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$147+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in April or January, booked 32 days in advance, depart on a Tuesday or Wednesday 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 June 18, 2025.

Round-trip from

$239
(FlightHub)

One-way from

$147
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$342

Good round-trip deal

$313 or less

Good one-way deal

$207 or less
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. 7% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This FlightHub deal was found by Cheapflights users on 6/16. 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 8/137:00 amYVR - ORD
1 stop7h 44mWestJet
Mon 8/185:30 pmORD - YVR
1 stop8h 40mWestJet
Deal found 6/16$239
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 9/176:00 amYVR - ORD
2 stops14h 28mMultiple Airlines
Mon 9/225:30 pmORD - YVR
1 stop7h 06mMultiple Airlines
Deal found 6/16$241
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Mon 7/211:25 pmYVR - ORD
Nonstop4h 20mAmerican Airlines
Tue 7/226:13 amORD - YVR
1 stop8h 32mAmerican Airlines
Deal found 6/18$279
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 6/2711:35 pmYVR - ORD
Nonstop4h 03mUnited Airlines
Mon 6/308:48 amORD - YVR
Nonstop4h 45mUnited Airlines
Deal found 6/16$293
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/1011:00 pmYVR - MDW
1 stop22h 17mMultiple Airlines
Wed 7/1611:39 amMDW - YVR
1 stop11h 13mMultiple Airlines
Deal found 6/16$310
This Delta deal was found by Cheapflights users on 6/16. 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 7/246:15 amYVR - MDW
1 stop9h 24mDelta
Wed 8/61:46 pmMDW - YVR
1 stop8h 45mDelta
Deal found 6/16$328
This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 9/136:48 amYVR - ORD
2 stops10h 08mDelta
Sat 9/207:30 amORD - YVR
1 stop10h 48mDelta
Deal found 6/16$328
This Kissandfly.com deal was found by Cheapflights users on 6/16. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/241:45 pmYVR - ORD
Nonstop4h 18mLufthansa
Wed 8/65:00 amORD - YVR
1 stop6h 51mLufthansa
Deal found 6/16$334
This Air Canada deal was found by Cheapflights users on 6/17. 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.
Fri 6/2711:35 pmYVR - ORD
Nonstop4h 03mAir Canada
Mon 6/307:35 pmORD - YVR
Nonstop4h 43mAir Canada
Deal found 6/17$359
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 8/11:17 pmYVR - ORD
1 stop8h 22mAlaska Airlines
Fri 8/82:03 pmORD - YVR
2 stops11h 55mAlaska Airlines
Deal found 6/16$415
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Thu 7/178:40 amYVR - MDW
2 stops22h 05mPorter Airlines
Tue 7/229:40 amMDW - YVR
2 stops13h 21mPorter Airlines
Deal found 6/18$487
This FlightHub deal was found by Cheapflights users on 6/18. 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.
Thu 6/2611:00 pmYVR - MDW
1 stop8h 41mWestJet
Sat 7/59:24 amMDW - YVR
1 stop5h 57mWestJet
Deal found 6/18$697

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 June 18, 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

Wed 8/13

7:00 am-4:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Mon 8/18

5:30 pm-12:10 am

1 stop8h 40m

$239

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/8

7:00 am-9:30 pm

2 stops12h 30m

Chicago O'Hare Intl

Mon 8/11

5:30 pm-10:35 pm

1 stop7h 05m

$245

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/27

11:35 pm-5:38 am

Nonstop4h 03m

Chicago O'Hare Intl

Mon 6/30

8:48 am-11:33 am

Nonstop4h 45m

$293

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/27

11:45 pm-10:10 am

1 stop8h 25m

Chicago O'Hare Intl

Mon 6/30

8:04 pm-10:58 pm

Nonstop4h 54m

$309

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 7/10

11:00 pm-11:17 pm

1 stop22h 17m

Chicago Midway

Wed 7/16

11:39 am-8:52 pm

1 stop11h 13m

$310

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 7/24

6:15 am-5:39 pm

1 stop9h 24m

Chicago Midway

Wed 8/6

1:46 pm-8:31 pm

1 stop8h 45m

$328

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 9/13

6:48 am-6:56 pm

2 stops10h 08m

Chicago O'Hare Intl

Sat 9/20

7:30 am-4:18 pm

1 stop10h 48m

$328

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 7/24

1:45 pm-8:03 pm

Nonstop4h 18m

Chicago O'Hare Intl

Wed 8/6

5:00 am-9:51 am

1 stop6h 51m

$334

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/27

11:35 pm-5:38 am

Nonstop4h 03m

Chicago O'Hare Intl

Mon 6/30

7:35 pm-10:18 pm

Nonstop4h 43m

$359

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/1

1:17 pm-11:39 pm

1 stop8h 22m

Chicago O'Hare Intl

Fri 8/8

2:03 pm-11:58 pm

2 stops11h 55m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 24 results
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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 June 13, 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 32 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 June 18, 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 December 16, 2024.

Travelers seeking maximum savings on their Vancouver Intl Airport to Chicago flight should consider departing on Wednesday at noon 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 June 18, 2025.

The most flights from YVR to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (9 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 June 18, 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

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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
289 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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
8,810 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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

Comfort

7.8

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Boarding

8.1

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 $239. Other airlines that can offer you cheap pricing are American Airlines, from $279, and United Airlines, from $293. Users have found that WestJet is 34% 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 $147. Users have also found prices from $162 and $167 on Sun Country Air 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: Air Canada (70%), United Airlines (70%), Avianca (70%).

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

    While on average a flight from Vancouver Intl Airport to Chicago is generally $669, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $238 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
Lansing
Benton Harbor
Porter
Hammond
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
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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$166Average$438FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$167Average$370FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$399FlexibilityNo cancel feeOn-time69%

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