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 96% of flights taking off at noon.

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

WestJet is the most popular carrier operating from Vancouver to Chicago

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.

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$ 173 Cheap Flights from Vancouver to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Vancouver and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from C$ 483 to C$ 796. The lowest price recently found on this route was C$ 308.

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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. - 10:44 p.m.YVR-ORD

21h 44m1 stop

1:45 p.m. - 4:27 p.m.ORD-YVR

28h 42m1 stop

C$ 308Multiple Airlines

Find Deal

Fri, 6 Feb - Tue, 10 Feb

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

16h 27m1 stop

10:00 a.m. - 10:45 p.m.ORD-YVR

14h 45m2 stops

C$ 322Multiple Airlines

Find Deal

Wed, 10 Dec - Tue, 16 Dec

7:45 p.m. - 12:08 p.m.YVR-ORD

14h 23m2 stops

7:53 p.m. - 4:31 p.m.ORD-YVR

22h 38m1 stop

C$ 335Multiple Airlines

Find Deal

Thu, 15 Jan - Mon, 19 Jan

4:35 p.m. - 10:39 a.m.YVR-ORD

16h 04m1 stop

11:45 a.m. - 11:59 p.m.ORD-YVR

14h 14m1 stop

C$ 340Multiple Airlines

Find Deal

Wed, 18 Feb - Sun, 22 Feb

8:30 a.m. - 4:43 p.m.YVR-ORD

6h 13m1 stop

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

7h 05m1 stop

C$ 352WestJet

Find Deal

Tue, 19 May - Tue, 26 May

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

8h 43m1 stop

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

8h 40m1 stop

C$ 356WestJet

Find Deal

Tue, 19 May - Tue, 26 May

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

11h 15m2 stops

9:32 a.m. - 6:44 p.m.MDW-YVR

11h 12m2 stops

C$ 453Delta

Find Deal

Tue, 13 Jan - Sat, 17 Jan

7:37 p.m. - 8:54 a.m.YVR-MDW

11h 17m2 stops

9:30 a.m. - 8:52 p.m.MDW-YVR

13h 22m2 stops

C$ 554Delta

Find Deal

Thu, 5 Mar - Tue, 10 Mar

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

11h 15m2 stops

9:50 a.m. - 8:54 p.m.MDW-YVR

13h 04m2 stops

C$ 599Delta

Find Deal

Fri, 23 Jan - Fri, 30 Jan

5:00 p.m. - 5:29 p.m.YVR-MDW

22h 29m2 stops

9:50 a.m. - 9:15 p.m.MDW-YVR

13h 25m2 stops

C$ 658WestJet

Find Deal

Tue, 20 Jan - Sun, 25 Jan

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

19 May

YVR8:30 a.m.Vancouver Intl

6h 13m

1 stop

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

26 May

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

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 352

Find similar

WestJet

19 May

YVR6:00 a.m.Vancouver Intl

8h 43m

1 stop

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

26 May

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

8h 40m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 356

Find similar

WestJet

4 May

YVR7:00 a.m.Vancouver Intl

7h 43m

1 stop

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

9 May

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

8h 40m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 373

Find similar

Delta flights from Vancouver to Chicago

Our best Delta deals on Vancouver to Chicago flight tickets

Delta

10 Dec

YVR3:31 p.m.Vancouver Intl

6h 28m

1 stop

ORD11:59 p.m.Chicago O'Hare Intl

17 Dec

ORD7:50 a.m.Chicago O'Hare Intl

28h 54m

1 stop

YVR10:44 a.m.Vancouver Intl

C$ 452

Find similar

Delta

13 Jan

YVR7:37 p.m.Vancouver Intl

11h 15m

2 stops

MDW8:52 a.m.Chicago Midway

17 Jan

MDW9:32 a.m.Chicago Midway

11h 12m

2 stops

YVR6:44 p.m.Vancouver Intl

C$ 453

Find similar

Delta

18 Jan

YVR3:30 p.m.Vancouver Intl

6h 23m

1 stop

ORD11:53 p.m.Chicago O'Hare Intl

24 Feb

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

11h 43m

1 stop

YVR12:03 a.m.Vancouver Intl

C$ 461

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/2

11:00 p.m.-10:44 p.m.

1 stop21h 44m

Chicago O'Hare Intl

Tue 10/2

1:45 p.m.-4:27 p.m.

1 stop28h 42m

C$ 308

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 10/12

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

1 stop16h 27m

Chicago O'Hare Intl

Tue 16/12

10:00 a.m.-10:45 p.m.

2 stops14h 45m

C$ 322

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 15/1

7:45 p.m.-12:08 p.m.

2 stops14h 23m

Chicago O'Hare Intl

Mon 19/1

7:53 p.m.-4:31 p.m.

1 stop22h 38m

C$ 335

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 18/2

4:35 p.m.-10:39 a.m.

1 stop16h 04m

Chicago O'Hare Intl

Sun 22/2

11:45 a.m.-11:59 p.m.

1 stop14h 14m

C$ 340

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 19/5

8:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Tue 26/5

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

1 stop7h 05m

C$ 352

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 19/5

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

1 stop8h 43m

Chicago O'Hare Intl

Tue 26/5

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

1 stop8h 40m

C$ 356

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 13/1

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

2 stops11h 15m

Chicago Midway

Sat 17/1

9:32 a.m.-6:44 p.m.

2 stops11h 12m

C$ 453

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 5/3

7:37 p.m.-8:54 a.m.

2 stops11h 17m

Chicago Midway

Tue 10/3

9:30 a.m.-8:52 p.m.

2 stops13h 22m

C$ 554

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 23/1

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

2 stops11h 15m

Chicago Midway

Fri 30/1

9:50 a.m.-8:54 p.m.

2 stops13h 04m

C$ 599

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 20/1

5:00 p.m.-5:29 p.m.

2 stops22h 29m

Chicago Midway

Sun 25/1

9:50 a.m.-9:15 p.m.

2 stops13h 25m

C$ 658

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 typical price of a round-trip flight between Vancouver and Chicago?

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$ 404.

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$ 569. 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 Monday because tickets tend to average around C$ 771. 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$ 412. 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$ 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$ 362 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 07m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Vancouver to Chicago takes 4h 07m

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 6h 13m.
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$ 209	Free Cancellation	Rating 7.4 9,029 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 238	Free Cancellation	Rating 7.2 3,169 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 239	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 269	Free Cancellation	Rating 7.1 10,463 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.