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

WestJet is the most popular carrier operating from Vancouver to Chicago

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 52% 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.

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 10:00a.m., with 100% of flights taking off at noon.

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

As of December 2025, 41 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Mon, 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 4 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$ 159 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.

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$ 352WestJet

Mon, 4 May - Sat, 9 May

7:00 a.m. - 11:50 p.m.

YVR

ORD

14h 50m2 stops

8:49 p.m. - 10:20 p.m.

ORD

YVR

27h 31m1 stop

C$ 353Multiple Airlines

Fri, 9 Jan - Sun, 11 Jan

11:00 a.m. - 1:35 p.m.

YVR

ORD

24h 35m2 stops

2:20 p.m. - 7:45 p.m.

ORD

YVR

7h 25m1 stop

C$ 356WestJet

Thu, 22 Jan - Mon, 26 Jan

9:10 a.m. - 7:24 p.m.

YVR

MDW

8h 14m1 stop

9:38 a.m. - 10:45 p.m.

MDW

YVR

15h 07m2 stops

C$ 357Multiple Airlines

Sun, 18 Jan - Sat, 24 Jan

10:10 p.m. - 1:35 p.m.

YVR

ORD

13h 25m2 stops

2:20 p.m. - 7:40 p.m.

ORD

YVR

7h 20m1 stop

C$ 360WestJet

Thu, 12 Feb - Mon, 16 Feb

7:45 p.m. - 1:35 p.m.

YVR

ORD

15h 50m1 stop

8:41 p.m. - 2:45 p.m.

ORD

YVR

20h 04m2 stops

C$ 363Multiple Airlines

Thu, 15 Jan - Sun, 18 Jan

9:10 a.m. - 2:17 p.m.

YVR

ORD

27h 07m2 stops

8:00 a.m. - 4:31 p.m.

ORD

YVR

10h 31m1 stop

C$ 368Multiple Airlines

Sun, 18 Jan - Sat, 24 Jan

6:20 a.m. - 10:07 p.m.

YVR

MDW

13h 47m2 stops

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

MDW

YVR

13h 04m2 stops

C$ 489Delta

Sat, 17 Jan - Wed, 21 Jan

7:25 a.m. - 10:07 p.m.

YVR

MDW

12h 42m2 stops

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

MDW

YVR

11h 11m2 stops

C$ 490Delta

Tue, 13 Jan - Sat, 31 Jan

6:20 a.m. - 8:52 a.m.

YVR

MDW

24h 32m2 stops

1:49 p.m. - 10:47 a.m.

MDW

YVR

22h 58m2 stops

C$ 492Delta

Thu, 22 Jan - Mon, 26 Jan

Alaska Airlines flights from Vancouver to Chicago

Our best Alaska Airlines deals on Vancouver to Chicago flight tickets

Alaska Airlines

7 Jan

YVR5:45 p.m.Vancouver Intl

18h 53m

1 stop

ORD2:38 p.m.Chicago O'Hare Intl

14 Jan

ORD6:06 p.m.Chicago O'Hare Intl

8h 04m

1 stop

YVR12:10 a.m.Vancouver Intl

C$ 447

Find similar

Alaska Airlines

7 Jan

YVR7:35 p.m.Vancouver Intl

17h 03m

1 stop

ORD2:38 p.m.Chicago O'Hare Intl

12 Jan

ORD6:06 p.m.Chicago O'Hare Intl

26h 39m

1 stop

YVR6:45 p.m.Vancouver Intl

C$ 454

Find similar

Alaska Airlines

23 Jan

YVR7:55 a.m.Vancouver Intl

7h 15m

1 stop

ORD5:10 p.m.Chicago O'Hare Intl

27 Jan

ORD2:06 p.m.Chicago O'Hare Intl

12h 04m

2 stops

YVR12:10 a.m.Vancouver Intl

C$ 458

Find similar

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

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

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 352

Find similar

WestJet

22 Jan

YVR11:00 a.m.Vancouver Intl

24h 35m

2 stops

ORD1:35 p.m.Chicago O'Hare Intl

26 Jan

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

7h 25m

1 stop

YVR7:45 p.m.Vancouver Intl

C$ 356

Find similar

WestJet

12 Feb

YVR10:10 p.m.Vancouver Intl

13h 25m

2 stops

ORD1:35 p.m.Chicago O'Hare Intl

16 Feb

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

7h 20m

1 stop

YVR7:40 p.m.Vancouver Intl

C$ 360

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 4/5

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

1 stop7h 43m

Chicago O'Hare Intl

Sat 9/5

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

1 stop7h 05m

C$ 352

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/1

7:00 a.m.-11:50 p.m.

2 stops14h 50m

Chicago O'Hare Intl

Sun 11/1

8:49 p.m.-10:20 p.m.

1 stop27h 31m

C$ 353

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 22/1

11:00 a.m.-1:35 p.m.

2 stops24h 35m

Chicago O'Hare Intl

Mon 26/1

2:20 p.m.-7:45 p.m.

1 stop7h 25m

C$ 356

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 18/1

9:10 a.m.-7:24 p.m.

1 stop8h 14m

Chicago Midway

Sat 24/1

9:38 a.m.-10:45 p.m.

2 stops15h 07m

C$ 357

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 12/2

10:10 p.m.-1:35 p.m.

2 stops13h 25m

Chicago O'Hare Intl

Mon 16/2

2:20 p.m.-7:40 p.m.

1 stop7h 20m

C$ 360

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 15/1

7:45 p.m.-1:35 p.m.

1 stop15h 50m

Chicago O'Hare Intl

Sun 18/1

8:41 p.m.-2:45 p.m.

2 stops20h 04m

C$ 363

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 18/1

9:10 a.m.-2:17 p.m.

2 stops27h 07m

Chicago O'Hare Intl

Sat 24/1

8:00 a.m.-4:31 p.m.

1 stop10h 31m

C$ 368

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 17/1

6:20 a.m.-10:07 p.m.

2 stops13h 47m

Chicago Midway

Wed 21/1

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

2 stops13h 04m

C$ 489

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 13/1

7:25 a.m.-10:07 p.m.

2 stops12h 42m

Chicago Midway

Sat 31/1

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

2 stops11h 11m

C$ 490

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 22/1

6:20 a.m.-8:52 a.m.

2 stops24h 32m

Chicago Midway

Mon 26/1

1:49 p.m.-10:47 a.m.

2 stops22h 58m

C$ 492

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$ 396.

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$ 555. 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$ 751. 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$ 405. 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$ 481 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$ 356 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	1 airport

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

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 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 4 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$ 203	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 234	Free Cancellation	Rating 7.2 3,194 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 236	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 255	Free Cancellation	Rating 7.1 10,513 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.