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Cheap flights from Victoria to Chicago from C$ 214

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
20 Apr — 27 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 21 March 2026.

Thu 7/57:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Sun 10/55:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 17/3C$ 369
Sun 26/47:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Thu 30/45:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 20/3C$ 377
Sun 26/47:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Sun 3/55:30 p.m.
ORD
-
YYJ
2 stops18h 35m
WestJet
Deal found 20/3C$ 384
Sun 26/47:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Fri 1/55:30 p.m.
ORD
-
YYJ
2 stops18h 35m
WestJet
Deal found 18/3C$ 446
Thu 7/56:00 a.m.
YYJ
-
MDW
2 stops10h 33m
Delta
Sun 10/51:22 p.m.
MDW
-
YYJ
2 stops12h 18m
Delta
Deal found 16/3C$ 505
Wed 6/58:25 p.m.
YYJ
-
MDW
2 stops13h 31m
Delta
Sun 10/51:22 p.m.
MDW
-
YYJ
2 stops12h 18m
Delta
Deal found 16/3C$ 807
Fri 1/56:00 a.m.
YYJ
-
MDW
2 stops9h 58m
Delta
Fri 8/51:22 p.m.
MDW
-
YYJ
2 stops12h 18m
Delta
Deal found 17/3C$ 900
Fri 1/511:55 a.m.
YYJ
-
MDW
2 stops19h 45m
Multiple Airlines
Fri 8/56:36 p.m.
MDW
-
YYJ
3 stops17h 34m
Multiple Airlines
Deal found 17/3C$ 999
Sun 19/41:25 p.m.
YYJ
-
MDW
2 stops17h 22m
Multiple Airlines
Mon 20/411:00 a.m.
MDW
-
YYJ
1 stop12h 52m
Multiple Airlines
Deal found 20/3C$ 1,040
Fri 1/53:35 p.m.
YYJ
-
MDW
3 stops15h 12m
WestJet
Fri 8/56:36 p.m.
MDW
-
YYJ
3 stops17h 34m
WestJet
Deal found 17/3C$ 1,062
Tue 2/611:55 a.m.
YYJ
-
MDW
2 stops19h 45m
Porter Airlines
Mon 8/63:20 p.m.
MDW
-
YYJ
2 stops21h 38m
Porter Airlines
Deal found 17/3C$ 1,069
Fri 10/76:00 a.m.
YYJ
-
MDW
2 stops10h 31m
WestJet
Sun 12/79:20 a.m.
MDW
-
YYJ
2 stops12h 00m
WestJet
Deal found 18/3C$ 1,074

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 21 March 2026.

Round-trip from

C$ 348

One-way from

C$ 214
WestJet
  • WestJet
  • 7/5-10/5
  • 2 total stops
  • 15h 00m total
  • Victoria to Chicago
Search Deals
WestJet
  • WestJet
  • 2/6
  • 1 total stop
  • 8h 40m total
  • Victoria to Chicago
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 21 March 2026.
Use the filters below to find and compare flights from Victoria to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 7/5

7:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Sun 10/5

5:30 p.m.-11:40 p.m.

1 stop8h 10m

C$ 369

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 2/6

7:10 p.m.-5:40 a.m.

1 stop8h 30m

Chicago O'Hare Intl

Mon 8/6

7:40 p.m.-8:41 a.m.

1 stop15h 01m

C$ 465

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

8:20 a.m.-1:15 a.m.

2 stops14h 55m

Chicago O'Hare Intl

Sun 12/7

5:00 a.m.-6:31 p.m.

2 stops15h 31m

C$ 480

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

9:15 a.m.-11:19 p.m.

2 stops12h 04m

Chicago O'Hare Intl

Sat 11/7

7:45 p.m.-7:46 a.m.

1 stop14h 01m

C$ 502

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 7/5

6:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Sun 10/5

1:22 p.m.-11:40 p.m.

2 stops12h 18m

C$ 505

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sun 26/4

7:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Tue 5/5

11:00 a.m.-11:40 p.m.

2 stops14h 40m

C$ 520

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Fri 1/5

10:40 a.m.-9:18 p.m.

2 stops8h 38m

Chicago O'Hare Intl

Fri 8/5

11:09 a.m.-11:40 p.m.

2 stops14h 31m

C$ 527

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Mon 27/4

6:00 a.m.-6:52 p.m.

2 stops10h 52m

Chicago O'Hare Intl

Fri 1/5

5:30 p.m.-11:40 p.m.

1 stop8h 10m

C$ 527

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sun 19/4

11:25 p.m.-3:15 p.m.

1 stop13h 50m

Chicago O'Hare Intl

Mon 20/4

10:45 p.m.-6:56 p.m.

2 stops22h 11m

C$ 539

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 28/4

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

2 stops13h 40m

Chicago O'Hare Intl

Sun 3/5

11:00 p.m.-10:36 a.m.

2 stops13h 36m

C$ 554

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/3

Showing 1-10 of 32 resultsSorted by cheapest first
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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$ 144). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 372). 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$ 445.

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 21 March 2026.
See what other customers who have flown with 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.
Air Canada
7.1
Good
10,828 reviews
Check prices

Comfort

7.1

Boarding

7.3

Overall

7.1

Food

6.3

Entertainment

6.8

Crew

7.8

Reviews

1 / 20
6.0
Good

Paula,Mar 2026

YVR - PSP

Everything was OK, but we waited on the tarmac for an hour and 20 minutes after landing because there was no available gate. This is a daily occurrence at the Palm Springs airport, and happens with Air Canada and WestJet constantly.
Air Canada
7.1
Good
10,828 reviews
Air Canada
7.1
Good
10,828 reviews
Check prices

Comfort

7.1

Boarding

7.3

Overall

7.1

Food

6.3

Entertainment

6.8

Crew

7.8

Reviews

1 / 20
6.0
Good

Paula,Mar 2026

YVR - PSP

Everything was OK, but we waited on the tarmac for an hour and 20 minutes after landing because there was no available gate. This is a daily occurrence at the Palm Springs airport, and happens with Air Canada and WestJet constantly.

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 1 airline.

  • How long is the flight from Victoria to Chicago?

    Departing from Victoria to Chicago will take you 6h 50m. 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 is the cheapest airline to fly from Victoria to Chicago round-trip?

    Air Canada, at C$ 384, was found to be the cheapest airline from Victoria to Chicago..

  • 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$ 144). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 372). 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 airline flying from Victoria to Chicago

Discover the top airline 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 21 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 384AverageC$ 600FlexibilityNo 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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