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

WestJet, Porter Airlines, and Delta are the most popular carriers operating from Vancouver Intl to Chicago

Which layover airport offers the lowest fares from Vancouver Intl Airport to Chicago?

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 454.

Which layover airport has the shortest connection time from Vancouver Intl Airport to Chicago?

Denver (DEN) has the shortest average layover time for this route: 1h 16m.

Which layover airport has the shortest travel time from Vancouver Intl Airport to Chicago?

Flights connecting via Seattle (SEA) have the shortest average one-way travel time: 6h 26m.

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

The number of flights available between Vancouver Intl Airport and Chicago is 5 per day as of May 2026. The most frequent departure time is 1:00p.m., with 60% of daily flights leaving in the afternoon.

Which airport is the most popular layover for flights between Vancouver Intl Airport and Chicago?

Seattle (SEA) was the most common stop: 50% of momondo users choosing one-stop flights on this route connected there.

Which airlines fly to Chicago?

Air Canada, United Airlines and WestJet are the top three most popular airlines that fly to Chicago from Vancouver Intl Airport according to our data. Air Canada is the first choice among our users, with 41% 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 Intl Airport to Chicago on average per week?

The number of flights available between Vancouver Intl Airport and Chicago is 41 per week as of May 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.

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

There are 4 operators available for flights from Vancouver Intl Airport to Chicago as of May 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vancouver Intl Airport 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$ 231 Cheap Flights from Vancouver Intl Airport to Chicago in 2026

Q: What is the typical price of a round-trip flight between Vancouver Intl Airport and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from C$ 864 to C$ 338. The lowest price recently found on this route was C$ 483.

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Find the cheapest flights from Vancouver Intl Airport 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. - 10:10 a.m.

ORD

YVR

18h 40m

1 stop

C$ 483WestJet

Sat, 30 May - Tue, 2 Jun

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

YVR

ORD

8h 40m

1 stop

5:30 p.m. - 8:40 p.m.

ORD

YVR

29h 10m

1 stop

C$ 485WestJet

Fri, 11 Sep - Sun, 13 Sep

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

YVR

ORD

8h 40m

2 stops

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

ORD

YVR

7h 05m

1 stop

C$ 487WestJet

Fri, 11 Sep - Sun, 13 Sep

5:40 p.m. - 4:40 p.m.

YVR

ORD

21h 00m

1 stop

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

ORD

YVR

8h 45m

1 stop

C$ 494WestJet

Sat, 29 Aug - Mon, 7 Sep

6:45 a.m. - 4:40 p.m.

YVR

ORD

7h 55m

1 stop

5:30 p.m. - 8:40 p.m.

ORD

YVR

29h 10m

1 stop

C$ 495WestJet

Sat, 30 May - Fri, 5 Jun

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

YVR

ORD

8h 40m

1 stop

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

ORD

YVR

7h 05m

1 stop

C$ 499WestJet

Mon, 31 Aug - Mon, 7 Sep

11:57 p.m. - 6:07 a.m.

YVR

ORD

4h 10mdirect

10:34 p.m. - 12:45 p.m.

ORD

YVR

16h 11m

1 stop

C$ 521American Airlines

Thu, 25 Jun - Tue, 30 Jun

6:00 a.m. - 6:18 p.m.

YVR

MDW

10h 18m

1 stop

1:49 p.m. - 8:31 p.m.

MDW

YVR

8h 42m

1 stop

C$ 599Delta

Sun, 7 Jun - Mon, 29 Jun

6:00 a.m. - 6:18 p.m.

YVR

MDW

10h 18m

1 stop

6:58 p.m. - 1:30 p.m.

MDW

YVR

20h 32m

2 stops

C$ 600Delta

Sun, 7 Jun - Wed, 1 Jul

10:55 p.m. - 11:07 a.m.

YVR

MDW

10h 12m

1 stop

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

MDW

YVR

14h 04m

2 stops

C$ 644Multiple Airlines

Thu, 13 Aug - Mon, 17 Aug

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets

WestJet

30 May

YVR6:00 a.m.Vancouver Intl

8h 40m

1 stop

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

2 Jun

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

18h 40m

1 stop

YVR10:10 a.m.Vancouver Intl

C$ 483

WestJet

11 Sep

YVR6:00 a.m.Vancouver Intl

8h 40m

1 stop

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

13 Sep

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

29h 10m

1 stop

YVR8:40 p.m.Vancouver Intl

C$ 485

WestJet

11 Sep

YVR6:00 a.m.Vancouver Intl

8h 40m

2 stops

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

13 Sep

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

7h 05m

1 stop

YVR10:35 p.m.Vancouver Intl

C$ 487

United Airlines flights from Vancouver Intl Airport to Chicago

Our best United Airlines deals on Vancouver Intl Airport to Chicago flight tickets

United Airlines

18 Jun

YVR11:35 p.m.Vancouver Intl

4h 05m

ORD5:40 a.m.Chicago O'Hare Intl

21 Jun

ORD7:44 p.m.Chicago O'Hare Intl

4h 36m

YVR10:20 p.m.Vancouver Intl

C$ 544

United Airlines

4 Jun

YVR11:35 p.m.Vancouver Intl

4h 05m

ORD5:40 a.m.Chicago O'Hare Intl

9 Jun

ORD7:44 p.m.Chicago O'Hare Intl

4h 36m

YVR10:20 p.m.Vancouver Intl

C$ 547

United Airlines

10 Jun

YVR11:35 p.m.Vancouver Intl

4h 05m

ORD5:40 a.m.Chicago O'Hare Intl

17 Jun

ORD5:00 a.m.Chicago O'Hare Intl

6h 51m

1 stop

YVR9:51 a.m.Vancouver Intl

C$ 559

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 30/5

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

1 stop8h 40m

Chicago O'Hare Intl

Tue 2/6

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

1 stop18h 40m

C$ 483

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/9

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

1 stop8h 40m

Chicago O'Hare Intl

Sun 13/9

5:30 p.m.-8:40 p.m.

1 stop29h 10m

C$ 485

Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/9

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

2 stops8h 40m

Chicago O'Hare Intl

Sun 13/9

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

1 stop7h 05m

C$ 487

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 29/8

5:40 p.m.-4:40 p.m.

1 stop21h 00m

Chicago O'Hare Intl

Mon 7/9

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

1 stop8h 45m

C$ 494

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 30/5

6:45 a.m.-4:40 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Fri 5/6

5:30 p.m.-8:40 p.m.

1 stop29h 10m

C$ 495

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 31/8

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 7/9

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

1 stop7h 05m

C$ 499

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 25/6

11:57 p.m.-6:07 a.m.

Nonstop4h 10m

Chicago O'Hare Intl

Tue 30/6

10:34 p.m.-12:45 p.m.

1 stop16h 11m

C$ 521

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 7/6

6:00 a.m.-6:18 p.m.

1 stop10h 18m

Chicago Midway

Mon 29/6

1:49 p.m.-8:31 p.m.

1 stop8h 42m

C$ 599

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 7/6

6:00 a.m.-6:18 p.m.

1 stop10h 18m

Chicago Midway

Wed 1/7

6:58 p.m.-1:30 p.m.

2 stops20h 32m

C$ 600

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 13/8

10:55 p.m.-11:07 a.m.

1 stop10h 12m

Chicago Midway

Mon 17/8

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

2 stops14h 04m

C$ 644

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 Intl Airport 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

Layovers

Other information

What is the typical price of a round-trip flight between Vancouver Intl Airport and Chicago?

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 Intl Airport averaging around C$ 119.

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 Friday when prices can be found for as low as C$ 616. 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$ 842. 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 Intl Airport to Chicago when you can find flight prices for as low as C$ 590. 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$ 740 per ticket.

What is the cheapest Vancouver Intl to Chicago flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver Intl - Chicago flight prices

How far in advance should I book a flight from Vancouver Intl Airport to Chicago?

You are more likely to see cheaper flights to Chicago from Vancouver Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 526 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Vancouver Intl Airport for as low as C$ 159 on momondo.

Can stopping save me money on Vancouver Intl Airport to Chicago flights?

You could potentially save up to 41% on your flight if you consider stops on a Vancouver Intl Airport to Chicago flight.

How have Vancouver Intl Airport to Chicago flight prices changed over time?

As of May 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 22% cheaper when compared to flights at the same time last year.

When to book flights from Vancouver Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Vancouver Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Vancouver Intl Airport to Chicago (YVR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver Intl Airport to Chicago

Best price found	C$ 246
Fastest flight time	3h 08m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Vancouver Intl Airport in the past 72 hours is C$ 246. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is C$ 586.

The fastest flight from Vancouver Intl Airport to Chicago takes 3h 08m

Direct flights go from Vancouver Intl Airport to Chicago every day.

There are 3 airports in Chicago. From Vancouver Intl Airport there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Vancouver Intl Airport to Chicago

How far is Vancouver Intl to Chicago by plane?
Chicago is 2854.7 km away from Vancouver Intl. Flights usually cover this in 3h 08m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Vancouver Intl Airport to Chicago?
Prices for flights from Vancouver Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Vancouver Intl Airport to Chicago?
There are 4 operators available for flights from Vancouver Intl Airport to Chicago as of May 2026.
How old do you have to be to fly from Vancouver Intl Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vancouver Intl Airport 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.
What is the most popular plane model from Vancouver Intl Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Vancouver Intl Airport to Chicago is Boeing 737-800 (33.94% of total bookings). The next most popular plane models are Airbus A320-100/200 (18.66%), Boeing 737-900 (12.63%), and Airbus A220-300 (10.98%).
What is the most popular airline from Vancouver Intl Airport to Chicago?
momondo data reveals that the most frequently booked airline on the route from Vancouver Intl Airport to Chicago is Air Canada, representing 39% of all bookings. The subsequent popular airlines are United Airlines at 36%, American Airlines at 14%, and WestJet at 10%.

Best airlines flying from Vancouver Intl Airport to Chicago

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 196	Free Cancellation	Rating 7.4 9,706 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 201	Free Cancellation	Rating 7.1 11,026 reviews	Search Air Canada flights
WestJet	PriceFrom C$ 208	Free Cancellation	Rating 7.2 3,334 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 252	Free Cancellation	Rating 7.1 11,663 reviews	Search American Airlines flights

United Airlines Flights From Vancouver Intl Airport to Chicago
United Airlines flight deals from Vancouver Intl Airport to Chicago start from C$ 196 round-trip. Over the 17 United Airlines flights for this route in a normal week, average airfare is usually C$ 471 round-trip - but some users have found much cheaper deals with momondo.
Air Canada Flights From Vancouver Intl Airport to Chicago
The best Air Canada deal for Vancouver Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was C$ 201, round-trip. It should be noted that an average Air Canada flight deal for this route in this time was higher, at C$ 567 round-trip. Air Canada operates 14 flights out of Vancouver Intl Airport into Chicago in an average week, so prices vary by time and availability. 11,026 Air Canada reviews by users on momondo have scored the airline at 7.1/10.

Merrillville

Hammond

Munster

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?

All flight searches from Vancouver to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Vancouver to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Vancouver and alert you when they 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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Complete your trip

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Vancouver Intl Airport to Chicago from C$ 258

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 Intl Airport to Chicago departing on 28/9. 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

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Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets

United Airlines flights from Vancouver Intl Airport to Chicago

Our best United Airlines deals on Vancouver Intl Airport to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Vancouver Intl Airport to Chicago

What is the typical price of a round-trip flight between Vancouver Intl Airport and Chicago?

What is the cheapest month to fly to Chicago?

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 Intl to Chicago flight route?

How far in advance should I book a flight from Vancouver Intl Airport to Chicago?

Can stopping save me money on Vancouver Intl Airport to Chicago flights?

How have Vancouver Intl Airport to Chicago flight prices changed over time?

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

Which airlines fly to Chicago?

Which airport is the most popular layover for flights between Vancouver Intl Airport and Chicago?

Which layover airport offers the lowest fares from Vancouver Intl Airport to Chicago?

Which layover airport has the shortest travel time from Vancouver Intl Airport to Chicago?

Which layover airport has the shortest connection time from Vancouver Intl Airport to Chicago?

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

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

When to book flights from Vancouver Intl Airport to Chicago

Cheap Vancouver Intl Airport to Chicago (YVR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver Intl Airport to Chicago

Best price found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Vancouver Intl Airport to Chicago

Best airlines flying from Vancouver Intl Airport to Chicago

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

United Airlines Flights From Vancouver Intl Airport to Chicago

Air Canada Flights From Vancouver Intl Airport to Chicago

Travelling to a place near Chicago?

Why use momondo?

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

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Vancouver Intl Airport

According to popular flight searches on momondo this year

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