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

As of February 2026, there are 5 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 10:00a.m., with 100% 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 49% 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 is the most popular carrier operating from Vancouver to Chicago

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

As of February 2026, 39 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Wed, with 15% 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 February 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$ 132 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.

6:00 a.m. - 4:40 p.m.

YVR

ORD

8h 40m

1 stop

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 231WestJet

Thu, 7 May - Sun, 10 May

6:00 a.m. - 4:40 p.m.

YVR

ORD

8h 40m

1 stop

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 240WestJet

Thu, 7 May - Sun, 10 May

6:00 a.m. - 4:40 p.m.

YVR

ORD

8h 40m

1 stop

5:30 p.m. - 12:40 p.m.

ORD

YVR

21h 10m

1 stop

C$ 270WestJet

Sun, 17 May - Mon, 25 May

7:30 p.m. - 4:40 p.m.

YVR

ORD

19h 10m

1 stop

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 274WestJet

Sat, 2 May - Sun, 10 May

10:30 p.m. - 4:40 p.m.

YVR

ORD

16h 10m

2 stops

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 275WestJet

Sat, 16 May - Wed, 20 May

10:15 p.m. - 4:40 p.m.

YVR

ORD

16h 25m

1 stop

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 278WestJet

Sat, 16 May - Wed, 20 May

8:25 p.m. - 4:40 p.m.

YVR

ORD

18h 15m

1 stop

5:30 p.m. - 12:15 a.m.

ORD

YVR

8h 45m

1 stop

C$ 279WestJet

Wed, 6 May - Sun, 10 May

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

YVR

MDW

9h 36m

1 stop

7:25 p.m. - 11:59 p.m.

MDW

YVR

30h 34m

1 stop

C$ 453Multiple Airlines

Thu, 19 Feb - Mon, 23 Feb

1:17 p.m. - 8:54 a.m.

YVR

MDW

17h 37m

2 stops

1:29 p.m. - 11:59 p.m.

MDW

YVR

12h 30m

2 stops

C$ 591Delta

Mon, 2 Mar - Wed, 4 Mar

1:17 p.m. - 8:54 a.m.

YVR

MDW

17h 37m

2 stops

1:29 p.m. - 11:59 p.m.

MDW

YVR

12h 30m

2 stops

C$ 592Delta

Mon, 2 Mar - Wed, 4 Mar

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

United Airlines

9 Feb

YVR8:30 a.m.Vancouver Intl

4h 11m

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

12 Feb

ORD2:40 p.m.Chicago O'Hare Intl

10h 26m

1 stop

YVR11:06 p.m.Vancouver Intl

C$ 901

United Airlines

9 Feb

YVR8:30 a.m.Vancouver Intl

4h 11m

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

12 Feb

ORD1:05 p.m.Chicago O'Hare Intl

4h 45m

YVR3:50 p.m.Vancouver Intl

C$ 1,348

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

7 May

YVR6:00 a.m.Vancouver Intl

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

10 May

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

8h 45m

1 stop

YVR12:15 a.m.Vancouver Intl

C$ 231

WestJet

7 May

YVR6:00 a.m.Vancouver Intl

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

10 May

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

8h 45m

1 stop

YVR12:15 a.m.Vancouver Intl

C$ 240

WestJet

17 May

YVR6:00 a.m.Vancouver Intl

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

25 May

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

21h 10m

1 stop

YVR12:40 p.m.Vancouver Intl

C$ 270

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 7/5

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sun 10/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 231

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 7/5

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sun 10/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 240

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 17/5

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-12:40 p.m.

1 stop21h 10m

C$ 270

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 2/5

7:30 p.m.-4:40 p.m.

1 stop19h 10m

Chicago O'Hare Intl

Sun 10/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 274

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 16/5

10:30 p.m.-4:40 p.m.

2 stops16h 10m

Chicago O'Hare Intl

Wed 20/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 275

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 16/5

10:15 p.m.-4:40 p.m.

1 stop16h 25m

Chicago O'Hare Intl

Wed 20/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 278

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 6/5

8:25 p.m.-4:40 p.m.

1 stop18h 15m

Chicago O'Hare Intl

Sun 10/5

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 279

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 19/2

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

1 stop9h 36m

Chicago Midway

Mon 23/2

7:25 p.m.-11:59 p.m.

1 stop30h 34m

C$ 453

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 2/3

1:17 p.m.-8:54 a.m.

2 stops17h 37m

Chicago Midway

Wed 4/3

1:29 p.m.-11:59 p.m.

2 stops12h 30m

C$ 591

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 2/3

1:17 p.m.-8:54 a.m.

2 stops17h 37m

Chicago Midway

Wed 4/3

1:29 p.m.-11:59 p.m.

2 stops12h 30m

C$ 592

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$ 391.

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$ 576. 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$ 791. 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$ 569. 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$ 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$ 370 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 05m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Vancouver to Chicago takes 4h 05m

Direct flights go from Vancouver to Chicago every day.

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 05m.
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 February 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$ 195	Free Cancellation	Rating 7.4 9,226 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 231	Free Cancellation	Rating 7.2 3,254 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 231	Free Cancellation	Rating 7.2 11,210 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 235	Free Cancellation	Rating 7.1 10,673 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom C$ 381	Free Cancellation	Rating 8.0 11,825 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.