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$99+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$149
(Trip.com)

One-way from

$99
(Trip.com)
From Victoria Intl to Chicago (CHI)
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One-way flight from Victoria Intl to Chicago (CHI)
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Find flight deals from Victoria to Chicago

Cheapest flights from Victoria to Chicago
Explore the most affordable flight options available from Victoria to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:00 amYYJ - ORD
1 stop7h 43mWestJet
Mon 10/272:20 pmORD - YYJ
2 stops10h 49mWestJet
Deal found 9/13$149
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:00 amYYJ - ORD
1 stop7h 43mWestJet
Thu 10/302:20 pmORD - YYJ
2 stops10h 49mWestJet
Deal found 9/14$167
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:00 amYYJ - ORD
1 stop7h 43mWestJet
Sun 10/262:20 pmORD - YYJ
1 stop12h 04mWestJet
Deal found 9/13$180
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/316:12 pmYYJ - ORD
1 stop10h 10mAlaska Airlines
Sun 11/25:00 amORD - YYJ
1 stop8h 10mAlaska Airlines
Deal found 9/14$330
This FlightHub deal was found by Cheapflights users on 9/14. 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 10/98:30 pmYYJ - MDW
2 stops19h 13mWestJet
Tue 10/1412:48 pmMDW - YYJ
2 stops11h 30mWestJet
Deal found 9/14$732
This WestJet deal was found by Cheapflights users on 9/13. 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.
Fri 10/245:30 amYYJ - MDW
2 stops14h 44mWestJet
Sun 10/269:20 amMDW - YYJ
2 stops15h 49mWestJet
Deal found 9/13$757
This Porter Airlines deal was found by Cheapflights users on 9/14. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:10 pmYYJ - MDW
2 stops19h 55mPorter Airlines
Sun 11/164:15 pmMDW - YYJ
2 stops21h 00mPorter Airlines
Deal found 9/14$793
This WestJet deal was found by Cheapflights users on 9/13. 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.
Sat 11/228:00 pmYYJ - MDW
2 stops11h 52mWestJet
Tue 11/251:47 pmMDW - YYJ
2 stops12h 37mWestJet
Deal found 9/13$797

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 September 15, 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

Fri 10/24

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 10/27

2:20 pm-7:14 pm

1 stop6h 54m

$153

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Wed 3/4

5:40 am-2:41 pm

1 stop7h 01m

Chicago O'Hare Intl

Wed 3/11

3:40 pm-8:26 pm

1 stop6h 46m

$157

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Fri 10/24

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sun 10/26

2:20 pm-12:24 am

1 stop12h 04m

$180

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Fri 10/17

5:30 am-4:43 pm

1 stop9h 13m

Chicago O'Hare Intl

Thu 10/30

2:20 pm-7:14 pm

1 stop6h 54m

$193

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 1/15

5:40 am-2:41 pm

1 stop7h 01m

Chicago O'Hare Intl

Mon 1/19

3:40 pm-8:26 pm

1 stop6h 46m

$195

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 1/15

8:00 pm-9:56 am

2 stops11h 56m

Chicago Midway

Mon 1/19

2:00 pm-12:24 am

2 stops12h 24m

$693

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Fri 10/24

8:00 pm-1:08 pm

2 stops15h 08m

Chicago Midway

Mon 10/27

1:48 pm-12:24 am

2 stops12h 36m

$732

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 10/9

8:30 pm-5:43 pm

2 stops19h 13m

Chicago Midway

Tue 10/14

12:48 pm-10:18 pm

2 stops11h 30m

$732

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Fri 10/24

5:30 am-10:14 pm

2 stops14h 44m

Chicago Midway

Sun 10/26

9:20 am-11:09 pm

2 stops15h 49m

$757

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 11/13

12:10 pm-10:05 am

2 stops19h 55m

Chicago Midway

Sun 11/16

4:15 pm-11:15 am

2 stops21h 00m

$793

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 23 results
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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, August is the cheapest month in which you can book a flight from Victoria to Chicago (average of $245). Flying from Victoria to Chicago in March is currently the most expensive (average of $321). 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 September 15, 2025.

It’s optimal to fly from Victoria to Chicago at noon. By choosing this option you can save up to 70% on the cost of your flight, compared to a flight in the afternoon.

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 WestJet or Air Canada to get the fastest option. Airlines will cover a distance of 1768 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Victoria to Chicago one-way?

    $99 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on Air Canada and United Airlines, with prices starting from $114 and $149, respectively.

  • 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, August is the cheapest month in which you can book a flight from Victoria to Chicago (average of $245). Flying from Victoria to Chicago in March is currently the most expensive (average of $321). 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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