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Cheap flights from Victoria to Chicago from C$ 246

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
13 Jul — 20 Jul1
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 13 June 2026.

Sun 4/107:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Sun 11/105:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 8/6C$ 425
Mon 14/96:00 a.m.
YYJ
-
ORD
1 stop8h 40m
WestJet
Fri 18/95:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 10/6C$ 426
Tue 27/105:20 p.m.
YYJ
-
ORD
2 stops10h 07m
United Airlines
Wed 28/103:40 p.m.
ORD
-
YYJ
1 stop9h 01m
United Airlines
Deal found 8/6C$ 459
Sat 3/106:20 p.m.
YYJ
-
ORD
1 stop20h 20m
WestJet
Sun 11/105:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 8/6C$ 467
Fri 23/107:00 a.m.
YYJ
-
ORD
1 stop11h 12m
Air Canada
Tue 27/103:40 p.m.
ORD
-
YYJ
1 stop9h 01m
Air Canada
Deal found 11/6C$ 475
Mon 29/611:55 a.m.
YYJ
-
MDW
2 stops19h 45m
Multiple Airlines
Thu 2/710:25 a.m.
MDW
-
YYJ
3 stops14h 50m
Multiple Airlines
Deal found 11/6C$ 1,074
Thu 23/78:30 a.m.
YYJ
-
MDW
3 stops31h 48m
WestJet
Mon 27/79:54 a.m.
MDW
-
YYJ
3 stops26h 01m
WestJet
Deal found 12/6C$ 1,185
Wed 26/87:50 a.m.
YYJ
-
MDW
2 stops12h 46m
WestJet
Sat 29/89:24 a.m.
MDW
-
YYJ
2 stops16h 16m
WestJet
Deal found 10/6C$ 1,191
Tue 7/76:00 a.m.
YYJ
-
MDW
2 stops10h 25m
WestJet
Thu 16/79:19 a.m.
MDW
-
YYJ
2 stops16h 21m
WestJet
Deal found 11/6C$ 1,213
Mon 14/96:00 a.m.
YYJ
-
MDW
2 stops10h 11m
WestJet
Fri 18/99:49 a.m.
MDW
-
YYJ
2 stops11h 46m
WestJet
Deal found 11/6C$ 1,216
Sat 25/73:35 p.m.
YYJ
-
MDW
3 stops24h 50m
WestJet
Sat 1/89:54 a.m.
MDW
-
YYJ
3 stops26h 01m
WestJet
Deal found 10/6C$ 1,314
Tue 27/109:35 a.m.
YYJ
-
MDW
2 stops24h 16m
WestJet
Wed 28/105:35 p.m.
MDW
-
YYJ
2 stops32h 50m
WestJet
Deal found 12/6C$ 1,329

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 13 June 2026.

Round-trip from

C$ 425

One-way from

C$ 246

Popular in

December

Cheapest in

September

Average price

C$ 615
WestJet
  • WestJet
  • 4/10-11/10
  • 2 total stops
  • 15h 00m total
  • Victoria to Chicago
Search Deals
26/8
  • 26/8
  • 3 total stops
  • 21h 49m total
  • Victoria to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 13 June 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

Mon 14/9

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Fri 18/9

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

1 stop8h 10m

C$ 426

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 27/10

5:20 p.m.-5:27 a.m.

2 stops10h 07m

Chicago O'Hare Intl

Wed 28/10

3:40 p.m.-10:41 p.m.

1 stop9h 01m

C$ 459

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Fri 23/10

10:30 p.m.-9:00 a.m.

1 stop8h 30m

Chicago O'Hare Intl

Tue 27/10

3:40 p.m.-10:41 p.m.

1 stop9h 01m

C$ 481

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 3/10

6:50 p.m.-4:40 p.m.

2 stops19h 50m

Chicago O'Hare Intl

Sun 11/10

5:30 p.m.-10:05 a.m.

2 stops18h 35m

C$ 507

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Fri 23/10

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Tue 27/10

7:30 a.m.-3:22 p.m.

2 stops9h 52m

C$ 558

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 14/7

10:25 p.m.-9:00 a.m.

1 stop8h 35m

Chicago O'Hare Intl

Wed 22/7

2:15 p.m.-9:30 p.m.

1 stop9h 15m

C$ 566

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Thu 23/7

8:30 a.m.-6:18 p.m.

3 stops31h 48m

Chicago Midway

Mon 27/7

9:54 a.m.-9:55 a.m.

3 stops26h 01m

C$ 1,185

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 14/9

6:00 a.m.-6:11 p.m.

2 stops10h 11m

Chicago Midway

Fri 18/9

9:49 a.m.-7:35 p.m.

2 stops11h 46m

C$ 1,216

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 14/7

6:00 a.m.-6:18 p.m.

2 stops10h 18m

Chicago Midway

Wed 22/7

1:49 p.m.-11:15 p.m.

2 stops11h 26m

C$ 1,216

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 29/6

8:25 p.m.-9:14 a.m.

3 stops34h 49m

Chicago Midway

Thu 2/7

10:25 a.m.-11:15 p.m.

3 stops14h 50m

C$ 1,301

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 29 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’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.

Seattle (SEA) – chosen by Cheapflights users on 50% 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$ 477.

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.

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 8h 40m. 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$ 391, 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.

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 13 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 391AverageC$ 660FlexibilityNo 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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