2026.
Use the filters below to find and compare flights from Chicago to Penticton that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

5:30 pm-10:15 pm

1 stop6h 45m

Penticton

Mon 10/5

6:15 am-4:40 pm

1 stop8h 25m

$283

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

5:30 pm-10:15 pm

1 stop6h 45m

Penticton

Mon 10/5

6:15 am-4:40 pm

1 stop8h 25m

$286

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

5:30 pm-10:15 pm

1 stop6h 45m

Penticton

Mon 10/5

6:15 am-4:40 pm

1 stop8h 25m

$363

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

7:28 pm-10:35 am

2 stops41h 07m

Penticton

Mon 10/5

6:15 am-4:40 pm

1 stop8h 25m

$384

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

5:30 pm-1:13 pm

2 stops21h 43m

Penticton

Mon 10/5

6:15 am-4:40 pm

1 stop8h 25m

$396

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

5:30 pm-10:15 pm

1 stop6h 45m

Penticton

Mon 10/5

6:15 am-9:00 am

3 stops24h 45m

$474

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

11:15 am-10:35 am

3 stops25h 20m

Penticton

Mon 10/5

11:10 am-9:00 am

2 stops19h 50m

$523

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

11:15 am-10:35 am

3 stops25h 20m

Penticton

Mon 10/5

11:10 am-9:00 am

2 stops19h 50m

$524

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Mon 9/28

11:15 am-10:35 am

3 stops25h 20m

Penticton

Mon 10/5

6:15 am-9:00 am

3 stops24h 45m

$568

ChicagoPenticton

ORD Chicago O'Hare Intl - YYF Penticton

ORDYYF

Chicago O'Hare Intl

Thu 9/24

5:30 pm-10:15 pm

1 stop6h 45m

Penticton

Mon 9/28

6:15 am-4:40 pm

1 stop8h 25m

$732

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Chicago to Penticton

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Penticton according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Penticton (CHI to YYF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Penticton

Best Price Found

$283

Fastest flight time

6h 45m

Direct flights

None
The best flight deal from Chicago to Penticton found on momondo in the last 72 hours is $283
The fastest flight from Chicago to Penticton takes 6h 45m
There are no direct flights from Chicago to Penticton. There are no popular flight routes from Chicago to Penticton.
Search flight deals

Frequently asked questions about flying from Chicago to Penticton

  • How far is Chicago to Penticton by plane?

    There are 1614.4 mi between Chicago and Penticton. By plane, this route typically takes 6h 45m.

  • When did momondo last update prices for flights from Chicago to Penticton Airport?

    Prices for flights from Chicago to Penticton Airport refresh daily.

  • How old do you have to be to fly from Chicago to Penticton Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Penticton Airport.

  • What documentation or ID do you need to fly to Penticton Airport?

    The travel and health documents required for your trip to Penticton Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Penticton Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Frequently asked questions about flying from Chicago to Penticton

  • How do I get Price Alerts for flights from Chicago to Penticton?

    Price Alerts will notify you by email when the price for flights to Penticton from Chicago decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago to Penticton with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Traveling to a place near Penticton?

Book flights to Penticton if you plan to visit one of these locations
Osoyoos
Summerland

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Penticton?

It is quick and easy to find Chicago to Penticton flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Penticton that suits you.

Can I find flights from Chicago to Penticton with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Penticton from Chicago with this policy.

How can momondo help me find flights from Chicago to Penticton?

Once you have performed a search for Chicago to Penticton flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Penticton right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Penticton flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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