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Cheap flights from Vancouver to Chicago from C$ 303

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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
10 Jul — 17 Jul1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Vancouver to Chicago are usually found in September or October, booked 32 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Vancouver to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Vancouver to Chicago
Explore the most affordable flight options available from Vancouver to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 June 2026.

Thu 25/62:20 p.m.
YVR
-
ORD
1 stop8h 24m
Multiple Airlines
Thu 2/73:40 p.m.
ORD
-
YVR
Nonstop4h 32m
Multiple Airlines
Deal found 9/6C$ 562
Tue 7/78:25 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Tue 14/75:35 p.m.
ORD
-
YVR
1 stop7h 55m
Air Canada
Deal found 9/6C$ 563
Fri 17/711:53 p.m.
YVR
-
ORD
1 stop8h 10m
American Airlines
Sun 19/78:03 p.m.
ORD
-
YVR
Nonstop4h 56m
American Airlines
Deal found 9/6C$ 566
Thu 13/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
Multiple Airlines
Mon 17/89:13 p.m.
ORD
-
YVR
2 stops29h 02m
Multiple Airlines
Deal found 5/6C$ 569
Mon 17/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
Multiple Airlines
Tue 18/89:07 p.m.
ORD
-
YVR
1 stop19h 23m
Multiple Airlines
Deal found 8/6C$ 570
Sat 4/710:55 a.m.
YVR
-
ORD
1 stop7h 45m
Air Canada
Mon 13/73:45 p.m.
ORD
-
YVR
1 stop9h 32m
Air Canada
Deal found 10/6C$ 572
Sat 4/710:00 a.m.
YVR
-
ORD
1 stop8h 05m
Air Canada
Sun 12/75:00 a.m.
ORD
-
YVR
1 stop6h 51m
Air Canada
Deal found 9/6C$ 576
Wed 12/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
Multiple Airlines
Mon 17/89:13 p.m.
ORD
-
YVR
2 stops18h 27m
Multiple Airlines
Deal found 5/6C$ 577
Mon 31/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Tue 1/95:30 p.m.
ORD
-
YVR
1 stop19h 10m
WestJet
Deal found 8/6C$ 579
Mon 17/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
Multiple Airlines
Fri 21/89:07 p.m.
ORD
-
YVR
2 stops18h 28m
Multiple Airlines
Deal found 8/6C$ 580
Fri 11/96:15 a.m.
YVR
-
MDW
1 stop9h 50m
Delta
Mon 14/91:14 p.m.
MDW
-
YVR
2 stops9h 12m
Delta
Deal found 8/6C$ 583
Wed 23/911:07 a.m.
YVR
-
ORD
2 stops8h 40m
Delta
Sun 27/912:50 p.m.
ORD
-
YVR
1 stop7h 50m
Delta
Deal found 9/6C$ 583

Find flight deals from Vancouver to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver (8CA) 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 June 2026.

Round-trip from

C$ 562

One-way from

C$ 303

Popular in

December

Cheapest in

September

Average price

C$ 614
Air Canada
  • Air Canada
  • 25/6-2/7
  • 1 total stop
  • 12h 56m total
  • Vancouver to Chicago
Search Deals
WestJet
  • WestJet
  • 6/12
  • 1 total stop
  • 12h 25m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 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 Vancouver 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 June 2026.
Use the filters below to find and compare flights from Vancouver to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 11/9

6:15 a.m.-6:05 p.m.

1 stop9h 50m

Chicago Midway

Mon 14/9

1:14 p.m.-8:26 p.m.

2 stops9h 12m

C$ 583

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 8/9

6:15 a.m.-6:05 p.m.

1 stop9h 50m

Chicago Midway

Tue 15/9

1:47 p.m.-11:08 p.m.

2 stops11h 21m

C$ 583

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 1/9

3:15 p.m.-6:56 a.m.

1 stop13h 41m

Chicago O'Hare Intl

Mon 7/9

7:48 p.m.-10:25 p.m.

Nonstop4h 37m

C$ 626

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 4/7

10:55 a.m.-8:13 p.m.

1 stop7h 18m

Chicago O'Hare Intl

Sun 12/7

7:45 p.m.-10:25 p.m.

Nonstop4h 40m

C$ 641

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 28/9

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

1 stop10h 11m

Chicago Midway

Tue 29/9

6:51 p.m.-2:45 p.m.

2 stops21h 54m

C$ 648

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 22/6

3:35 p.m.-12:44 a.m.

1 stop7h 09m

Chicago O'Hare Intl

Sun 28/6

5:00 a.m.-9:51 a.m.

1 stop6h 51m

C$ 667

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 8/10

1:45 p.m.-8:06 p.m.

Nonstop4h 21m

Chicago O'Hare Intl

Sat 10/10

7:45 p.m.-10:26 p.m.

Nonstop4h 41m

C$ 669

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 10/10

5:15 p.m.-8:43 a.m.

2 stops13h 28m

Chicago O'Hare Intl

Tue 13/10

12:15 p.m.-10:24 p.m.

2 stops12h 09m

C$ 680
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 29/9

10:30 a.m.-4:45 p.m.

Nonstop4h 15m

Chicago O'Hare Intl

Thu 1/10

7:45 p.m.-10:26 p.m.

Nonstop4h 41m

C$ 680

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 15/10

7:35 p.m.-8:49 a.m.

2 stops11h 14m

Chicago Midway

Mon 19/10

12:30 p.m.-8:32 p.m.

1 stop10h 02m

C$ 682

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

Showing 1-10 of 39 resultsSorted by cheapest first
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Best time to book a flight from Vancouver to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Vancouver 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 Vancouver to Chicago

What is the cheapest month to book a flight from Vancouver to Chicago?

Currently, October is the cheapest month in which you can book a flight from Vancouver to Chicago (average of C$ 121). Flying from Vancouver to Chicago in January is currently the most expensive (average of C$ 446). 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 YVR to CHI?

Find hourly flight availability from Vancouver 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 10 June 2026.

When flying from Vancouver to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Vancouver to Chicago

Explore weekly flight availability from Vancouver to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 10 June 2026.

The most flights from 8CA to CHI are scheduled on a Tuesday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip from Vancouver to Chicago?

How far ahead should I book a flight from Vancouver to Chicago?

To ensure you get the cheapest price possible for a flight from Vancouver to Chicago, you should look to book at least 31 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 June 2026.
Read reviews from past customers who have flown United Airlines,WestJet, andAmerican Airlines from Vancouver to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,804 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,804 reviews
United Airlines
7.4
Good
9,804 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,356 reviews
United Airlines
7.4
Good
9,804 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
American Airlines
7.1
Good
11,640 reviews
United Airlines
7.4
Good
9,804 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
11,154 reviews
United Airlines
7.4
Good
9,804 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Vancouver to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Vancouver to Chicago?

    A quick flight from Vancouver to Chicago can take about 9h 50m. Delta provides one of the quickest options available for as low as C$ 583. The distance from Vancouver to Chicago is about 2850 km. 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 Vancouver to Chicago round-trip?

    Our cheapest airline available from Vancouver to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as C$ 200 on this airline. Additional options worth looking into are WestJet and Air Canada, starting at C$ 212 and C$ 252 round-trip. These flights start at 64% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Vancouver to Chicago one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 165. Users have also found prices from C$ 169 and C$ 169 on United Airlines and Air Canada, respectively.

  • What are the most reliable airlines from Vancouver to Chicago?

    The top 3 most reliable airlines when flying from Vancouver to Chicago are American Airlines (91%), Finnair (82%) and United Airlines (79%).

  • What are the cheapest flights from Vancouver to Chicago?

    While on average a flight from Vancouver to Chicago is generally C$ 863, our data shows the cheapest flight currently is C$ 255. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay C$ 531 for that flight.

  • Can I find deals for flights from Vancouver to Chicago that include hotel bookings?

    Yes. In addition to deals on Vancouver to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vancouver to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vancouver to Chicago.

  • Can I find deals for business class flights from Vancouver to Chicago?

    Yes. Cheapflights offers flight deals from Vancouver 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 Vancouver to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Vancouver to Chicago (average of C$ 121). Flying from Vancouver to Chicago in January is currently the most expensive (average of C$ 446). 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 4 airlines flying from Vancouver to Chicago

Discover the top 4 airlines that operate flights from Vancouver 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 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 200AverageC$ 501FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 212AverageC$ 384FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 252AverageC$ 657FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 272AverageC$ 589FlexibilityNo cancel feeOn-time71%
Search American Airlines 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 Vancouver to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Vancouver to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Vancouver to Chicago.

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

Yes, we can. To see specific flights from Vancouver 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 Vancouver to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Vancouver to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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