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$160+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Vancouver Intl to Chicago are usually found in October or February, booked 83 days in advance, depart on a Monday or Sunday and return on a Wednesday

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 January 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$250
(Kiwi.com)

One-way from

$160
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$384
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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High demand for flights, 3% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in January 2025
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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 January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/15:30 pmYVR - MDW
1 stop10h 01mMultiple Airlines
Tue 3/47:05 amMDW - YVR
2 stops17h 25mMultiple Airlines
Deal found 1/20$250
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/15:30 pmYVR - ORD
1 stop9h 35mMultiple Airlines
Tue 3/46:50 amORD - YVR
2 stops17h 40mMultiple Airlines
Deal found 1/20$250
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:30 amYVR - ORD
1 stop7h 26mWestJet
Mon 2/174:45 pmORD - YVR
1 stop27h 56mWestJet
Deal found 1/20$255
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/16:30 amYVR - ORD
Nonstop4h 14mUnited Airlines
Tue 3/43:40 pmORD - YVR
Nonstop4h 33mUnited Airlines
Deal found 1/20$285
This Air Canada deal was found by Cheapflights users on 1/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:30 amYVR - ORD
Nonstop4h 14mAir Canada
Tue 2/1811:35 amORD - YVR
1 stop11h 12mAir Canada
Deal found 1/20$292
This Delta deal was found by Cheapflights users on 1/20. 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.
Sun 2/97:29 pmYVR - MDW
2 stops11h 22mDelta
Wed 2/121:26 pmMDW - YVR
2 stops11h 29mDelta
Deal found 1/20$298
This Delta deal was found by Cheapflights users on 1/20. 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.
Thu 1/303:43 pmYVR - ORD
1 stop6h 28mDelta
Mon 2/37:15 amORD - YVR
1 stop9h 38mDelta
Deal found 1/20$304
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/18:10 amYVR - MDW
2 stops19h 21mFrontier
Sun 3/98:44 pmMDW - YVR
2 stops18h 26mFrontier
Deal found 1/20$481
This Justfly.com deal was found by Cheapflights users on 1/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/144:15 pmYVR - MDW
1 stop17h 45mPorter Airlines
Sun 3/1611:15 amMDW - YVR
1 stop26h 19mPorter Airlines
Deal found 1/20$513
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/712:55 pmYVR - MDW
1 stop26h 48mWestJet
Tue 2/111:26 pmMDW - YVR
1 stop24h 11mWestJet
Deal found 1/20$588

Find flights from Vancouver Intl to Chicago within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 3/1

5:30 pm-5:31 am

1 stop10h 01m

Chicago Midway

Tue 3/4

7:05 am-10:30 pm

2 stops17h 25m

$250

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 3/1

5:30 pm-5:05 am

1 stop9h 35m

Chicago O'Hare Intl

Tue 3/4

6:50 am-10:30 pm

2 stops17h 40m

$250

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/13

6:30 am-3:56 pm

1 stop7h 26m

Chicago O'Hare Intl

Mon 2/17

4:45 pm-6:41 pm

1 stop27h 56m

$255

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 3/1

6:30 am-12:44 pm

Nonstop4h 14m

Chicago O'Hare Intl

Tue 3/4

3:40 pm-6:13 pm

Nonstop4h 33m

$285

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/13

6:30 am-12:44 pm

Nonstop4h 14m

Chicago O'Hare Intl

Tue 2/18

11:35 am-8:47 pm

1 stop11h 12m

$292

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 2/9

7:29 pm-8:51 am

2 stops11h 22m

Chicago Midway

Wed 2/12

1:26 pm-10:55 pm

2 stops11h 29m

$298

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 1/31

11:35 am-12:11 am

1 stop10h 36m

Chicago O'Hare Intl

Mon 2/3

2:25 pm-10:55 pm

1 stop10h 30m

$306

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 3/1

8:10 am-5:31 am

2 stops19h 21m

Chicago Midway

Sun 3/9

8:44 pm-1:10 pm

2 stops18h 26m

$481

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 3/14

4:15 pm-12:00 pm

1 stop17h 45m

Chicago Midway

Sun 3/16

11:15 am-11:34 am

1 stop26h 19m

$513

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 2/7

12:55 pm-5:43 pm

1 stop26h 48m

Chicago Midway

Tue 2/11

1:26 pm-11:37 am

1 stop24h 11m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 20 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
SmartFaresPrice 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.

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.

Travel insights for flights from Vancouver Intl to Chicago

Get recent, data-driven insights about flights from Vancouver Intl to Chicago including ideal travel times, pricing trends, and more.

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 January 17, 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 83 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 $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 January 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 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.

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 January 21, 2025.

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

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 January 21, 2025.
See what other customers who have flown with WestJet, United 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.
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 $255. Other airlines that can offer you cheap pricing are United Airlines, from $285, and Air Canada, from $292. Users have found that WestJet is 35% 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 $162. Users have also found prices from $163 and $166 on WestJet 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: Avianca (100%), Emirates (95%), 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 $537, our data shows the cheapest flight currently is $154. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $285 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 $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 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$166Average$266FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$179Average$423FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$258Average$407FlexibilityNo cancel feeOn-time69%
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