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$141+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
May 26 — Jun 21
Mon 5/26
Mon 6/2
1 adult, Economy
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Find cheap flights from Vancouver Intl to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in April or January, booked 73 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 May 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(Kiwi.com)

One-way from

$149
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$386

Good round-trip deal

$315 or less

Good one-way deal

$180 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. 6% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Sat 6/77:00 amYVR - ORD
1 stop7h 44mMultiple Airlines
Tue 6/1011:50 amORD - YVR
2 stops26h 55mMultiple Airlines
Deal found 5/21$237
This WestJet deal was found by Cheapflights users on 5/20. 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 6/37:00 amYVR - ORD
1 stop7h 44mWestJet
Thu 6/125:30 pmORD - YVR
1 stop7h 05mWestJet
Deal found 5/20$241
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Wed 6/1111:54 pmYVR - ORD
Nonstop4h 06mAmerican Airlines
Mon 6/238:04 pmORD - YVR
Nonstop4h 54mAmerican Airlines
Deal found 5/20$263
This Air Canada deal was found by Cheapflights users on 5/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/178:40 amYVR - ORD
Nonstop4h 15mAir Canada
Sat 9/201:01 pmORD - YVR
1 stop9h 20mAir Canada
Deal found 5/21$268
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Wed 6/1811:35 pmYVR - ORD
Nonstop4h 03mUnited Airlines
Wed 6/256:00 amORD - YVR
1 stop9h 53mUnited Airlines
Deal found 5/21$286
This Delta deal was found by Cheapflights users on 5/20. 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.
Mon 6/166:15 amYVR - MDW
1 stop9h 25mDelta
Wed 6/251:47 pmMDW - YVR
1 stop8h 43mDelta
Deal found 5/20$292
This Delta deal was found by Cheapflights users on 5/21. 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 7/177:55 pmYVR - ORD
2 stops9h 54mDelta
Sun 7/206:00 amORD - YVR
1 stop9h 21mDelta
Deal found 5/21$314
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Tue 8/199:30 amYVR - MDW
1 stop11h 28mMultiple Airlines
Mon 8/251:01 pmMDW - YVR
1 stop9h 51mMultiple Airlines
Deal found 5/21$320
This Kiwi.com deal was found by Cheapflights users on 5/21. 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.
Mon 7/1410:10 pmYVR - MDW
1 stop16h 14mPorter Airlines
Thu 7/179:40 amMDW - YVR
1 stop16h 18mPorter Airlines
Deal found 5/21$466
This FlightHub deal was found by Cheapflights users on 5/21. 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.
Wed 7/29:00 amYVR - MDW
2 stops22h 41mWestJet
Mon 7/77:21 pmMDW - YVR
2 stops22h 53mWestJet
Deal found 5/21$666

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 21, 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

Sat 6/7

7:00 am-4:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Tue 6/10

11:50 am-12:45 pm

2 stops26h 55m

$237

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 6/3

7:00 am-4:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Thu 6/12

5:30 pm-10:35 pm

1 stop7h 05m

$241

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 6/11

11:54 pm-6:00 am

Nonstop4h 06m

Chicago O'Hare Intl

Mon 6/23

8:04 pm-10:58 pm

Nonstop4h 54m

$263

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 9/17

8:40 am-2:55 pm

Nonstop4h 15m

Chicago O'Hare Intl

Sat 9/20

1:01 pm-8:21 pm

1 stop9h 20m

$268

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 6/18

1:45 pm-8:01 pm

Nonstop4h 16m

Chicago O'Hare Intl

Mon 6/23

5:02 am-1:36 pm

1 stop10h 34m

$286

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 6/16

6:15 am-5:40 pm

1 stop9h 25m

Chicago Midway

Wed 6/25

1:47 pm-8:30 pm

1 stop8h 43m

$292

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 8/19

9:30 am-10:58 pm

1 stop11h 28m

Chicago Midway

Mon 8/25

1:01 pm-8:52 pm

1 stop9h 51m

$320

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 8/26

5:46 pm-12:45 pm

2 stops16h 59m

Chicago O'Hare Intl

Wed 9/3

2:15 pm-10:18 pm

1 stop10h 03m

$328

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/26

7:07 pm-7:03 am

2 stops9h 56m

Chicago O'Hare Intl

Mon 9/29

8:00 am-6:17 pm

2 stops12h 17m

$352

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 7/14

10:10 pm-4:24 pm

1 stop16h 14m

Chicago Midway

Thu 7/17

9:40 am-11:58 pm

1 stop16h 18m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 23 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 May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 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 eDreams the most. eDreams 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 usually quick, averaging under ten minutes. Check live wait times online to plan your arrival accordingly.

Read more about YVRby Brandon Schultz
ORD

At ORD, Global Entry lanes are always open for expedited immigration. Prepare for long walks to reach immigration in Terminal 5.

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 May 16, 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 73 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 $321). 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 21, 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 26% 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 Tuesday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 21, 2025.

The most flights from YVR to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).

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 May 21, 2025.
See what other customers who have flown with Alaska Airlines, Porter Airlines and Delta 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
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Porter Airlines
8.0
Very good
286 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,951 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,745 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $263. Other airlines that can offer you cheap pricing are WestJet, from $266, and United Airlines, from $273. Users have found that Air Canada is 28% 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 United Airlines. According to our data, you can fly for as low as $151. Users have also found prices from $156 and $168 on Air Canada and Delta, 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 (88%), Air Canada (80%), United Airlines (80%).

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

    While on average a flight from Vancouver Intl Airport to Chicago is generally $1,087, our data shows the cheapest flight currently is $100. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $277 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 $321). 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
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
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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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$160Average$438FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$167Average$370FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$395FlexibilityNo cancel feeOn-time69%

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