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

As of January 2026, 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.

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

As of January 2026, there are 6 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 and Porter Airlines are the most popular carriers 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 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$ 173 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.

4:35 p.m. - 2:54 p.m.

YVR

ORD

20h 19m

1 stop

4:28 p.m. - 10:20 p.m.

ORD

YVR

31h 52m

2 stops

C$ 324Multiple Airlines

Wed, 11 Feb - Wed, 11 Mar

12:30 p.m. - 9:03 p.m.

YVR

ORD

30h 33m

2 stops

7:55 a.m. - 7:29 p.m.

ORD

YVR

13h 34m

1 stop

C$ 329Multiple Airlines

Wed, 18 Feb - Sat, 21 Feb

4:35 p.m. - 4:53 p.m.

YVR

ORD

22h 18m

1 stop

9:05 a.m. - 11:59 p.m.

ORD

YVR

16h 54m

1 stop

C$ 340Multiple Airlines

Fri, 20 Feb - Tue, 24 Feb

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

YVR

ORD

8h 43m

1 stop

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

ORD

YVR

8h 40m

1 stop

C$ 342WestJet

Thu, 7 May - Sun, 10 May

7:00 a.m. - 11:03 p.m.

YVR

ORD

38h 03m

2 stops

6:34 p.m. - 10:20 p.m.

ORD

YVR

29h 46m

1 stop

C$ 343Multiple Airlines

Thu, 19 Feb - Thu, 26 Feb

12:30 p.m. - 9:03 p.m.

YVR

ORD

30h 33m

2 stops

9:05 a.m. - 11:59 p.m.

ORD

YVR

16h 54m

1 stop

C$ 344Multiple Airlines

Wed, 18 Feb - Tue, 24 Feb

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

YVR

ORD

6h 13m

1 stop

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

ORD

YVR

7h 05m

1 stop

C$ 347WestJet

Wed, 27 May - Fri, 5 Jun

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

YVR

MDW

9h 36m

1 stop

3:24 p.m. - 11:59 p.m.

MDW

YVR

10h 35m

1 stop

C$ 347Multiple Airlines

Thu, 19 Feb - Mon, 23 Feb

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

YVR

ORD

7h 43m

1 stop

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

ORD

YVR

8h 40m

1 stop

C$ 357WestJet

Thu, 7 May - Sun, 10 May

4:35 p.m. - 2:54 p.m.

YVR

ORD

20h 19m

1 stop

8:55 p.m. - 10:20 p.m.

ORD

YVR

27h 25m

1 stop

C$ 359Multiple Airlines

Wed, 11 Feb - Wed, 11 Mar

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 43m

1 stop

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

10 May

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

8h 40m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 342

WestJet

27 May

YVR8:30 a.m.Vancouver Intl

6h 13m

1 stop

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

6 Jun

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

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 347

WestJet

7 May

YVR7:00 a.m.Vancouver Intl

7h 43m

1 stop

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

10 May

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

8h 40m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 357

Delta flights from Vancouver to Chicago

Our best Delta deals on Vancouver to Chicago flight tickets

Delta

17 Feb

YVR3:35 p.m.Vancouver Intl

6h 17m

1 stop

ORD11:52 p.m.Chicago O'Hare Intl

28 Feb

ORD7:40 a.m.Chicago O'Hare Intl

13h 07m

1 stop

YVR6:47 p.m.Vancouver Intl

C$ 456

Delta

2 Mar

YVR7:37 p.m.Vancouver Intl

15h 09m

2 stops

MDW12:46 p.m.Chicago Midway

4 Mar

MDW1:29 p.m.Chicago Midway

12h 30m

2 stops

YVR11:59 p.m.Vancouver Intl

C$ 525

Delta

17 Feb

YVR7:37 p.m.Vancouver Intl

11h 17m

2 stops

MDW8:54 a.m.Chicago Midway

24 Feb

MDW9:50 a.m.Chicago Midway

10h 57m

2 stops

YVR6:47 p.m.Vancouver Intl

C$ 538

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 11/2

4:35 p.m.-2:54 p.m.

1 stop20h 19m

Chicago O'Hare Intl

Wed 11/3

4:28 p.m.-10:20 p.m.

2 stops31h 52m

C$ 324

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 18/2

12:30 p.m.-9:03 p.m.

2 stops30h 33m

Chicago O'Hare Intl

Sat 21/2

7:55 a.m.-7:29 p.m.

1 stop13h 34m

C$ 329

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 20/2

4:35 p.m.-4:53 p.m.

1 stop22h 18m

Chicago O'Hare Intl

Tue 24/2

9:05 a.m.-11:59 p.m.

1 stop16h 54m

C$ 340

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.-12:10 a.m.

1 stop8h 40m

C$ 342

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 19/2

7:00 a.m.-11:03 p.m.

2 stops38h 03m

Chicago O'Hare Intl

Thu 26/2

6:34 p.m.-10:20 p.m.

1 stop29h 46m

C$ 343

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 18/2

12:30 p.m.-9:03 p.m.

2 stops30h 33m

Chicago O'Hare Intl

Tue 24/2

9:05 a.m.-11:59 p.m.

1 stop16h 54m

C$ 344

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 27/5

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

1 stop6h 13m

Chicago O'Hare Intl

Fri 5/6

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

1 stop7h 05m

C$ 347

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

3:24 p.m.-11:59 p.m.

1 stop10h 35m

C$ 347

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 7/5

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

1 stop7h 43m

Chicago O'Hare Intl

Sun 10/5

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

1 stop8h 40m

C$ 357

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 11/2

4:35 p.m.-2:54 p.m.

1 stop20h 19m

Chicago O'Hare Intl

Wed 11/3

8:55 p.m.-10:20 p.m.

1 stop27h 25m

C$ 359

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$ 397.

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$ 583. 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$ 797. 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$ 580. 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$ 671 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$ 496 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$ 375 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	3 airports

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

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 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$ 198	Free Cancellation	Rating 7.4 9,190 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 234	Free Cancellation	Rating 7.2 3,247 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 235	Free Cancellation	Rating 7.2 11,172 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 238	Free Cancellation	Rating 7.1 10,644 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom C$ 387	Free Cancellation	Rating 8.0 11,768 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.