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Cheap flights from Vancouver to Chicago from C$ 142

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
16 Feb — 23 Feb1
1 adult

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 11 February 2025.

Round-trip from

C$ 275

One-way from

C$ 142

Popular in

December

Cheapest in

January

Average price

C$ 480
WestJet
  • WestJet
  • 3/3-10/3
  • 2 total stops
  • 16h 42m total
  • Vancouver to Chicago
WestJet
  • WestJet
  • 10/3
  • 1 total stop
  • 7h 26m total
  • Vancouver to Chicago
Highest demand for flights based on searches. 1% potential increase in price (C$ 12 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 11 February 2025.

Mon 5/57:00 a.m.YVR - ORD
1 stop7h 44mWestJet
Fri 9/55:30 p.m.ORD - YVR
1 stop7h 05mWestJet
Deal found 10/2C$ 281
Tue 11/39:05 a.m.YVR - ORD
1 stop19h 37mMultiple Airlines
Tue 18/37:47 a.m.ORD - YVR
1 stop16h 43mMultiple Airlines
Deal found 9/2C$ 304
Sat 1/35:30 p.m.YVR - MDW
1 stop10h 01mMultiple Airlines
Thu 6/38:44 p.m.MDW - YVR
2 stops21h 06mMultiple Airlines
Deal found 10/2C$ 380
Tue 11/36:30 a.m.YVR - ORD
Nonstop4h 14mAir Canada
Tue 18/38:06 p.m.ORD - YVR
Nonstop4h 46mAir Canada
Deal found 9/2C$ 383
Tue 11/36:30 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Sat 15/37:00 a.m.ORD - YVR
1 stop10h 11mUnited Airlines
Deal found 11/2C$ 439
Wed 12/311:45 a.m.YVR - ORD
2 stops8h 00mDelta
Sat 15/37:50 a.m.ORD - YVR
2 stops12h 44mDelta
Deal found 10/2C$ 483
Sat 12/47:00 a.m.YVR - MDW
2 stops9h 33mDelta
Mon 21/410:20 a.m.MDW - YVR
2 stops10h 03mDelta
Deal found 10/2C$ 522
Tue 11/38:45 a.m.YVR - MDW
2 stops23h 35mPorter Airlines
Fri 14/311:15 a.m.MDW - YVR
2 stops11h 42mPorter Airlines
Deal found 11/2C$ 580
Wed 12/311:00 p.m.YVR - MDW
1 stop8h 09mWestJet
Sat 15/311:27 a.m.MDW - YVR
2 stops14h 34mWestJet
Deal found 10/2C$ 836

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 11 February 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 5/5

7:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Fri 9/5

5:30 p.m.-10:35 p.m.

1 stop7h 05m

C$ 281

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 11/3

9:05 a.m.-6:42 a.m.

1 stop19h 37m

Chicago O'Hare Intl

Tue 18/3

7:47 a.m.-10:30 p.m.

1 stop16h 43m

C$ 304

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

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

1 stop10h 01m

Chicago Midway

Thu 6/3

8:44 p.m.-3:50 p.m.

2 stops21h 06m

C$ 380

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 11/3

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

Nonstop4h 14m

Chicago O'Hare Intl

Tue 18/3

11:35 a.m.-8:47 p.m.

1 stop11h 12m

C$ 383

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 11/3

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

Nonstop4h 14m

Chicago O'Hare Intl

Sat 15/3

7:00 a.m.-3:11 p.m.

1 stop10h 11m

C$ 439

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 12/3

11:45 a.m.-9:45 p.m.

2 stops8h 00m

Chicago O'Hare Intl

Sat 15/3

7:50 a.m.-6:34 p.m.

2 stops12h 44m

C$ 483

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 12/4

7:00 a.m.-6:33 p.m.

2 stops9h 33m

Chicago Midway

Mon 21/4

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

2 stops10h 03m

C$ 522

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

4:15 p.m.-10:20 a.m.

1 stop16h 05m

Chicago Midway

Thu 6/3

11:15 a.m.-1:04 a.m.

1 stop15h 49m

C$ 621

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 12/3

11:00 p.m.-9:09 a.m.

1 stop8h 09m

Chicago Midway

Sat 15/3

11:27 a.m.-12:01 a.m.

2 stops14h 34m

C$ 836

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 24/3

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

1 stop7h 26m

C$ 145

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

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 7 February 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 11 February 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 36% 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.

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 11 February 2025.

The most flights from 8CA to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 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 11 February 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.

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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

8.0
Very good

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

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

Crew

8.5

Food

7.1

Overall