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Cheap flights from Victoria to Chicago from C$ 164

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
27 Mar — 3 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Victoria to Chicago

Enter your travel dates to find the best prices.

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 25 February 2026.

Mon 13/77:00 a.m.
YYJ
-
ORD
1 stop11h 05m
Air Canada
Thu 16/73:40 p.m.
ORD
-
YYJ
1 stop9h 28m
Air Canada
Deal found 24/2C$ 377
Tue 14/49:25 p.m.
YYJ
-
ORD
1 stop15h 20m
Air Canada
Thu 16/43:40 p.m.
ORD
-
YYJ
1 stop7h 11m
Air Canada
Deal found 24/2C$ 380
Thu 2/710:30 p.m.
YYJ
-
ORD
1 stop8h 30m
Air Canada
Fri 10/73:40 p.m.
ORD
-
YYJ
1 stop9h 28m
Air Canada
Deal found 25/2C$ 382
Wed 11/35:40 a.m.
YYJ
-
ORD
2 stops13h 49m
United Airlines
Mon 16/33:35 p.m.
ORD
-
YYJ
1 stop6h 51m
United Airlines
Deal found 24/2C$ 417
Tue 14/45:40 a.m.
YYJ
-
ORD
2 stops13h 40m
United Airlines
Thu 16/49:49 p.m.
ORD
-
YYJ
2 stops23h 06m
United Airlines
Deal found 24/2C$ 440
Tue 14/43:55 p.m.
YYJ
-
ORD
3 stops24h 59m
Multiple Airlines
Thu 16/49:14 p.m.
ORD
-
YYJ
2 stops27h 53m
Multiple Airlines
Deal found 24/2C$ 455
Thu 2/79:05 p.m.
YYJ
-
ORD
1 stop6h 35m
United Airlines
Fri 10/77:40 a.m.
ORD
-
YYJ
2 stops14h 51m
United Airlines
Deal found 25/2C$ 463
Tue 14/46:35 a.m.
YYJ
-
ORD
2 stops11h 17m
Delta
Thu 16/46:25 a.m.
ORD
-
YYJ
2 stops10h 57m
Delta
Deal found 24/2C$ 476
Mon 9/311:35 p.m.
YYJ
-
ORD
1 stop8h 15m
United Airlines
Tue 17/33:35 p.m.
ORD
-
YYJ
1 stop6h 51m
United Airlines
Deal found 24/2C$ 526
Tue 14/43:00 p.m.
YYJ
-
MDW
3 stops15h 47m
Multiple Airlines
Thu 16/49:27 a.m.
MDW
-
YYJ
2 stops14h 25m
Multiple Airlines
Deal found 24/2C$ 869
Mon 13/76:00 a.m.
YYJ
-
MDW
2 stops10h 31m
WestJet
Thu 16/79:20 a.m.
MDW
-
YYJ
2 stops12h 15m
WestJet
Deal found 24/2C$ 1,018
Tue 14/48:00 p.m.
YYJ
-
MDW
2 stops11h 56m
WestJet
Thu 16/49:29 a.m.
MDW
-
YYJ
2 stops16h 52m
WestJet
Deal found 24/2C$ 1,114

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 25 February 2026.

Round-trip from

C$ 377

One-way from

C$ 164

Popular in

December

Cheapest in

October

Average price

C$ 570
Air Canada
  • Air Canada
  • 13/7-16/7
  • 2 total stops
  • 20h 33m total
  • Victoria to Chicago
Search Deals
WestJet
  • WestJet
  • 5/6
  • 1 total stop
  • 6h 50m total
  • Victoria to Chicago
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 25 February 2026.
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

Tue 14/4

5:40 a.m.-9:20 p.m.

2 stops13h 40m

Chicago O'Hare Intl

Thu 16/4

9:49 p.m.-6:55 p.m.

2 stops23h 06m

C$ 440

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

9:05 p.m.-5:40 a.m.

1 stop6h 35m

Chicago O'Hare Intl

Fri 10/7

7:40 a.m.-8:31 p.m.

2 stops14h 51m

C$ 463

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 28/3

11:25 p.m.-9:50 a.m.

1 stop8h 25m

Chicago O'Hare Intl

Sun 5/4

3:40 p.m.-8:51 p.m.

1 stop7h 11m

C$ 537

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

5:31 p.m.-5:02 a.m.

2 stops9h 31m

Chicago O'Hare Intl

Fri 10/7

6:39 p.m.-10:44 a.m.

1 stop18h 05m

C$ 574

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 28/3

11:25 p.m.-9:50 a.m.

1 stop8h 25m

Chicago O'Hare Intl

Sun 5/4

7:00 a.m.-10:11 p.m.

2 stops17h 11m

C$ 611

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

8:25 p.m.-5:19 p.m.

3 stops18h 54m

Chicago O'Hare Intl

Fri 10/7

5:30 p.m.-3:55 p.m.

3 stops24h 25m

C$ 693

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 17/3

10:10 a.m.-5:18 a.m.

2 stops17h 08m

Chicago O'Hare Intl

Wed 18/3

9:39 p.m.-6:31 p.m.

2 stops22h 52m

C$ 782

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Mon 23/3

11:35 p.m.-12:00 p.m.

1 stop10h 25m

Chicago O'Hare Intl

Mon 30/3

3:40 p.m.-8:26 p.m.

1 stop6h 46m

C$ 806

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 28/3

6:35 a.m.-7:15 a.m.

3 stops22h 40m

Chicago O'Hare Intl

Sun 5/4

5:05 a.m.-12:21 a.m.

3 stops21h 16m

C$ 1,065

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 14/4

8:00 p.m.-9:56 a.m.

2 stops11h 56m

Chicago Midway

Thu 16/4

9:29 a.m.-12:21 a.m.

2 stops16h 52m

C$ 1,114

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/2

Showing 1-10 of 36 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$ 149). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 371). 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’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 70% 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$ 444.

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 25 February 2026.
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
3,274 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Comfort

7.0

Boarding

7.4

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,274 reviews
WestJet
7.2
Good
3,274 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Comfort

7.0

Boarding

7.4

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
Air Canada
7.1
Good
10,745 reviews
WestJet
7.2
Good
3,274 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Comfort

7.0

Boarding

7.4

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

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 8h 25m. 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$ 225, 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$ 149). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 371). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 25 February 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 225AverageC$ 366FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 383AverageC$ 596FlexibilityNo 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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