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

As of January 2026, there are 3 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 8:00a.m., with 53% of flights taking off at noon.

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 51% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 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, Air Canada, and Delta are the most popular carriers operating from Vancouver to Chicago

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

As of January 2026, 26 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.

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 5 as of January 2026.

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 2026

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.

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

YVR

ORD

7h 43m1 stop

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

ORD

YVR

7h 05m1 stop

C$ 248WestJet

Fri, 8 May - Mon, 11 May

6:00 a.m. - 4:43 p.m.

YVR

ORD

8h 43m1 stop

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

ORD

YVR

7h 05m1 stop

C$ 257WestJet

Thu, 7 May - Sun, 10 May

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

YVR

ORD

7h 43m1 stop

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

ORD

YVR

7h 05m1 stop

C$ 260WestJet

Thu, 14 May - Sun, 24 May

8:30 a.m. - 2:41 p.m.

YVR

ORD

4h 11mdirect

3:35 p.m. - 6:10 p.m.

ORD

YVR

4h 35mdirect

C$ 271Air Canada

Tue, 3 Feb - Tue, 10 Feb

9:20 a.m. - 8:10 p.m.

YVR

ORD

8h 50m1 stop

3:35 p.m. - 6:10 p.m.

ORD

YVR

4h 35mdirect

C$ 277Air Canada

Fri, 20 Feb - Fri, 27 Feb

10:30 a.m. - 4:38 p.m.

YVR

ORD

4h 08mdirect

1:05 p.m. - 3:50 p.m.

ORD

YVR

4h 45mdirect

C$ 282United Airlines

Thu, 26 Feb - Mon, 2 Mar

9:20 a.m. - 8:10 p.m.

YVR

ORD

8h 50m1 stop

2:20 p.m. - 8:55 p.m.

ORD

YVR

8h 35m1 stop

C$ 289Multiple Airlines

Fri, 20 Feb - Fri, 27 Feb

7:37 p.m. - 8:52 a.m.

YVR

MDW

11h 15m2 stops

9:33 a.m. - 6:44 p.m.

MDW

YVR

11h 11m2 stops

C$ 341Delta

Thu, 22 Jan - Wed, 28 Jan

7:37 p.m. - 8:52 a.m.

YVR

MDW

11h 15m2 stops

9:53 a.m. - 8:40 p.m.

MDW

YVR

12h 47m2 stops

C$ 343Delta

Fri, 30 Jan - Mon, 2 Feb

12:05 p.m. - 11:41 p.m.

YVR

MDW

9h 36m1 stop

3:00 p.m. - 4:27 p.m.

MDW

YVR

27h 27m2 stops

C$ 347Multiple Airlines

Thu, 19 Feb - Thu, 26 Feb

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

8 May

YVR7:00 a.m.Vancouver Intl

7h 43m

1 stop

ORD4:43 p.m.Chicago O'Hare Intl

11 May

ORD5:30 p.m.Chicago O'Hare Intl

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 248

Find similar

WestJet

7 May

YVR6:00 a.m.Vancouver Intl

8h 43m

1 stop

ORD4:43 p.m.Chicago O'Hare Intl

10 May

ORD5:30 p.m.Chicago O'Hare Intl

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 257

Find similar

WestJet

1 May

YVR8:30 a.m.Vancouver Intl

6h 13m

1 stop

ORD4:43 p.m.Chicago O'Hare Intl

4 May

ORD5:30 p.m.Chicago O'Hare Intl

8h 40m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 260

Find similar

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets

Air Canada

23 Jan

YVR8:30 a.m.Vancouver Intl

4h 11m

ORD2:41 p.m.Chicago O'Hare Intl

25 Jan

ORD3:35 p.m.Chicago O'Hare Intl

4h 35m

YVR6:10 p.m.Vancouver Intl

C$ 271

Find similar

Air Canada

23 Jan

YVR9:20 a.m.Vancouver Intl

8h 50m

1 stop

ORD8:10 p.m.Chicago O'Hare Intl

25 Jan

ORD3:35 p.m.Chicago O'Hare Intl

4h 35m

YVR6:10 p.m.Vancouver Intl

C$ 284

Find similar

Air Canada

19 Jan

YVR7:35 a.m.Vancouver Intl

10h 10m

1 stop

ORD7:45 p.m.Chicago O'Hare Intl

22 Jan

ORD3:35 p.m.Chicago O'Hare Intl

4h 35m

YVR6:10 p.m.Vancouver Intl

C$ 290

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/5

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

1 stop7h 43m

Chicago O'Hare Intl

Mon 11/5

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

1 stop7h 05m

C$ 248

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 7/5

6:00 a.m.-4:43 p.m.

1 stop8h 43m

Chicago O'Hare Intl

Sun 10/5

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

1 stop7h 05m

C$ 257

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 14/5

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

1 stop7h 43m

Chicago O'Hare Intl

Sun 24/5

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

1 stop7h 05m

C$ 260

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 3/2

8:30 a.m.-2:41 p.m.

Nonstop4h 11m

Chicago O'Hare Intl

Tue 10/2

3:35 p.m.-6:10 p.m.

Nonstop4h 35m

C$ 271

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 20/2

9:20 a.m.-8:10 p.m.

1 stop8h 50m

Chicago O'Hare Intl

Fri 27/2

3:35 p.m.-6:10 p.m.

Nonstop4h 35m

C$ 277

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 26/2

10:30 a.m.-4:38 p.m.

Nonstop4h 08m

Chicago O'Hare Intl

Mon 2/3

1:05 p.m.-3:50 p.m.

Nonstop4h 45m

C$ 282

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 20/2

9:20 a.m.-8:10 p.m.

1 stop8h 50m

Chicago O'Hare Intl

Fri 27/2

2:20 p.m.-8:55 p.m.

1 stop8h 35m

C$ 289

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 22/1

7:37 p.m.-8:52 a.m.

2 stops11h 15m

Chicago Midway

Wed 28/1

9:33 a.m.-6:44 p.m.

2 stops11h 11m

C$ 341

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 30/1

7:37 p.m.-8:52 a.m.

2 stops11h 15m

Chicago Midway

Mon 2/2

9:53 a.m.-8:40 p.m.

2 stops12h 47m

C$ 343

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 19/2

12:05 p.m.-11:41 p.m.

1 stop9h 36m

Chicago Midway

Thu 26/2

3:00 p.m.-4:27 p.m.

2 stops27h 27m

C$ 347

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 September is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 394.

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$ 568. 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 Saturday because tickets tend to average around C$ 780. 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 evening is the cheapest time of day to fly from Vancouver to Chicago when you can find flight prices for as low as C$ 581. Flying to Chicago in the evening 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$ 656 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$ 493 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$ 372 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	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Chicago	3 airports

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

Direct flights go from Vancouver to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 3 airports in Chicago. From Vancouver there are direct flights to 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 4h 08m.
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 5 as of January 2026.
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$ 203	Free Cancellation	Rating 7.4 9,132 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 233	Free Cancellation	Rating 7.2 3,235 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 234	Free Cancellation	Rating 7.2 11,083 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 247	Free Cancellation	Rating 7.1 10,597 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom C$ 385	Free Cancellation	Rating 8.0 11,648 reviews	Search Alaska Airlines 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.