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Cheap flights from Vancouver Intl Airport 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 22/5. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
15 Apr — 22 Apr1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in October or September, booked 32 days in advance, depart on a Friday or Wednesday and return on a Thursday

Cheap flight deals from Vancouver Intl to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Vancouver Intl to Chicago
Explore the most affordable flight options available from Vancouver Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 March 2026.

Sun 17/57:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Tue 26/55:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 11/3C$ 337
Sun 26/46:00 a.m.
YVR
-
ORD
2 stops8h 40m
WestJet
Thu 30/45:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 12/3C$ 348
Fri 8/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Sun 10/55:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 14/3C$ 351
Tue 26/510:45 p.m.
YVR
-
ORD
2 stops15h 55m
WestJet
Tue 2/65:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 13/3C$ 355
Thu 30/47:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Thu 7/55:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 16/3C$ 356
Sun 26/46:00 a.m.
YVR
-
ORD
2 stops8h 40m
WestJet
Fri 1/55:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 13/3C$ 357
Fri 5/67:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Tue 9/65:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 14/3C$ 363
Thu 11/66:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Tue 16/65:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 15/3C$ 371
Fri 22/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Wed 27/55:30 p.m.
ORD
-
YVR
1 stop16h 10m
WestJet
Deal found 13/3C$ 372
Fri 22/510:45 p.m.
YVR
-
ORD
2 stops15h 55m
WestJet
Thu 28/55:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 13/3C$ 377
Sat 25/410:45 a.m.
YVR
-
ORD
1 stop27h 55m
WestJet
Thu 30/45:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 11/3C$ 379
Sat 2/59:30 a.m.
YVR
-
MDW
1 stop10h 44m
Multiple Airlines
Tue 5/56:00 a.m.
MDW
-
YVR
2 stops16h 40m
Multiple Airlines
Deal found 11/3C$ 426

Find flight deals from Vancouver Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) 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 16 March 2026.

Round-trip from

C$ 337

One-way from

C$ 179

Popular in

December

Cheapest in

October

Average price

C$ 674

Good round-trip deal

C$ 590 or less

Good one-way deal

C$ 326 or less
WestJet
  • WestJet
  • 17/5-26/5
  • 2 total stops
  • 14h 15m total
  • Vancouver to Chicago
Search Deals
WestJet
  • WestJet
  • 22/5
  • 1 total stop
  • 7h 55m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 137 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Vancouver Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Vancouver Intl to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vancouver Intl 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 16 March 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 17/4

1:45 p.m.-11:59 p.m.

1 stop8h 14m

Chicago O'Hare Intl

Sat 18/4

6:00 a.m.-12:45 p.m.

1 stop8h 45m

C$ 545

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 9/4

1:59 p.m.-8:15 p.m.

Nonstop4h 16m

Chicago O'Hare Intl

Tue 14/4

7:00 a.m.-2:06 p.m.

1 stop9h 06m

C$ 578
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 17/4

1:59 p.m.-8:15 p.m.

Nonstop4h 16m

Chicago O'Hare Intl

Sat 18/4

8:50 a.m.-11:33 a.m.

Nonstop4h 43m

C$ 579

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 28/5

7:20 p.m.-5:57 a.m.

1 stop8h 37m

Chicago O'Hare Intl

Mon 1/6

6:00 a.m.-1:33 p.m.

1 stop9h 33m

C$ 586

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 9/4

1:59 p.m.-8:15 p.m.

Nonstop4h 16m

Chicago O'Hare Intl

Sat 11/4

8:50 a.m.-11:33 a.m.

Nonstop4h 43m

C$ 594

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 14/5

3:35 p.m.-11:57 p.m.

1 stop6h 22m

Chicago O'Hare Intl

Tue 26/5

7:00 a.m.-8:39 p.m.

2 stops15h 39m

C$ 644

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 19/5

6:00 a.m.-5:56 p.m.

1 stop9h 56m

Chicago Midway

Tue 26/5

9:22 a.m.-8:39 p.m.

2 stops13h 17m

C$ 652

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 26/8

6:00 p.m.-7:00 a.m.

1 stop11h 00m

Chicago O'Hare Intl

Sun 30/8

8:42 p.m.-9:38 a.m.

1 stop14h 56m

C$ 659

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 31/3

6:20 a.m.-7:49 p.m.

2 stops11h 29m

Chicago O'Hare Intl

Thu 9/4

2:20 p.m.-11:59 p.m.

1 stop11h 39m

C$ 660

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 16/5

6:45 a.m.-6:33 p.m.

2 stops9h 48m

Chicago Midway

Wed 27/5

9:23 a.m.-7:10 p.m.

2 stops11h 47m

C$ 661

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 42 resultsSorted by cheapest first
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Best time to book a flight from Vancouver Intl to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Vancouver Intl to Chicago. Price data was last updated on 13 March 2026.

Booking 32 days in advance of your planned departure date is, on average, the best time to get cheap flights from Vancouver Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 144). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of C$ 493). 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 Intl 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 16 March 2026.

When flying from Vancouver Intl Airport 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 Intl Airport to Chicago

Explore weekly flight availability from Vancouver Intl 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 16 March 2026.

The most flights from YVR to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

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

What’s the top layover airport for flights from Vancouver Intl Airport to Chicago?

Share of one-stop round-trip flights from Vancouver Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Calgary (YYC) – chosen by Cheapflights users on 79% of one-stop itineraries from Vancouver Intl Airport to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Vancouver Intl Airport to Chicago?

Average round-trip fare for 1-stop flights from Vancouver Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 338.

What’s the fastest layover option from Vancouver Intl Airport to Chicago?

Shortest average travel time for 1-stop one-way flights from Vancouver Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 7h 00m.

Which airport typically offers the quickest layover for flights from Vancouver Intl Airport to Chicago?

Average layover duration for 1-stop one-way flights from Vancouver Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 14m.

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 16 March 2026.
See what other customers who have flown with United Airlines,WestJet, andAmerican Airlines from Vancouver Intl Airport 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.
United Airlines
7.4
Good
9,428 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
9,428 reviews
United Airlines
7.4
Good
9,428 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
3,295 reviews
United Airlines
7.4
Good
9,428 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
11,465 reviews
United Airlines
7.4
Good
9,428 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
10,805 reviews
United Airlines
7.4
Good
9,428 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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 Intl 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 Intl Airport to Chicago?

    For as low as C$ 578, Alaska Airlines can have you in Chicago from Vancouver Intl Airport in 4h 16m. The distance from Vancouver Intl Airport to Chicago is about 2829 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines flying from Vancouver Intl Airport to Chicago round-trip?

    United Airlines, at C$ 196, was found to be the cheapest airline from Vancouver Intl Airport to Chicago.Alternate airlines to your destination round-trip include WestJet and American Airlines. United Airlines is 63% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Vancouver Intl Airport to Chicago are United Airlines (C$ 166), WestJet (C$ 171), and Air Canada (C$ 194).

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Vancouver Intl Airport to Chicago on time: Emirates (96%), Avianca (95%), United Airlines (92%).

  • What are the cheapest flights from Vancouver Intl Airport to Chicago?

    On average you can expect to pay C$ 1,368 for a flight from Vancouver Intl Airport to Chicago. The cheapest flight overall is C$ 199 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 441.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 144). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of C$ 493). 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

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Fly from Vancouver Intl to Chicago on these airlines

Choose from the following airlines for your flight from Vancouver Intl to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 16 March 2026.
Air Canada flights from Vancouver Intl to Chicago
United Airlines flights from Vancouver Intl to Chicago
WestJet flights from Vancouver Intl to Chicago

Top 5 airlines flying from Vancouver Intl to Chicago

Discover the top 5 airlines that operate flights from Vancouver Intl 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 16 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 196AverageC$ 473FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 208AverageC$ 363FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 233AverageC$ 414FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 240AverageC$ 525FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Alaska AirlinesCheapestC$ 383AverageC$ 495FlexibilityNo cancel feeOn-time75%
Search Alaska 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 Intl to Chicago?

Cheapflights makes it easy to find Vancouver Intl to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Vancouver Intl to Chicago for you. Better yet — we are completely free to use.

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

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

Yes! Start tracking prices for Vancouver Intl to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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