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$189+ Cheap flights from Vancouver Intl (YVR) to Chicago (CHI)

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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in September or October, booked 76 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Vancouver Intl to Chicago

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 May 10, 2026.

This FlightHub deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
YVR
-
ORD
1 stop8h 40m
WestJet
Sun 9/135:30 pm
ORD
-
YVR
1 stop29h 10m
WestJet
Deal found 5/8$355
This FlightHub deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
YVR
-
ORD
2 stops8h 40m
WestJet
Mon 9/215:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 5/7$359
This oojo deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:40 pm
YVR
-
ORD
1 stop20h 00m
WestJet
Mon 9/75:30 pm
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 5/6$361
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:10 pm
YVR
-
ORD
1 stop13h 25m
WestJet
Mon 12/72:20 pm
ORD
-
YVR
1 stop8h 25m
WestJet
Deal found 5/8$362
This WestJet deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:30 am
YVR
-
ORD
1 stop6h 05m
WestJet
Fri 11/272:20 pm
ORD
-
YVR
1 stop8h 25m
WestJet
Deal found 5/7$364
This WestJet deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
YVR
-
ORD
1 stop8h 40m
WestJet
Fri 7/105:30 pm
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 5/6$380
This lastminute.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:15 pm
YVR
-
ORD
1 stop16h 25m
WestJet
Sat 6/65:30 pm
ORD
-
YVR
1 stop16h 10m
WestJet
Deal found 5/7$381
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:30 am
YVR
-
ORD
1 stop7h 10m
WestJet
Mon 8/105:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 5/9$383
This Justfly.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:40 pm
YVR
-
ORD
1 stop21h 00m
WestJet
Tue 9/225:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 5/7$384
This WestJet deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:15 pm
YVR
-
ORD
1 stop16h 25m
WestJet
Mon 6/295:30 pm
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 5/9$386
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:00 am
YVR
-
ORD
2 stops14h 34m
Multiple Airlines
Mon 9/215:30 pm
ORD
-
YVR
1 stop7h 05m
Multiple Airlines
Deal found 5/7$387
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:00 am
YVR
-
MDW
1 stop10h 18m
Delta
Mon 6/291:49 pm
MDW
-
YVR
1 stop8h 42m
Delta
Deal found 5/9$450

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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$353
(oojo)

One-way from

$189
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$381

Good round-trip deal

$398 or less

Good one-way deal

$229 or less
Provider with most accurate pricing for Vancouver Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Vancouver Intl-Chicago (CHI) flights.
Search Deals
From Vancouver Intl to Chicago (CHI)
Search Deals
One-way flight from Vancouver Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 2,558,603 searches. Data last updated May 10, 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

Tue 6/2

11:35 pm-5:40 am

Nonstop4h 05m

Chicago O'Hare Intl

Tue 6/9

5:00 am-9:51 am

1 stop6h 51m

$444

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/19

11:35 pm-5:40 am

Nonstop4h 05m

Chicago O'Hare Intl

Mon 6/22

5:00 am-9:51 am

1 stop6h 51m

$445

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 6/23

6:00 am-6:18 pm

1 stop10h 18m

Chicago Midway

Mon 6/29

1:26 pm-8:31 pm

2 stops9h 05m

$450

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 6/11

7:20 pm-4:58 am

1 stop7h 38m

Chicago O'Hare Intl

Mon 6/15

5:00 am-9:51 am

1 stop6h 51m

$450

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 6/6

6:00 am-5:56 pm

1 stop9h 56m

Chicago Midway

Sat 6/13

1:49 pm-10:35 pm

2 stops10h 46m

$452

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/19

6:45 am-6:58 pm

1 stop10h 13m

Chicago O'Hare Intl

Mon 6/22

7:45 am-4:30 pm

2 stops10h 45m

$452
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 6/18

11:35 pm-5:40 am

Nonstop4h 05m

Chicago O'Hare Intl

Sun 6/21

7:44 pm-10:20 pm

Nonstop4h 36m

$459

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/19

11:35 pm-5:40 am

Nonstop4h 05m

Chicago O'Hare Intl

Mon 6/29

6:00 am-10:26 pm

1 stop18h 26m

$459

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 6/17

11:35 pm-5:40 am

Nonstop4h 05m

Chicago O'Hare Intl

Sun 6/21

5:00 am-9:51 am

1 stop6h 51m

$459

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 6/19

6:45 am-6:18 pm

2 stops9h 33m

Chicago Midway

Mon 6/29

1:49 pm-8:31 pm

1 stop8h 42m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 33 resultsSorted by cheapest first
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3
4

Compare providers for flights from Vancouver Intl to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Vancouver Intl to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Vancouver Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

The price you pay for your flight from Vancouver Intl Airport to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 31 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $76). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $320). 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 May 10, 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 May 10, 2026.

The most flights from YVR to CHI are scheduled on a Tuesday (6 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?

The best insider tips for Vancouver Intl Airport to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Vancouver Intl Airport to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on YVR

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

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 May 10, 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAmerican Airlines from Vancouver Intl Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,694 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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
9,694 reviews
United Airlines
7.4
Good
9,694 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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
3,332 reviews
United Airlines
7.4
Good
9,694 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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
11,667 reviews
United Airlines
7.4
Good
9,694 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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
11,012 reviews
United Airlines
7.4
Good
9,694 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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 $444, United Airlines can have you in Chicago from Vancouver Intl Airport in 4h 05m. Airlines will cover a distance of 1758 mi. This flight may include one or multiple stops.

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

    Cheapflights users have booked flights from Vancouver Intl Airport to Chicago round-trip from $90. Other airlines that can offer you cheap pricing are Air Canada, from $155, and American Airlines, from $167. Users have found that United Airlines is 77% cheaper than the other options available to this destination.

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

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as $98. Users have also found prices from $104 and $106 on American Airlines and Air Canada, respectively.

  • 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 (100%), United Airlines (89%), Air Canada (79%).

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

    While on average a flight from Vancouver Intl Airport to Chicago is generally $558, our data shows the cheapest flight currently is $175. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $401 for that flight.

  • 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, August is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $76). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $320). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Vancouver Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Vancouver Intl to O'Hare Intl flights
Vancouver Intl to Midway flights
Vancouver Intl to St. Louis flights

Top 3 airlines flying from Vancouver Intl to Chicago

Discover the top 3 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 2,558,603 searches. Data last updated May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$90Average$428FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$155Average$435FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$167Average$301FlexibilityNo cancel feeOn-time71%

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