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Cheap flights from Vancouver to Chicago from C$ 223

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 17/8. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Vancouver to Chicago are usually found in January or October, booked 66 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

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 25 March 2025.

Round-trip from

C$ 308

One-way from

C$ 223

Popular in

December

Cheapest in

January

Average price

C$ 557
12/5-13/5
  • 12/5-13/5
  • 2 total stops
  • 44h 23m total
  • Vancouver to Chicago
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WestJet
  • WestJet
  • 28/7
  • 1 total stop
  • 8h 44m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Mon 12/53:55 p.m.YVR - ORD
1 stop17h 00mMultiple Airlines
Tue 13/59:02 p.m.ORD - YVR
1 stop27h 23mMultiple Airlines
Deal found 24/3C$ 308
Fri 9/56:00 a.m.YVR - ORD
1 stop8h 44mWestJet
Sun 11/55:30 p.m.ORD - YVR
1 stop8h 40mWestJet
Deal found 24/3C$ 344
Wed 18/612:45 a.m.YVR - ORD
1 stop8h 08mAir Canada
Thu 19/63:35 p.m.ORD - YVR
Nonstop4h 33mAir Canada
Deal found 24/3C$ 400
Sat 12/46:15 a.m.YVR - ORD
Nonstop4h 16mUnited Airlines
Sun 13/45:00 a.m.ORD - YVR
1 stop7h 14mUnited Airlines
Deal found 24/3C$ 415
Tue 10/66:00 a.m.YVR - ORD
1 stop9h 12mAmerican Airlines
Tue 10/68:04 p.m.ORD - YVR
Nonstop4h 54mAmerican Airlines
Deal found 23/3C$ 444
Fri 9/511:00 p.m.YVR - MDW
1 stop8h 33mMultiple Airlines
Sun 11/56:45 p.m.MDW - YVR
1 stop18h 30mMultiple Airlines
Deal found 24/3C$ 458
Mon 31/37:33 p.m.YVR - ORD
1 stop8h 26mAlaska Airlines
Mon 7/47:16 p.m.ORD - YVR
1 stop6h 31mAlaska Airlines
Deal found 24/3C$ 460
Mon 31/37:25 p.m.YVR - ORD
2 stops11h 53mDelta
Mon 7/42:20 p.m.ORD - YVR
1 stop10h 37mDelta
Deal found 24/3C$ 483
Fri 18/47:33 p.m.YVR - ORD
1 stop26h 26mHawaiian Airlines
Tue 22/43:44 p.m.ORD - YVR
1 stop19h 54mHawaiian Airlines
Deal found 24/3C$ 543
Fri 18/47:45 p.m.YVR - MDW
2 stops10h 55mDelta
Fri 25/410:20 a.m.MDW - YVR
2 stops10h 03mDelta
Deal found 24/3C$ 556
Fri 2/57:00 a.m.YVR - MDW
2 stops23h 45mPorter Airlines
Sun 4/59:40 a.m.MDW - YVR
2 stops13h 15mPorter Airlines
Deal found 23/3C$ 764
Tue 22/411:00 p.m.YVR - MDW
1 stop8h 07mWestJet
Tue 29/410:20 a.m.MDW - YVR
2 stops16h 19mWestJet
Deal found 23/3C$ 858

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 25 March 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

Mon 12/5

3:55 p.m.-10:55 a.m.

1 stop17h 00m

Chicago O'Hare Intl

Tue 13/5

9:02 p.m.-10:25 p.m.

1 stop27h 23m

C$ 308

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/5

6:00 a.m.-4:44 p.m.

1 stop8h 44m

Chicago O'Hare Intl

Sun 11/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 344

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 18/6

12:45 a.m.-10:53 a.m.

1 stop8h 08m

Chicago O'Hare Intl

Thu 19/6

3:35 p.m.-6:08 p.m.

Nonstop4h 33m

C$ 400

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 12/4

6:15 a.m.-12:31 p.m.

Nonstop4h 16m

Chicago O'Hare Intl

Sun 13/4

5:00 a.m.-10:14 a.m.

1 stop7h 14m

C$ 415

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 10/6

6:00 a.m.-5:12 p.m.

1 stop9h 12m

Chicago O'Hare Intl

Tue 10/6

8:04 p.m.-10:58 p.m.

Nonstop4h 54m

C$ 444

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 9/5

11:00 p.m.-9:33 a.m.

1 stop8h 33m

Chicago Midway

Sun 11/5

6:45 p.m.-11:15 a.m.

1 stop18h 30m

C$ 458

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 17/4

11:43 a.m.-11:59 p.m.

1 stop10h 16m

Chicago O'Hare Intl

Tue 22/4

2:15 p.m.-10:57 p.m.

1 stop10h 42m

C$ 460

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 18/4

7:33 p.m.-11:59 p.m.

1 stop26h 26m

Chicago O'Hare Intl

Tue 22/4

3:44 p.m.-9:38 a.m.

1 stop19h 54m

C$ 543

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 18/4

7:45 p.m.-8:40 a.m.

2 stops10h 55m

Chicago Midway

Fri 25/4

10:20 a.m.-6:23 p.m.

2 stops10h 03m

C$ 556

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 2/5

7:00 a.m.-8:45 a.m.

2 stops23h 45m

Chicago Midway

Sun 4/5

9:40 a.m.-8:55 p.m.

2 stops13h 15m

C$ 764

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/3

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 21 March 2025.

To ensure you get the cheapest price possible for a flight from Vancouver to Chicago, you should look to book at least 66 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 25 March 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 35% versus a flight at noon.

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. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 25 March 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and Porter 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
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
9,785 reviews
Alaska Airlines
8.0
Very good
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
7,890 reviews
Alaska Airlines
8.0
Very good
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
275 reviews
Alaska Airlines
8.0
Very good
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
Hawaiian Airlines
7.9
Good
2,330 reviews
Alaska Airlines
8.0
Very good
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
8,605 reviews
Alaska Airlines
8.0
Very good
9,785 reviews
Check prices

Overall

8.0

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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$ 344 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 400 and C$ 415 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 WestJet. According to our data, you can fly for as low as C$ 223. Users have also found prices from C$ 228 and C$ 251 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 (100%), Emirates (90%) and Air Canada (87%).

  • What are the cheapest flights from Vancouver to Chicago?

    While on average a flight from Vancouver to Chicago is generally C$ 1,384, our data shows the cheapest flight currently is C$ 213. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay C$ 308 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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 310AverageC$ 431FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 341AverageC$ 580FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Alaska AirlinesCheapestC$ 372AverageC$ 622FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
United AirlinesCheapestC$ 381AverageC$ 564FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 404AverageC$ 556FlexibilityNo 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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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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