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

As of December 2025, 35 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 December 2025, there are 5 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 1:00p.m., with 58% of flights taking off in the afternoon.

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 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 5 as of December 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$ 150 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.

3:30 p.m. - 5:31 a.m.

YVR

ORD

12h 01m2 stops

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

ORD

YVR

7h 05m1 stop

C$ 409Multiple Airlines

Mon, 4 May - Thu, 7 May

7:55 a.m. - 11:50 p.m.

YVR

ORD

13h 55m1 stop

8:00 a.m. - 12:10 a.m.

ORD

YVR

18h 10m1 stop

C$ 424Alaska Airlines

Thu, 29 Jan - Sun, 1 Feb

11:00 p.m. - 10:13 p.m.

YVR

MDW

21h 13m1 stop

11:05 a.m. - 12:15 a.m.

MDW

YVR

15h 10m2 stops

C$ 425Multiple Airlines

Fri, 16 Jan - Sun, 18 Jan

11:45 a.m. - 12:44 a.m.

YVR

ORD

10h 59m2 stops

7:41 p.m. - 1:23 p.m.

ORD

YVR

19h 42m1 stop

C$ 425Multiple Airlines

Mon, 30 Mar - Sat, 11 Apr

6:00 a.m. - 2:38 p.m.

YVR

ORD

6h 38m1 stop

6:06 p.m. - 12:10 a.m.

ORD

YVR

8h 04m1 stop

C$ 427Alaska Airlines

Wed, 21 Jan - Wed, 21 Jan

5:30 a.m. - 12:14 a.m.

YVR

ORD

16h 44m2 stops

5:57 p.m. - 11:12 a.m.

ORD

YVR

19h 15m1 stop

C$ 431Multiple Airlines

Wed, 7 Jan - Wed, 14 Jan

6:00 a.m. - 5:10 p.m.

YVR

ORD

9h 10m1 stop

2:06 p.m. - 8:55 p.m.

ORD

YVR

8h 49m2 stops

C$ 432Alaska Airlines

Fri, 23 Jan - Tue, 27 Jan

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

YVR

MDW

11h 15m2 stops

9:50 a.m. - 6:44 p.m.

MDW

YVR

10h 54m2 stops

C$ 485Delta

Thu, 15 Jan - Wed, 21 Jan

3:30 p.m. - 8:52 a.m.

YVR

MDW

15h 22m2 stops

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

MDW

YVR

13h 04m2 stops

C$ 487Delta

Sat, 17 Jan - Thu, 22 Jan

7:35 p.m. - 8:53 a.m.

YVR

MDW

11h 18m2 stops

9:30 a.m. - 8:55 p.m.

MDW

YVR

13h 25m2 stops

C$ 511Delta

Mon, 30 Mar - Sat, 4 Apr

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

United Airlines

5 Jan

YVR3:20 p.m.Vancouver Intl

16h 23m

1 stop

ORD9:43 a.m.Chicago O'Hare Intl

10 Jan

ORD6:47 a.m.Chicago O'Hare Intl

16h 31m

1 stop

YVR9:18 p.m.Vancouver Intl

C$ 577

Find similar

United Airlines

31 Dec

YVR8:30 a.m.Vancouver Intl

4h 11m

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

3 Jan

ORD7:10 a.m.Chicago O'Hare Intl

16h 00m

1 stop

YVR9:10 p.m.Vancouver Intl

C$ 677

Find similar

United Airlines

1 Jan

YVR8:45 a.m.Vancouver Intl

13h 14m

1 stop

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

3 Jan

ORD8:45 a.m.Chicago O'Hare Intl

14h 25m

1 stop

YVR9:10 p.m.Vancouver Intl

C$ 689

Find similar

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets

Air Canada

15 Jan

YVR8:30 a.m.Vancouver Intl

4h 11m

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

21 Jan

ORD7:15 a.m.Chicago O'Hare Intl

10h 56m

1 stop

YVR4:11 p.m.Vancouver Intl

C$ 469

Find similar

Air Canada

8 Jan

YVR8:30 a.m.Vancouver Intl

4h 11m

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

14 Jan

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

4h 35m

YVR6:10 p.m.Vancouver Intl

C$ 490

Find similar

Air Canada

8 Jan

YVR8:30 a.m.Vancouver Intl

4h 11m

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

14 Jan

ORD7:15 a.m.Chicago O'Hare Intl

10h 56m

1 stop

YVR4:11 p.m.Vancouver Intl

C$ 494

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 4/5

3:30 p.m.-5:31 a.m.

2 stops12h 01m

Chicago O'Hare Intl

Thu 7/5

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

1 stop7h 05m

C$ 409

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 29/1

7:55 a.m.-11:50 p.m.

1 stop13h 55m

Chicago O'Hare Intl

Sun 1/2

8:00 a.m.-12:10 a.m.

1 stop18h 10m

C$ 424

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 16/1

11:00 p.m.-10:13 p.m.

1 stop21h 13m

Chicago Midway

Sun 18/1

11:05 a.m.-12:15 a.m.

2 stops15h 10m

C$ 425

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 30/3

11:45 a.m.-12:44 a.m.

2 stops10h 59m

Chicago O'Hare Intl

Sat 11/4

7:41 p.m.-1:23 p.m.

1 stop19h 42m

C$ 425

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 21/1

6:00 a.m.-2:38 p.m.

1 stop6h 38m

Chicago O'Hare Intl

Wed 21/1

6:06 p.m.-12:10 a.m.

1 stop8h 04m

C$ 427

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 7/1

5:30 a.m.-12:14 a.m.

2 stops16h 44m

Chicago O'Hare Intl

Wed 14/1

5:57 p.m.-11:12 a.m.

1 stop19h 15m

C$ 431

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

6:00 a.m.-5:10 p.m.

1 stop9h 10m

Chicago O'Hare Intl

Tue 27/1

2:06 p.m.-8:55 p.m.

2 stops8h 49m

C$ 432

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 15/1

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

2 stops11h 15m

Chicago Midway

Wed 21/1

9:50 a.m.-6:44 p.m.

2 stops10h 54m

C$ 485

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 17/1

3:30 p.m.-8:52 a.m.

2 stops15h 22m

Chicago Midway

Thu 22/1

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

2 stops13h 04m

C$ 487

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 30/3

7:35 p.m.-8:53 a.m.

2 stops11h 18m

Chicago Midway

Sat 4/4

9:30 a.m.-8:55 p.m.

2 stops13h 25m

C$ 511

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$ 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$ 566. 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$ 750. 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$ 400. 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$ 655 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$ 488 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$ 351 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 December 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$ 200	Free Cancellation	Rating 7.4 9,116 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 232	Free Cancellation	Rating 7.2 3,220 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 233	Free Cancellation	Rating 7.2 11,066 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 248	Free Cancellation	Rating 7.1 10,562 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom C$ 383	Free Cancellation	Rating 8.0 11,542 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.