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$156+ Cheap flights from Victoria (YYJ) to Chicago (CHI)

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Victoria to Chicago

Best flights from Victoria to Chicago
Discover carefully curated flight deals from Victoria to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/211:01 pmYYJ - ORD
1 stop8h 49mAlaska Airlines
Thu 1/226:06 pmORD - YYJ
1 stop7h 51mAlaska Airlines
Deal found 12/20$271
This Air Canada deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:40 amYYJ - ORD
1 stop7h 01mAir Canada
Wed 2/253:35 pmORD - YYJ
1 stop8h 36mAir Canada
Deal found 12/22$296
This oojo deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/153:55 pmYYJ - ORD
2 stops19h 40mWestJet
Mon 1/192:20 pmORD - YYJ
2 stops24h 34mWestJet
Deal found 12/22$296
This Air Canada deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/711:30 pmYYJ - ORD
1 stop10h 31mAir Canada
Tue 3/103:35 pmORD - YYJ
1 stop6h 51mAir Canada
Deal found 12/21$303
This Air Canada deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/219:40 pmYYJ - ORD
2 stops9h 33mAir Canada
Thu 1/223:35 pmORD - YYJ
1 stop8h 36mAir Canada
Deal found 12/20$303
This FlightHub deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:00 pmYYJ - MDW
2 stops12h 56mWestJet
Tue 3/102:05 pmMDW - YYJ
2 stops12h 16mWestJet
Deal found 12/21$709
This FlightHub deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:00 pmYYJ - MDW
2 stops13h 02mWestJet
Tue 3/102:05 pmMDW - YYJ
2 stops12h 16mWestJet
Deal found 12/21$709
This FlightHub deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/158:00 pmYYJ - MDW
2 stops12h 27mWestJet
Mon 1/199:50 amMDW - YYJ
2 stops16h 34mWestJet
Deal found 12/21$709
This FlightHub deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:00 pmYYJ - MDW
2 stops15h 05mWestJet
Tue 2/247:20 pmMDW - YYJ
2 stops22h 02mWestJet
Deal found 12/22$748
This WestJet deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/36:35 amYYJ - MDW
2 stops28h 31mWestJet
Wed 2/47:16 pmMDW - YYJ
2 stops31h 05mWestJet
Deal found 12/20$806

Find flight deals from Victoria to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Victoria (YYJ) 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$271
(Alaska Airlines)

One-way from

$156
(Alaska Airlines)

Popular in

December

Cheapest in

October

Average price

$495
Provider with most accurate pricing for Victoria Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Victoria Intl-Chicago (CHI) flights.
Search Deals
From Victoria Intl to Chicago (CHI)
Search Deals
One-way flight from Victoria Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Victoria 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 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Victoria to Chicago that are best for you.

Fly from

Victoria

Fly to

Chicago

Route

Depart

Return

Price

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Wed 1/21

1:01 pm-11:50 pm

1 stop8h 49m

Chicago O'Hare Intl

Thu 1/22

6:06 pm-11:57 pm

1 stop7h 51m

$271

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 2/24

5:40 am-2:41 pm

1 stop7h 01m

Chicago O'Hare Intl

Wed 2/25

3:35 pm-10:11 pm

1 stop8h 36m

$296

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 1/15

3:55 pm-1:35 pm

2 stops19h 40m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-12:54 pm

2 stops24h 34m

$296

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 3/7

11:30 pm-12:01 pm

1 stop10h 31m

Chicago O'Hare Intl

Tue 3/10

3:35 pm-8:26 pm

1 stop6h 51m

$303

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Wed 1/21

9:40 pm-9:13 am

2 stops9h 33m

Chicago O'Hare Intl

Thu 1/22

3:35 pm-10:11 pm

1 stop8h 36m

$303

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Sun 3/8

7:00 pm-9:56 am

2 stops12h 56m

Chicago Midway

Tue 3/10

2:05 pm-12:21 am

2 stops12h 16m

$709

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Sat 3/7

8:00 pm-11:02 am

2 stops13h 02m

Chicago Midway

Tue 3/10

2:05 pm-12:21 am

2 stops12h 16m

$709

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 1/15

8:00 pm-10:27 am

2 stops12h 27m

Chicago Midway

Mon 1/19

9:50 am-12:24 am

2 stops16h 34m

$709

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 2/23

8:00 pm-1:05 pm

2 stops15h 05m

Chicago Midway

Tue 2/24

7:20 pm-3:22 pm

2 stops22h 02m

$748

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 2/3

6:35 am-1:06 pm

2 stops28h 31m

Chicago Midway

Wed 2/4

7:16 pm-12:21 am

2 stops31h 05m

$806

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 20 results
1
2

Compare providers for flights from Victoria to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Victoria to Chicago in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Victoria-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Victoria-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Victoria-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Victoria-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Victoria-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Victoria to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Victoria 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.

Cheapflights Insights

Everything you need to know about your flight from Victoria to Chicago

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

Currently, October is the cheapest month in which you can book a flight from Victoria to Chicago (average of $110). Flying from Victoria to Chicago in January is currently the most expensive (average of $260). 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.

What is the cheapest time of day to fly from YYJ to CHI?

Find hourly flight availability from Victoria to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s optimal to fly from Victoria to Chicago in the afternoon. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Victoria 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 Victoria to Chicago?

    If you book a flight to Chicago from Victoria, you will be flying from Victoria Intl, which is the city’s only airport. Victoria Intl (YYJ) is located 15.4 mi from the center of Victoria. There are 0 flights from Victoria Intl to Chicago per day from 0 different airlines.

  • How long is the flight from Victoria to Chicago?

    There are many flights that can get you from Victoria to Chicago in 7h 01m. Fly via Alaska Airlines, Air Canada, or WestJet to get the fastest option. Airlines will cover a distance of 1768 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Victoria to Chicago that include hotel bookings?

    Yes. In addition to deals on Victoria to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Victoria to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Victoria to Chicago.

  • Can I find deals for business class flights from Victoria to Chicago?

    Yes. Cheapflights offers flight deals from Victoria 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 Victoria to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Victoria to Chicago (average of $110). Flying from Victoria to Chicago in January is currently the most expensive (average of $260). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Porter
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