Find flights
When to book
Airlines
FAQs

Cheap flights from Victoria to Chicago from C$ 179

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 30/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYJ — CHI
9 Apr — 16 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 10 March 2026.

Mon 27/47:50 a.m.
YYJ
-
ORD
1 stop6h 50m
WestJet
Mon 4/55:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 8/3C$ 301
Thu 4/66:00 a.m.
YYJ
-
ORD
1 stop8h 40m
WestJet
Wed 10/65:30 p.m.
ORD
-
YYJ
2 stops18h 35m
WestJet
Deal found 6/3C$ 314
Thu 4/66:50 p.m.
YYJ
-
ORD
2 stops19h 50m
WestJet
Fri 12/65:30 p.m.
ORD
-
YYJ
1 stop8h 10m
WestJet
Deal found 5/3C$ 344
Tue 5/59:15 a.m.
YYJ
-
ORD
2 stops13h 43m
United Airlines
Mon 11/59:54 p.m.
ORD
-
YYJ
2 stops18h 22m
United Airlines
Deal found 7/3C$ 447
Tue 5/56:00 a.m.
YYJ
-
ORD
2 stops10h 52m
Delta
Tue 12/52:00 p.m.
ORD
-
YYJ
2 stops11h 40m
Delta
Deal found 7/3C$ 462
Tue 5/56:00 a.m.
YYJ
-
MDW
2 stops9h 58m
Delta
Tue 12/51:22 p.m.
MDW
-
YYJ
2 stops12h 18m
Delta
Deal found 7/3C$ 462
Mon 27/46:00 a.m.
YYJ
-
ORD
2 stops12h 40m
Delta
Mon 4/511:00 a.m.
ORD
-
YYJ
2 stops14h 40m
Delta
Deal found 8/3C$ 463
Mon 27/46:00 a.m.
YYJ
-
MDW
2 stops9h 58m
Delta
Mon 4/51:24 p.m.
MDW
-
YYJ
2 stops12h 16m
Delta
Deal found 8/3C$ 463
Tue 14/46:10 a.m.
YYJ
-
ORD
1 stop15h 49m
Alaska Airlines
Fri 17/46:00 a.m.
ORD
-
YYJ
1 stop7h 10m
Alaska Airlines
Deal found 5/3C$ 492
Wed 6/58:25 p.m.
YYJ
-
MDW
2 stops13h 31m
Delta
Wed 13/56:23 a.m.
MDW
-
YYJ
2 stops15h 12m
Delta
Deal found 7/3C$ 1,013
Tue 5/56:20 p.m.
YYJ
-
MDW
2 stops13h 36m
WestJet
Mon 11/51:59 p.m.
MDW
-
YYJ
2 stops11h 26m
WestJet
Deal found 7/3C$ 1,031
Sat 18/46:35 a.m.
YYJ
-
MDW
2 stops24h 11m
Delta
Tue 21/47:16 p.m.
MDW
-
YYJ
2 stops22h 06m
Delta
Deal found 5/3C$ 1,062

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 10 March 2026.

Round-trip from

C$ 301

One-way from

C$ 179
WestJet
  • WestJet
  • 27/4-4/5
  • 2 total stops
  • 15h 00m total
  • Victoria to Chicago
Search Deals
WestJet
  • WestJet
  • 30/4
  • 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 10 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

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 4/6

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

1 stop8h 40m

Chicago O'Hare Intl

Wed 10/6

5:30 p.m.-2:45 p.m.

1 stop23h 15m

C$ 353

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Wed 6/5

10:50 p.m.-9:50 a.m.

1 stop9h 00m

Chicago O'Hare Intl

Mon 11/5

9:54 p.m.-2:16 p.m.

2 stops18h 22m

C$ 449

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 5/5

6:00 a.m.-5:58 p.m.

2 stops9h 58m

Chicago Midway

Tue 12/5

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

2 stops12h 18m

C$ 462

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 27/4

6:00 a.m.-5:58 p.m.

2 stops9h 58m

Chicago Midway

Mon 4/5

1:24 p.m.-11:40 p.m.

2 stops12h 16m

C$ 463

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Tue 14/4

6:10 a.m.-11:59 p.m.

1 stop15h 49m

Chicago O'Hare Intl

Fri 17/4

6:00 a.m.-11:10 a.m.

1 stop7h 10m

C$ 492

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Thu 2/7

4:30 p.m.-4:40 p.m.

2 stops22h 10m

Chicago O'Hare Intl

Fri 10/7

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

1 stop8h 10m

C$ 505

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 18/4

12:00 p.m.-11:59 p.m.

1 stop9h 59m

Chicago O'Hare Intl

Tue 21/4

6:00 a.m.-11:10 a.m.

1 stop7h 10m

C$ 516

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 18/4

11:25 p.m.-1:05 p.m.

1 stop11h 40m

Chicago O'Hare Intl

Tue 21/4

4:15 p.m.-9:16 a.m.

2 stops19h 01m

C$ 551

VictoriaChicago

YYJ - ORD

YYJORD

Victoria Intl

Sat 18/4

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

1 stop8h 25m

Chicago O'Hare Intl

Tue 21/4

9:35 p.m.-11:40 a.m.

2 stops16h 05m

C$ 568

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$ 592

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/3

Showing 1-10 of 32 resultsSorted by cheapest first
1
2
3
4

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$ 138). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 368). 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$ 440.

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 10 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
10,800 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Crew

7.8

Overall

7.1

Comfort

7.1

Food

6.3

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
10,800 reviews
Air Canada
7.1
Good
10,800 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Crew

7.8

Overall

7.1

Comfort

7.1

Food

6.3

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 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$ 380, 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$ 138). Flying from Victoria to Chicago in January is currently the most expensive (average of C$ 368). 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 10 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 380AverageC$ 594FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.