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Cheap flights from Victoria to Chicago from C$ 215

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 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
22 Jan — 29 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Victoria to Chicago

Enter your travel dates to find the best prices.

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 23 December 2025.

Wed 21/11:01 p.m.YYJ - ORD
1 stop8h 49mAlaska Airlines
Thu 22/16:06 p.m.ORD - YYJ
1 stop7h 51mAlaska Airlines
Deal found 20/12C$ 373
Tue 24/25:40 a.m.YYJ - ORD
1 stop7h 01mAir Canada
Wed 25/23:35 p.m.ORD - YYJ
1 stop8h 36mAir Canada
Deal found 22/12C$ 408
Thu 15/13:55 p.m.YYJ - ORD
2 stops19h 40mWestJet
Mon 19/12:20 p.m.ORD - YYJ
2 stops24h 34mWestJet
Deal found 22/12C$ 408
Sat 7/311:30 p.m.YYJ - ORD
1 stop10h 31mAir Canada
Tue 10/33:35 p.m.ORD - YYJ
1 stop6h 51mAir Canada
Deal found 21/12C$ 417
Wed 21/19:40 p.m.YYJ - ORD
2 stops9h 33mAir Canada
Thu 22/13:35 p.m.ORD - YYJ
1 stop8h 36mAir Canada
Deal found 20/12C$ 417
Sun 8/37:00 p.m.YYJ - MDW
2 stops12h 56mWestJet
Tue 10/32:05 p.m.MDW - YYJ
2 stops12h 16mWestJet
Deal found 21/12C$ 976
Sat 7/38:00 p.m.YYJ - MDW
2 stops13h 02mWestJet
Tue 10/32:05 p.m.MDW - YYJ
2 stops12h 16mWestJet
Deal found 21/12C$ 976
Thu 15/18:00 p.m.YYJ - MDW
2 stops12h 27mWestJet
Mon 19/19:50 a.m.MDW - YYJ
2 stops16h 34mWestJet
Deal found 21/12C$ 976
Mon 23/28:00 p.m.YYJ - MDW
2 stops15h 05mWestJet
Tue 24/27:20 p.m.MDW - YYJ
2 stops22h 02mWestJet
Deal found 22/12C$ 1,030
Tue 3/26:35 a.m.YYJ - MDW
2 stops28h 31mWestJet
Wed 4/27:16 p.m.MDW - YYJ
2 stops31h 05mWestJet
Deal found 20/12C$ 1,110

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 23 December 2025.

Round-trip from

C$ 373

One-way from

C$ 215

Popular in

December

Cheapest in

October

Average price

C$ 681
Alaska Airlines
  • Alaska Airlines
  • 21/1-22/1
  • 2 total stops
  • 16h 40m total
  • Victoria to Chicago
Search Deals
Alaska Airlines
  • Alaska Airlines
  • 4/2
  • 1 total stop
  • 8h 49m total
  • Victoria to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 135 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 26 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 629,999 searches. Data last updated 23 December 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 21/1

1:01 p.m.-11:50 p.m.

1 stop8h 49m

Chicago O'Hare Intl

Thu 22/1

6:06 p.m.-11:57 p.m.

1 stop7h 51m

C$ 373

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 24/2

5:40 a.m.-2:41 p.m.

1 stop7h 01m

Chicago O'Hare Intl

Wed 25/2

3:35 p.m.-10:11 p.m.

1 stop8h 36m

C$ 408

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 15/1

3:55 p.m.-1:35 p.m.

2 stops19h 40m

Chicago O'Hare Intl

Mon 19/1

2:20 p.m.-12:54 p.m.

2 stops24h 34m

C$ 408

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 7/3

11:30 p.m.-12:01 p.m.

1 stop10h 31m

Chicago O'Hare Intl

Tue 10/3

3:35 p.m.-8:26 p.m.

1 stop6h 51m

C$ 417

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Wed 21/1

9:40 p.m.-9:13 a.m.

2 stops9h 33m

Chicago O'Hare Intl

Thu 22/1

3:35 p.m.-10:11 p.m.

1 stop8h 36m

C$ 417

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Sun 8/3

7:00 p.m.-9:56 a.m.

2 stops12h 56m

Chicago Midway

Tue 10/3

2:05 p.m.-12:21 a.m.

2 stops12h 16m

C$ 976

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Sat 7/3

8:00 p.m.-11:02 a.m.

2 stops13h 02m

Chicago Midway

Tue 10/3

2:05 p.m.-12:21 a.m.

2 stops12h 16m

C$ 976

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 15/1

8:00 p.m.-10:27 a.m.

2 stops12h 27m

Chicago Midway

Mon 19/1

9:50 a.m.-12:24 a.m.

2 stops16h 34m

C$ 976

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 23/2

8:00 p.m.-1:05 p.m.

2 stops15h 05m

Chicago Midway

Tue 24/2

7:20 p.m.-3:22 p.m.

2 stops22h 02m

C$ 1,030

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 3/2

6:35 a.m.-1:06 p.m.

2 stops28h 31m

Chicago Midway

Wed 4/2

7:16 p.m.-12:21 a.m.

2 stops31h 05m

C$ 1,110

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/12

Showing 1-10 of 21 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, October is the cheapest month in which you can book a flight from Victoria to Chicago (average of C$ 151). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 358). 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 23 December 2025.

A simple way to save on the total cost of your ticket is to fly from Victoria to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight at noon.

What’s the top layover airport for flights from Victoria to Chicago?

Share of one-stop round-trip flights from Victoria to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Vancouver (YVR) – chosen by Cheapflights users on 60% of one-stop itineraries from Victoria to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Victoria to Chicago?

Average round-trip fare for 1-stop flights from Victoria to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Vancouver (YVR) is the most affordable 1-stop option, with an average round-trip price of C$ 446.

What’s the fastest layover option from Victoria to Chicago?

Shortest average travel time for 1-stop one-way flights from Victoria to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 6h 19m.

Which airport typically offers the quickest layover for flights from Victoria to Chicago?

Average layover duration for 1-stop one-way flights from Victoria to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 23m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 23 December 2025.
See what other customers who have flown with WestJet and Air Canada from Victoria to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,214 reviews
Check prices

Crew

7.9

Food

6.2

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,214 reviews
WestJet
7.2
Good
3,214 reviews
Check prices

Crew

7.9

Food

6.2

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
10,551 reviews
WestJet
7.2
Good
3,214 reviews
Check prices

Crew

7.9

Food

6.2

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following 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 24.8 km from the centre of Victoria. There are 0 flights from Victoria Intl to Chicago per day from 2 different airlines.

  • How long is the flight from Victoria to Chicago?

    Departing from Victoria to Chicago will take you 7h 01m. There are 2845 km between Victoria and Chicago. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Victoria to Chicago round-trip?

    WestJet, at C$ 226, was found to be the cheapest airline from Victoria to Chicago. An alternate airline flying to your destination would be Air Canada.

  • 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 C$ 151). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 358). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Victoria to Chicago

Discover the top 2 airlines that operate flights from Victoria to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 226AverageC$ 368FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 385AverageC$ 602FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Victoria to Chicago?

When you search for this flight from Victoria to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Victoria to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Victoria to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Victoria to Chicago with no change fees?

Yes, we can. To see specific flights from Victoria to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Victoria to Chicago become cheaper?

Yes, Cheapflights offers price alerts on Victoria to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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