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Cheap flights from Vancouver to Chicago from C$ 230

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 15/3. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
22 Jan — 29 Jan1
1 adult

The best prices from Vancouver to Chicago are usually found in October or September, booked 83 days in advance, depart on a Thursday or Wednesday and return on a Monday

Cheap flight deals from Vancouver to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver (8CA) 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 17 January 2025.

Round-trip from

C$ 359

One-way from

C$ 230

Popular in

December

Cheapest in

October

Average price

C$ 599
1/3-4/3
  • 1/3-4/3
  • 2 total stops
  • 22h 08m total
  • Vancouver to Chicago
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15/3
  • 15/3
  • 1 total stop
  • 18h 11m total
  • Vancouver to Chicago
Search Deals
High demand for flights, 5% 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 to Chicago

Cheapest flights from Vancouver to Chicago
Explore the most affordable flight options available from Vancouver to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 January 2025.

Sat 1/33:55 p.m.YVR - ORD
1 stop11h 10mMultiple Airlines
Tue 4/31:32 p.m.ORD - YVR
1 stop10h 58mMultiple Airlines
Deal found 16/1C$ 359
Sat 1/35:30 p.m.YVR - MDW
1 stop10h 01mMultiple Airlines
Tue 4/37:05 a.m.MDW - YVR
2 stops17h 25mMultiple Airlines
Deal found 15/1C$ 362
Thu 13/26:30 a.m.YVR - ORD
1 stop7h 26mWestJet
Mon 17/24:45 p.m.ORD - YVR
1 stop26h 01mWestJet
Deal found 15/1C$ 365
Wed 19/26:30 a.m.YVR - ORD
Nonstop4h 14mAir Canada
Fri 21/24:00 p.m.ORD - YVR
1 stop10h 05mAir Canada
Deal found 16/1C$ 407
Sat 1/36:30 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Tue 4/33:40 p.m.ORD - YVR
Nonstop4h 33mUnited Airlines
Deal found 16/1C$ 410
Thu 30/17:00 a.m.YVR - ORD
2 stops8h 29mDelta
Tue 4/26:15 a.m.ORD - YVR
1 stop7h 22mDelta
Deal found 16/1C$ 431
Sun 26/17:29 p.m.YVR - MDW
2 stops11h 25mDelta
Mon 3/21:26 p.m.MDW - YVR
2 stops11h 29mDelta
Deal found 16/1C$ 441
Fri 7/116:00 p.m.YVR - ORD
1 stop17h 04mAlaska Airlines
Tue 11/117:45 a.m.ORD - YVR
1 stop7h 03mAlaska Airlines
Deal found 16/1C$ 640
Fri 8/811:50 p.m.YVR - ORD
Nonstop4h 13mAmerican Airlines
Tue 12/87:00 a.m.ORD - YVR
1 stop7h 40mAmerican Airlines
Deal found 16/1C$ 700
Thu 6/310:05 p.m.YVR - MDW
1 stop10h 15mPorter Airlines
Wed 12/311:15 a.m.MDW - YVR
1 stop11h 49mPorter Airlines
Deal found 15/1C$ 743
Fri 7/111:15 p.m.YVR - MDW
1 stop21h 47mWestJet
Tue 11/111:05 p.m.MDW - YVR
1 stop24h 10mWestJet
Deal found 16/1C$ 858

Find flights from Vancouver to Chicago within your budget

Customize your flight search to find flights from Vancouver 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 629,999 searches. Data last updated 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/3

3:55 p.m.-5:05 a.m.

1 stop11h 10m

Chicago O'Hare Intl

Tue 4/3

1:32 p.m.-10:30 p.m.

1 stop10h 58m

C$ 359

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

5:30 p.m.-5:31 a.m.

1 stop10h 01m

Chicago Midway

Tue 4/3

7:05 a.m.-10:30 p.m.

2 stops17h 25m

C$ 362

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 13/2

6:30 a.m.-3:56 p.m.

1 stop7h 26m

Chicago O'Hare Intl

Mon 17/2

4:45 p.m.-4:46 p.m.

1 stop26h 01m

C$ 365

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 19/2

6:30 a.m.-12:44 p.m.

Nonstop4h 14m

Chicago O'Hare Intl

Fri 21/2

4:00 p.m.-12:05 a.m.

1 stop10h 05m

C$ 407

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/3

6:30 a.m.-12:44 p.m.

Nonstop4h 14m

Chicago O'Hare Intl

Tue 4/3

3:40 p.m.-6:13 p.m.

Nonstop4h 33m

C$ 410

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 30/1

7:00 a.m.-5:29 p.m.

2 stops8h 29m

Chicago O'Hare Intl

Tue 4/2

6:15 a.m.-11:37 a.m.

1 stop7h 22m

C$ 431

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

7:29 p.m.-8:51 a.m.

2 stops11h 22m

Chicago Midway

Mon 3/3

1:26 p.m.-10:55 p.m.

2 stops11h 29m

C$ 516

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 18/2

7:10 a.m.-12:10 p.m.

1 stop27h 00m

Chicago Midway

Sun 2/3

11:15 a.m.-9:01 p.m.

2 stops11h 46m

C$ 713

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 26/2

6:00 a.m.-4:58 p.m.

2 stops32h 58m

Chicago O'Hare Intl

Mon 3/3

7:00 p.m.-11:52 p.m.

2 stops30h 52m

C$ 844

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 18/4

10:00 a.m.-2:22 p.m.

2 stops26h 22m

Chicago Midway

Sun 20/4

1:16 p.m.-11:49 a.m.

1 stop24h 33m

C$ 877

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/1

Showing 1-10 of 21 results
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Best time to book a flight from Vancouver to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Vancouver 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 to Chicago

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

How far ahead should I book a flight from Vancouver to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Vancouver to Chicago. Price data was last updated on 10 January 2025.

To ensure you get the cheapest price possible for a flight from Vancouver to Chicago, you should look to book at least 83 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Vancouver to Chicago (average of C$ 261). Flying from Vancouver to Chicago in March is currently the most expensive (average of C$ 355). 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 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 17 January 2025.

When flying from Vancouver 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 25% versus a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Vancouver to Chicago. Price data was last updated on 10 November 2024.

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

Weekly flight availability from Vancouver to Chicago

Explore weekly flight availability from Vancouver 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 17 January 2025.

The most flights from 8CA 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 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 17 January 2025.
Peruse reviews from past customers who have flown with WestJet, Air Canada and United Airlines from Vancouver to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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
9,681 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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
8,511 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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

Aeromexico
7.5
Good
1,849 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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
8,965 reviews
Alaska Airlines
8.0
Very good
9,681 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 10

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 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 to Chicago round-trip?

    Our cheapest airline available from Vancouver to Chicago is WestJet. Our recent data shows that you can find tickets from as low as C$ 365 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 407 and C$ 410 round-trip. These flights start at 36% lower than the current average price 3 months from now.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as C$ 233. Users have also found prices from C$ 234 and C$ 240 on WestJet and Air Canada, respectively.

  • What are the most reliable airlines from Vancouver to Chicago?

    The top 3 most reliable airlines when flying from Vancouver to Chicago are Avianca (100%), Emirates (95%) and United Airlines (80%).

  • What are the cheapest flights from Vancouver to Chicago?

    While on average a flight from Vancouver to Chicago is generally C$ 968, our data shows the cheapest flight currently is C$ 201. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay C$ 375 for that flight.

  • Can I find deals for flights from Vancouver to Chicago that include hotel bookings?

    Yes. In addition to deals on Vancouver to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vancouver to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vancouver to Chicago.

  • Can I find deals for business class flights from Vancouver to Chicago?

    Yes. Cheapflights offers flight deals from Vancouver 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 to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Vancouver to Chicago (average of C$ 261). Flying from Vancouver to Chicago in March is currently the most expensive (average of C$ 355). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Vancouver to Chicago

Discover the top 5 airlines that operate flights from Vancouver 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 629,999 searches. Data last updated 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 347AverageC$ 453FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Alaska AirlinesCheapestC$ 373AverageC$ 624FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Air CanadaCheapestC$ 376AverageC$ 601FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 386AverageC$ 574FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 405AverageC$ 557FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Vancouver to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from Vancouver to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Vancouver to Chicago.

Can Cheapflights find flights from Vancouver to Chicago with no change fees?

Yes, we can. To see specific flights from Vancouver to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Vancouver to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Vancouver to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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