How many flights depart from Vancouver to Chicago on average per day?

As of November 2025, there are 6 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 10:00a.m., with 73% of flights taking off at noon.

How many flights depart from Vancouver to Chicago on average per week?

As of November 2025, 42 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

Which airlines fly to Chicago?

Air Canada, United Airlines and WestJet are the top three most popular airlines that fly to Chicago from Vancouver according to our data. Air Canada is the first choice among our users, with 53% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Vancouver to Chicago?

WestJet is the most popular carrier operating from Vancouver to Chicago

When did momondo last update prices for flights from Vancouver to Chicago?

Prices for flights from Vancouver to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from Vancouver to Chicago?

The number of operators available for flights from Vancouver to Chicago is 4 as of November 2025.

How old do you have to be to fly from Vancouver to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 153 Cheap Flights from Vancouver to Chicago in 2025/26

1 adult

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Find the cheapest flights from Vancouver to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 p.m. - 5:27 p.m.YVR-ORD

16h 27m1 stop

4:01 p.m. - 4:54 p.m.ORD-YVR

26h 53m2 stops

C$ 286Multiple Airlines

Find Deal

Wed, 3 Dec - Wed, 10 Dec

11:00 p.m. - 5:27 p.m.YVR-ORD

16h 27m1 stop

4:01 p.m. - 11:12 a.m.ORD-YVR

21h 11m1 stop

C$ 296Multiple Airlines

Find Deal

Wed, 3 Dec - Wed, 10 Dec

11:00 p.m. - 12:27 a.m.YVR-ORD

23h 27m2 stops

6:45 p.m. - 10:20 p.m.ORD-YVR

29h 35m1 stop

C$ 298Multiple Airlines

Find Deal

Sun, 16 Nov - Thu, 27 Nov

11:00 p.m. - 5:27 p.m.YVR-ORD

16h 27m1 stop

8:48 p.m. - 4:31 p.m.ORD-YVR

21h 43m1 stop

C$ 304Multiple Airlines

Find Deal

Wed, 3 Dec - Mon, 12 Jan

7:45 p.m. - 2:31 p.m.YVR-ORD

16h 46m2 stops

8:48 p.m. - 4:31 p.m.ORD-YVR

21h 43m1 stop

C$ 310Multiple Airlines

Find Deal

Tue, 2 Dec - Mon, 12 Jan

10:10 p.m. - 1:35 p.m.YVR-ORD

13h 25m1 stop

2:20 p.m. - 7:45 p.m.ORD-YVR

7h 25m1 stop

C$ 363WestJet

Find Deal

Thu, 4 Dec - Mon, 12 Jan

5:45 p.m. - 1:35 p.m.YVR-ORD

17h 50m1 stop

2:20 p.m. - 7:45 p.m.ORD-YVR

7h 25m1 stop

C$ 387WestJet

Find Deal

Thu, 4 Dec - Fri, 9 Jan

6:45 a.m. - 6:18 p.m.YVR-MDW

9h 33m2 stops

6:14 p.m. - 11:01 a.m.MDW-YVR

18h 47m2 stops

C$ 553Delta

Find Deal

Wed, 17 Dec - Tue, 6 Jan

7:36 p.m. - 12:34 p.m.YVR-MDW

14h 58m2 stops

9:34 a.m. - 8:54 p.m.MDW-YVR

13h 20m2 stops

C$ 565Delta

Find Deal

Wed, 17 Dec - Mon, 5 Jan

12:20 p.m. - 10:05 a.m.YVR-MDW

19h 45m2 stops

11:00 a.m. - 9:23 p.m.MDW-YVR

12h 23m2 stops

C$ 726Porter Airlines

Find Deal

Sun, 30 Nov - Wed, 3 Dec

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

4 Dec

YVR10:10 p.m.Vancouver Intl

13h 25m

1 stop

ORD1:35 p.m.Chicago O'Hare Intl

12 Jan

ORD2:20 p.m.Chicago O'Hare Intl

7h 25m

1 stop

YVR7:45 p.m.Vancouver Intl

C$ 363

Find similar

WestJet

4 Dec

YVR5:45 p.m.Vancouver Intl

17h 50m

1 stop

ORD1:35 p.m.Chicago O'Hare Intl

9 Jan

ORD2:20 p.m.Chicago O'Hare Intl

7h 25m

1 stop

YVR7:45 p.m.Vancouver Intl

C$ 387

Find similar

WestJet

21 Nov

YVR5:00 p.m.Vancouver Intl

18h 07m

2 stops

MDW1:07 p.m.Chicago Midway

28 Nov

MDW9:41 a.m.Chicago Midway

13h 34m

2 stops

YVR9:15 p.m.Vancouver Intl

C$ 730

Find similar

Alaska Airlines flights from Vancouver to Chicago

Our best Alaska Airlines deals on Vancouver to Chicago flight tickets

Alaska Airlines

10 Nov

YVR7:35 p.m.Vancouver Intl

8h 47m

1 stop

ORD6:22 a.m.Chicago O'Hare Intl

18 Nov

ORD2:05 p.m.Chicago O'Hare Intl

12h 05m

2 stops

YVR12:10 a.m.Vancouver Intl

C$ 530

Find similar

Alaska Airlines

8 Nov

YVR5:45 p.m.Vancouver Intl

9h 16m

2 stops

ORD5:01 a.m.Chicago O'Hare Intl

13 Nov

ORD3:25 p.m.Chicago O'Hare Intl

10h 45m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 621

Find similar

Alaska Airlines

8 Nov

YVR5:45 p.m.Vancouver Intl

9h 16m

2 stops

ORD5:01 a.m.Chicago O'Hare Intl

13 Nov

ORD7:00 a.m.Chicago O'Hare Intl

11h 45m

2 stops

YVR4:45 p.m.Vancouver Intl

C$ 629

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-4:54 p.m.

2 stops26h 53m

C$ 286

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-11:12 a.m.

1 stop21h 11m

C$ 296

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 16/11

11:00 p.m.-12:27 a.m.

2 stops23h 27m

Chicago O'Hare Intl

Thu 27/11

6:45 p.m.-10:20 p.m.

1 stop29h 35m

C$ 298

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Mon 12/1

8:48 p.m.-4:31 p.m.

1 stop21h 43m

C$ 304

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 2/12

7:45 p.m.-2:31 p.m.

2 stops16h 46m

Chicago O'Hare Intl

Mon 12/1

8:48 p.m.-4:31 p.m.

1 stop21h 43m

C$ 310

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/12

10:10 p.m.-1:35 p.m.

1 stop13h 25m

Chicago O'Hare Intl

Mon 12/1

2:20 p.m.-7:45 p.m.

1 stop7h 25m

C$ 363

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/12

5:45 p.m.-1:35 p.m.

1 stop17h 50m

Chicago O'Hare Intl

Fri 9/1

2:20 p.m.-7:45 p.m.

1 stop7h 25m

C$ 387

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 17/12

6:45 a.m.-6:18 p.m.

2 stops9h 33m

Chicago Midway

Tue 6/1

6:14 p.m.-11:01 a.m.

2 stops18h 47m

C$ 553

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 17/12

7:36 p.m.-12:34 p.m.

2 stops14h 58m

Chicago Midway

Mon 5/1

9:34 a.m.-8:54 p.m.

2 stops13h 20m

C$ 565

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 30/11

12:20 p.m.-10:05 a.m.

2 stops19h 45m

Chicago Midway

Wed 3/12

11:00 a.m.-9:23 p.m.

2 stops12h 23m

C$ 726

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Vancouver to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 430.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 570. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 779. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Vancouver to Chicago when you can find flight prices for as low as C$ 410. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 665 per ticket.

What is the cheapest Vancouver to Chicago flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Vancouver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 504 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Vancouver for as low as C$ 364 on momondo.

What cabin class options are available on Vancouver to Chicago flights?

There are 4 cabin classes available to choose from on Vancouver to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Vancouver to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver to Chicago

Fastest flight time	4h 08m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Vancouver to Chicago takes 4h 08m

Direct flights go from Vancouver to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

How far is Vancouver to Chicago by plane?
The straight-line distance from Vancouver to Chicago is 2850.5 km. By plane, this route typically takes 8h 52m.
When did momondo last update prices for flights from Vancouver to Chicago?
Prices for flights from Vancouver to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Vancouver to Chicago?
The number of operators available for flights from Vancouver to Chicago is 4 as of November 2025.
How old do you have to be to fly from Vancouver to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Vancouver to Chicago

Compare and see reviews for airlines that fly from Vancouver to Chicago with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 208	Free Cancellation	Rating 7.4 8,993 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 237	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 238	Free Cancellation	Rating 7.2 11,032 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 267	Free Cancellation	Rating 7.1 10,390 reviews	Search Air Canada flights

Munster

Hammond

Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Vancouver to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Vancouver to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Vancouver to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Vancouver to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Vancouver.

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Vancouver. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.