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$156+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in January or October, booked 66 days in advance, depart on a Wednesday or Thursday and return on a Thursday

Cheap 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$203
(Trip.com)

One-way from

$156
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$389

Good round-trip deal

$254 or less

Good one-way deal

$200 or less
Provider with most accurate pricing for Vancouver Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Vancouver Intl-Chicago (CHI) flights.
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From Vancouver Intl to Chicago (CHI)
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One-way flight from Vancouver Intl to Chicago (CHI)
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Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Vancouver Intl to Chicago (CHI).
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Price to beat on a one-way flight from Vancouver Intl to Chicago (CHI).
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Find 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 March 28, 2025.

This Trip.com deal was found by Cheapflights users on 3/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 amYVR - ORD
1 stop8h 44mWestJet
Sun 5/45:30 pmORD - YVR
1 stop8h 40mWestJet
Deal found 3/27$203
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/305:35 pmYVR - ORD
1 stop10h 58mMultiple Airlines
Fri 5/25:30 pmORD - YVR
1 stop16h 05mMultiple Airlines
Deal found 3/27$249
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Fri 8/19:30 amYVR - MDW
1 stop11h 51mMultiple Airlines
Tue 8/512:15 pmMDW - YVR
1 stop10h 37mMultiple Airlines
Deal found 3/27$265
This Alaska Airlines deal was found by Cheapflights users on 3/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/145:20 pmYVR - ORD
1 stop10h 39mAlaska Airlines
Tue 4/157:16 pmORD - YVR
1 stop6h 31mAlaska Airlines
Deal found 3/26$275
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/238:30 amYVR - ORD
Nonstop4h 13mAir Canada
Wed 4/307:00 amORD - YVR
1 stop17h 54mAir Canada
Deal found 3/27$280
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/126:15 amYVR - ORD
Nonstop4h 16mUnited Airlines
Sun 4/138:52 amORD - YVR
Nonstop4h 41mUnited Airlines
Deal found 3/27$282
This Delta deal was found by Cheapflights users on 3/27. 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.
Thu 4/107:25 pmYVR - MDW
2 stops12h 31mDelta
Sat 4/199:20 amMDW - YVR
2 stops13h 48mDelta
Deal found 3/27$315
This Delta deal was found by Cheapflights users on 3/27. 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.
Thu 4/173:30 pmYVR - ORD
1 stop6h 29mDelta
Tue 4/221:55 pmORD - YVR
2 stops11h 02mDelta
Deal found 3/27$338
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/176:00 amYVR - ORD
2 stops13h 09mAmerican Airlines
Tue 5/277:05 amORD - YVR
1 stop17h 45mAmerican Airlines
Deal found 3/27$424
This Porter Airlines deal was found by Cheapflights users on 3/27. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/127:00 amYVR - MDW
2 stops23h 45mPorter Airlines
Thu 5/159:40 amMDW - YVR
2 stops13h 15mPorter Airlines
Deal found 3/27$509
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/286:15 amYVR - MDW
1 stop9h 30mWestJet
Sat 5/316:30 pmMDW - YVR
1 stop27h 45mWestJet
Deal found 3/27$778

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 March 28, 2025.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago that are best for you.

Fly from

Vancouver Intl

Fly to

Chicago

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/1

6:00 am-4:44 pm

1 stop8h 44m

Chicago O'Hare Intl

Sun 5/4

5:30 pm-12:10 am

1 stop8h 40m

$203

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 4/30

5:35 pm-6:33 am

1 stop10h 58m

Chicago O'Hare Intl

Fri 5/2

5:30 pm-7:35 am

1 stop16h 05m

$249

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 8/1

9:30 am-11:21 pm

1 stop11h 51m

Chicago Midway

Tue 8/5

12:15 pm-8:52 pm

1 stop10h 37m

$265

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 4/14

5:20 pm-5:59 am

1 stop10h 39m

Chicago O'Hare Intl

Tue 4/15

7:16 pm-11:47 pm

1 stop6h 31m

$275

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 4/23

8:30 am-2:43 pm

Nonstop4h 13m

Chicago O'Hare Intl

Wed 4/30

7:00 am-10:54 pm

1 stop17h 54m

$280

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 4/12

6:15 am-12:31 pm

Nonstop4h 16m

Chicago O'Hare Intl

Sun 4/13

8:52 am-11:33 am

Nonstop4h 41m

$282

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 4/10

7:25 pm-9:56 am

2 stops12h 31m

Chicago Midway

Sat 4/19

9:20 am-9:08 pm

2 stops13h 48m

$315

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/17

3:30 pm-11:59 pm

1 stop6h 29m

Chicago O'Hare Intl

Tue 4/22

1:55 pm-10:57 pm

2 stops11h 02m

$338

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 5/17

6:00 am-9:09 pm

2 stops13h 09m

Chicago O'Hare Intl

Tue 5/27

7:05 am-10:50 pm

1 stop17h 45m

$424

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 5/12

7:00 am-8:45 am

2 stops23h 45m

Chicago Midway

Thu 5/15

9:40 am-8:55 pm

2 stops13h 15m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 22 results
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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 March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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.

The best insider tips for Vancouver Intl Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Vancouver Intl Airport to Chicago trip
Airports
YVR

Security screenings at YVR are quick, usually under ten minutes. Check live wait times online to plan your arrival accordingly.

Read more about YVRby Brandon Schultz
ORD

At ORD, immigration lines can be long. Plan extra time for Terminal 5 arrivals, especially without Global Entry.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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

Brandon Schultz

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

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 March 21, 2025.

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 66 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 $245). Flying from Vancouver Intl Airport to Chicago in March is currently the most expensive (average of $323). 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 March 28, 2025.

When flying from Vancouver Intl Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 28% versus a flight in the evening.

What is the cheapest day to fly from Vancouver Intl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Vancouver Intl to Chicago. Price data was last updated on May 19, 2024.

Travelers seeking maximum savings on their Vancouver Intl Airport to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 28, 2025.
See what other customers who have flown with Alaska Airlines, Delta and Porter Airlines from Vancouver to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,896 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Porter Airlines
7.9
Good
276 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • 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 $203. Other airlines that can offer you cheap pricing are Alaska Airlines, from $275, and Air Canada, from $280. Users have found that WestJet is 46% 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 $156. Users have also found prices from $159 and $169 on Air Canada and Alaska Airlines, 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: Avianca (100%), Emirates (90%), Air Canada (87%).

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

    While on average a flight from Vancouver Intl Airport to Chicago is generally $1,013, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $252 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 $245). Flying from Vancouver Intl Airport to Chicago in March is currently the most expensive (average of $323). 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 Vancouver Intl Airport?

Book flights to Vancouver Intl Airport if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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
Vancouver Intl to Paducah flights
Vancouver Intl to Peoria 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$166Average$266FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$172Average$414FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$258Average$399FlexibilityNo cancel feeOn-time69%
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