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Cheap flights from Vancouver to Chicago from C$ 198

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 16/7. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
17 Jun — 24 Jun1
1 adult

Cheapflights Tip: The best prices from Vancouver to Chicago are usually found in April or January, booked 32 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

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 12 June 2025.

Round-trip from

C$ 327

One-way from

C$ 198

Popular in

December

Cheapest in

April

Average price

C$ 499
10/9-17/9
  • 10/9-17/9
  • 2 total stops
  • 16h 47m total
  • Vancouver to Chicago
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16/7
  • 16/7
  • 1 total stop
  • 10h 28m total
  • Vancouver to Chicago
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Highest demand for flights based on searches. 7% potential increase in price (C$ 51 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 12 June 2025.

Wed 10/97:00 a.m.YVR - ORD
1 stop7h 43mMultiple Airlines
Wed 17/93:21 p.m.ORD - YVR
1 stop9h 04mMultiple Airlines
Deal found 11/6C$ 327
Fri 27/610:25 p.m.YVR - ORD
1 stop23h 05mUnited Airlines
Sun 29/65:00 a.m.ORD - YVR
1 stop6h 51mUnited Airlines
Deal found 10/6C$ 328
Wed 17/97:00 a.m.YVR - ORD
1 stop7h 43mWestJet
Mon 22/95:30 p.m.ORD - YVR
1 stop7h 06mWestJet
Deal found 11/6C$ 332
Sun 15/61:40 p.m.YVR - ORD
1 stop7h 55mAmerican Airlines
Mon 16/69:55 a.m.ORD - YVR
Nonstop4h 35mAmerican Airlines
Deal found 11/6C$ 364
Tue 5/88:30 p.m.YVR - MDW
2 stops12h 10mMultiple Airlines
Tue 12/811:39 a.m.MDW - YVR
1 stop11h 13mMultiple Airlines
Deal found 11/6C$ 398
Mon 18/811:35 p.m.YVR - ORD
Nonstop4h 03mAir Canada
Mon 1/95:00 a.m.ORD - YVR
1 stop6h 51mAir Canada
Deal found 10/6C$ 407
Fri 20/61:45 p.m.YVR - ORD
Nonstop4h 16mLufthansa
Thu 26/67:35 p.m.ORD - YVR
Nonstop4h 43mLufthansa
Deal found 10/6C$ 424
Tue 12/83:31 p.m.YVR - ORD
1 stop6h 20mDelta
Tue 19/82:15 p.m.ORD - YVR
1 stop9h 55mDelta
Deal found 11/6C$ 433
Thu 24/76:15 a.m.YVR - MDW
1 stop9h 24mDelta
Tue 29/71:46 p.m.MDW - YVR
1 stop8h 45mDelta
Deal found 11/6C$ 435
Fri 25/77:07 p.m.YVR - ORD
2 stops8h 33mAlaska Airlines
Wed 30/77:00 a.m.ORD - YVR
2 stops13h 45mAlaska Airlines
Deal found 10/6C$ 511
Fri 20/68:40 a.m.YVR - MDW
2 stops22h 05mPorter Airlines
Thu 26/69:40 a.m.MDW - YVR
2 stops13h 21mPorter Airlines
Deal found 10/6C$ 662
Thu 24/79:30 a.m.YVR - MDW
1 stop10h 12mWestJet
Sun 27/712:43 p.m.MDW - YVR
1 stop10h 09mWestJet
Deal found 11/6C$ 946

Cheapflights Fare Finder

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 12 June 2025.
Use the filters below to find and compare flights from Vancouver to Chicago that are best for you.

Fly from

Vancouver

Fly to

Chicago

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 10/9

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Wed 17/9

3:21 p.m.-10:25 p.m.

1 stop9h 04m

C$ 327

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 27/6

10:25 p.m.-11:30 p.m.

1 stop23h 05m

Chicago O'Hare Intl

Sun 29/6

5:00 a.m.-9:51 a.m.

1 stop6h 51m

C$ 328

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 17/9

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Mon 22/9

5:30 p.m.-10:36 p.m.

1 stop7h 06m

C$ 332

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 5/8

8:30 p.m.-10:40 a.m.

2 stops12h 10m

Chicago Midway

Tue 12/8

11:39 a.m.-8:52 p.m.

1 stop11h 13m

C$ 398

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 18/8

11:35 p.m.-5:38 a.m.

Nonstop4h 03m

Chicago O'Hare Intl

Mon 1/9

5:00 a.m.-9:51 a.m.

1 stop6h 51m

C$ 407

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 24/7

6:15 a.m.-5:39 p.m.

1 stop9h 24m

Chicago Midway

Wed 30/7

9:25 a.m.-8:31 p.m.

2 stops13h 06m

C$ 435

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 22/7

6:40 p.m.-7:49 a.m.

2 stops11h 09m

Chicago O'Hare Intl

Tue 29/7

2:00 p.m.-10:30 p.m.

2 stops10h 30m

C$ 451

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 28/7

6:00 a.m.-7:30 a.m.

1 stop23h 30m

Chicago O'Hare Intl

Sun 3/8

7:58 p.m.-10:45 p.m.

Nonstop4h 47m

C$ 461

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 25/7

7:07 p.m.-5:40 a.m.

2 stops8h 33m

Chicago O'Hare Intl

Wed 30/7

7:00 a.m.-6:45 p.m.

2 stops13h 45m

C$ 511

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 24/7

10:15 a.m.-8:45 a.m.

2 stops20h 30m

Chicago Midway

Thu 31/7

9:40 a.m.-9:01 p.m.

2 stops13h 21m

C$ 715

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 22 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.

Cheapflights Insights

Everything you need to know about your flight from Vancouver to Chicago

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 9 June 2025.

To ensure you get the cheapest price possible for a flight from Vancouver to Chicago, you should look to book at least 32 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$ 352). 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 12 June 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 34% versus a flight in the morning.

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 12 June 2025.

The most flights from 8CA to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 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 12 June 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Porter Airlines and Delta 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
10,000 reviews
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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
288 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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
Check prices

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

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 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 United Airlines. Our recent data shows that you can find tickets from as low as C$ 328 on this airline. Additional options worth looking into are WestJet and Air Canada, starting at C$ 332 and C$ 407 round-trip. These flights start at 34% 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 WestJet. According to our data, you can fly for as low as C$ 219. Users have also found prices from C$ 227 and C$ 228 on Air Canada and United Airlines, 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 (75%), Air Canada (65%) and United Airlines (65%).

  • What are the cheapest flights from Vancouver to Chicago?

    While on average a flight from Vancouver to Chicago is generally C$ 1,119, our data shows the cheapest flight currently is C$ 214. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay C$ 354 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$ 352). 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 6 airlines flying from Vancouver to Chicago

Discover the top 6 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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 232AverageC$ 423FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 281AverageC$ 543FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 296AverageC$ 387FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Alaska AirlinesCheapestC$ 355AverageC$ 494FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
United AirlinesCheapestC$ 361AverageC$ 540FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 386AverageC$ 623FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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

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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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