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

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Vancouver to Chicago

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

As of September 2025, 76 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

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

As of September 2025, there are 10 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 1:00p.m., with 61% 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 56% 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.

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 September 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$ 136 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

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

8h 43m1 stop

5:30 p.m. - 12:11 a.m.ORD-YVR

8h 41m1 stop

C$ 214WestJet

Find Deal

Fri, 17 Oct - Sun, 19 Oct

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

7h 43m1 stop

5:30 p.m. - 10:36 p.m.ORD-YVR

7h 06m1 stop

C$ 216WestJet

Find Deal

Thu, 16 Oct - Thu, 23 Oct

8:30 a.m. - 2:41 p.m.YVR-ORD

4h 11mdirect

3:40 p.m. - 6:15 p.m.ORD-YVR

4h 35mdirect

C$ 230Air Canada

Find Deal

Sat, 1 Nov - Sat, 8 Nov

10:30 a.m. - 4:42 p.m.YVR-ORD

4h 12mdirect

7:41 p.m. - 10:18 p.m.ORD-YVR

4h 37mdirect

C$ 243United Airlines

Find Deal

Wed, 1 Oct - Sat, 4 Oct

1:45 p.m. - 8:04 p.m.YVR-ORD

4h 19mdirect

7:41 p.m. - 10:18 p.m.ORD-YVR

4h 37mdirect

C$ 244United Airlines

Find Deal

Thu, 2 Oct - Sat, 11 Oct

5:30 a.m. - 3:10 p.m.YVR-ORD

7h 40m1 stop

2:00 p.m. - 10:20 p.m.ORD-YVR

10h 20m1 stop

C$ 254Air Canada

Find Deal

Sat, 1 Nov - Sat, 8 Nov

1:40 p.m. - 12:28 a.m.YVR-ORD

8h 48m1 stop

8:25 p.m. - 10:55 p.m.ORD-YVR

4h 30mdirect

C$ 263American Airlines

Find Deal

Wed, 1 Oct - Fri, 3 Oct

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

10h 00m1 stop

9:53 a.m. - 12:33 p.m.ORD-YVR

4h 40mdirect

C$ 298American Airlines

Find Deal

Sat, 18 Oct - Sun, 26 Oct

7:44 p.m. - 8:53 a.m.YVR-MDW

11h 09m2 stops

3:00 p.m. - 8:35 p.m.MDW-YVR

7h 35m1 stop

C$ 341Delta

Find Deal

Tue, 30 Sep - Sat, 11 Oct

5:55 a.m. - 5:43 p.m.YVR-MDW

9h 48m1 stop

1:48 p.m. - 8:35 p.m.MDW-YVR

8h 47m1 stop

C$ 350Delta

Find Deal

Fri, 17 Oct - Tue, 21 Oct

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

United Airlines

1 Oct

YVR1:45 p.m.Vancouver Intl

4h 19m

ORD8:04 p.m.Chicago O'Hare Intl

7 Oct

ORD8:51 a.m.Chicago O'Hare Intl

4h 42m

YVR11:33 a.m.Vancouver Intl

C$ 239

Find similar

United Airlines

27 Sep

YVR1:45 p.m.Vancouver Intl

4h 19m

ORD8:04 p.m.Chicago O'Hare Intl

3 Oct

ORD7:41 p.m.Chicago O'Hare Intl

4h 37m

YVR10:18 p.m.Vancouver Intl

C$ 241

Find similar

United Airlines

1 Oct

YVR10:30 a.m.Vancouver Intl

4h 12m

ORD4:42 p.m.Chicago O'Hare Intl

4 Oct

ORD7:41 p.m.Chicago O'Hare Intl

4h 37m

YVR10:18 p.m.Vancouver Intl

C$ 243

Find similar

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets

Air Canada

1 Nov

YVR8:30 a.m.Vancouver Intl

4h 11m

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

8 Nov

ORD3:40 p.m.Chicago O'Hare Intl

4h 35m

YVR6:15 p.m.Vancouver Intl

C$ 230

Find similar

Air Canada

1 Nov

YVR5:30 a.m.Vancouver Intl

7h 40m

1 stop

ORD3:10 p.m.Chicago O'Hare Intl

8 Nov

ORD2:00 p.m.Chicago O'Hare Intl

10h 20m

1 stop

YVR10:20 p.m.Vancouver Intl

C$ 254

Find similar

Air Canada

6 Dec

YVR5:30 a.m.Vancouver Intl

7h 40m

1 stop

ORD3:10 p.m.Chicago O'Hare Intl

7 Dec

ORD3:40 p.m.Chicago O'Hare Intl

4h 35m

YVR6:15 p.m.Vancouver Intl

C$ 259

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 17/10

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

1 stop8h 43m

Chicago O'Hare Intl

Sun 19/10

5:30 p.m.-12:11 a.m.

1 stop8h 41m

C$ 214

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 16/10

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

1 stop7h 43m

Chicago O'Hare Intl

Thu 23/10

5:30 p.m.-10:36 p.m.

1 stop7h 06m

C$ 216

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/11

8:30 a.m.-2:41 p.m.

Nonstop4h 11m

Chicago O'Hare Intl

Sat 8/11

3:40 p.m.-6:15 p.m.

Nonstop4h 35m

C$ 230

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 1/10

10:30 a.m.-4:42 p.m.

Nonstop4h 12m

Chicago O'Hare Intl

Sat 4/10

7:41 p.m.-10:18 p.m.

Nonstop4h 37m

C$ 243

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/10

1:45 p.m.-8:04 p.m.

Nonstop4h 19m

Chicago O'Hare Intl

Sat 11/10

7:41 p.m.-10:18 p.m.

Nonstop4h 37m

C$ 244

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/11

5:30 a.m.-3:10 p.m.

1 stop7h 40m

Chicago O'Hare Intl

Sat 8/11

2:00 p.m.-10:20 p.m.

1 stop10h 20m

C$ 254

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 1/10

1:40 p.m.-12:28 a.m.

1 stop8h 48m

Chicago O'Hare Intl

Fri 3/10

8:25 p.m.-10:55 p.m.

Nonstop4h 30m

C$ 263

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 18/10

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

1 stop10h 00m

Chicago O'Hare Intl

Sun 26/10

9:53 a.m.-12:33 p.m.

Nonstop4h 40m

C$ 298

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 30/9

7:44 p.m.-8:53 a.m.

2 stops11h 09m

Chicago Midway

Sat 11/10

3:00 p.m.-8:35 p.m.

1 stop7h 35m

C$ 341

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 17/10

5:55 a.m.-5:43 p.m.

1 stop9h 48m

Chicago Midway

Tue 21/10

1:48 p.m.-8:35 p.m.

1 stop8h 47m

C$ 350

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 October is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 401.

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$ 561. 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$ 799. 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$ 403. 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$ 663 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$ 503 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$ 364 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 09m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Vancouver to Chicago takes 4h 09m

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 09m.
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 September 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 8,926 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 234	Free Cancellation	Rating 7.2 3,095 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 235	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 264	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Delta	PriceFrom C$ 389	Free Cancellation	Rating 7.9 7,964 reviews	Search Delta 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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

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Flights to Dallasfrom C$ 299

Cheap flights from Vancouver to Chicago from C$ 136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vancouver to Chicago departing on 17/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Vancouver to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets

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Use the filters below to find and compare flights from Vancouver to Chicago that are best for you.

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of October is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 401.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

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?

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.

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

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Vancouver to Chicago

Which airlines fly to Chicago?

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

As of September 2025, there are 10 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 1:00p.m., with 61% of flights taking off at noon.

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

As of September 2025, 76 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.

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

Direct flights

Airports in Chicago

How far is Vancouver to Chicago by plane?

When did momondo last update prices for flights from Vancouver to Chicago?

How many operators does momondo search for flights from Vancouver to Chicago?

How old do you have to be to fly from Vancouver to Chicago?

What documentation or ID do you need to fly to Chicago?

Best airlines flying from Vancouver to Chicago

Compare and see reviews for airlines that fly from Vancouver to Chicago with momondo

Travelling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Vancouver to Chicago?

Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Vancouver to Chicago?

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago