What airlines fly to Chicago?

Air Canada, United Airlines and American Airlines 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 46% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 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?

32 flights are operational weekly from Vancouver Intl Airport to Chicago as of April 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

As of April 2026, 4 flights take off from Vancouver Intl Airport and land in Chicago each day. The most common flight departure time for this route is 1:00PM, with 60% of daily flights taking off in the afternoon.

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

United Airlines and Delta are the most popular carriers operating from Vancouver Intl to Chicago

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

The number of operators available for flights from Vancouver Intl Airport to Chicago is 3 as of April 2026.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver Intl Airport to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$118 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 $460 to $295. The lowest price recently found on this route was $333.

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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.

5:30 am - 3:15 pm

YVR

ORD

7h 45m

1 stop

3:40 pm - 6:11 pm

ORD

YVR

4h 31mnonstop

$333Air Canada

Thu, Apr 16 - Wed, Apr 22

7:30 am - 4:40 pm

YVR

ORD

7h 10m

1 stop

9:07 pm - 1:40 pm

ORD

YVR

18h 33m

2 stops

$335Multiple Airlines

Tue, Jun 9 - Tue, Jun 23

10:30 am - 6:26 pm

YVR

ORD

5h 56m

1 stop

11:28 am - 11:12 am

ORD

YVR

25h 44m

1 stop

$338Multiple Airlines

Thu, Apr 16 - Wed, Apr 22

6:00 am - 4:40 pm

YVR

ORD

8h 40m

2 stops

5:30 pm - 2:00 pm

ORD

YVR

22h 30m

2 stops

$339WestJet

Fri, May 22 - Sun, May 24

6:45 am - 4:40 pm

YVR

ORD

7h 55m

1 stop

8:05 am - 12:44 am

ORD

YVR

18h 39m

2 stops

$342Multiple Airlines

Fri, May 22 - Sat, May 30

1:45 pm - 11:59 pm

YVR

ORD

8h 14m

1 stop

8:48 pm - 9:40 am

ORD

YVR

14h 52m

1 stop

$343Alaska Airlines

Tue, Apr 21 - Thu, Apr 23

10:55 pm - 11:33 am

YVR

ORD

10h 38m

1 stop

7:50 am - 3:55 pm

ORD

YVR

34h 05m

2 stops

$346Multiple Airlines

Fri, May 1 - Mon, May 4

11:57 pm - 6:09 am

YVR

ORD

4h 12mnonstop

8:14 pm - 10:59 pm

ORD

YVR

4h 45mnonstop

$351American Airlines

Thu, Jun 18 - Sun, Jun 21

7:30 am - 6:33 pm

YVR

MDW

9h 03m

2 stops

1:59 pm - 10:51 pm

MDW

YVR

10h 52m

2 stops

$373Delta

Fri, May 8 - Mon, May 11

7:41 pm - 12:42 pm

YVR

MDW

15h 01m

2 stops

9:23 am - 10:51 pm

MDW

YVR

15h 28m

2 stops

$398Delta

Tue, May 19 - Sun, May 24

American Airlines flights from Vancouver Intl Airport to Chicago

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

American Airlines

Jun 18

YVR11:57 pmVancouver Intl

4h 12m

ORD6:09 amChicago O'Hare Intl

Jun 21

ORD8:14 pmChicago O'Hare Intl

4h 45m

YVR10:59 pmVancouver Intl

$351

American Airlines

Jun 18

YVR11:57 pmVancouver Intl

4h 12m

ORD6:09 amChicago O'Hare Intl

Jun 21

ORD8:14 pmChicago O'Hare Intl

4h 45m

YVR10:59 pmVancouver Intl

$389

American Airlines

May 28

YVR11:57 pmVancouver Intl

4h 12m

ORD6:09 amChicago O'Hare Intl

Jun 1

ORD8:15 pmChicago O'Hare Intl

4h 45m

YVR11:00 pmVancouver Intl

$401

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets

Air Canada

Apr 16

YVR5:30 amVancouver Intl

7h 45m

1 stop

ORD3:15 pmChicago O'Hare Intl

Apr 22

ORD3:40 pmChicago O'Hare Intl

4h 31m

YVR6:11 pmVancouver Intl

$333

Air Canada

May 19

YVR6:15 amVancouver Intl

8h 44m

1 stop

ORD4:59 pmChicago O'Hare Intl

May 25

ORD3:40 pmChicago O'Hare Intl

4h 31m

YVR6:11 pmVancouver Intl

$364

Air Canada

Apr 14

YVR8:30 amVancouver Intl

4h 15m

ORD2:45 pmChicago O'Hare Intl

Apr 16

ORD3:40 pmChicago O'Hare Intl

4h 31m

YVR6:11 pmVancouver Intl

$368

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

Thu 4/16

5:30 am-3:15 pm

1 stop7h 45m

Chicago O'Hare Intl

Wed 4/22

3:40 pm-6:11 pm

Nonstop4h 31m

$333

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 6/9

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Tue 6/23

9:07 pm-1:40 pm

2 stops18h 33m

$335

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/16

10:30 am-6:26 pm

1 stop5h 56m

Chicago O'Hare Intl

Wed 4/22

11:28 am-11:12 am

1 stop25h 44m

$338

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/22

6:00 am-4:40 pm

2 stops8h 40m

Chicago O'Hare Intl

Sun 5/24

5:30 pm-2:00 pm

2 stops22h 30m

$339

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/22

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 5/30

8:05 am-12:44 am

2 stops18h 39m

$342

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 4/21

1:45 pm-11:59 pm

1 stop8h 14m

Chicago O'Hare Intl

Thu 4/23

8:48 pm-9:40 am

1 stop14h 52m

$343

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/1

10:55 pm-11:33 am

1 stop10h 38m

Chicago O'Hare Intl

Mon 5/4

7:50 am-3:55 pm

2 stops34h 05m

$346

Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 6/18

11:57 pm-6:09 am

Nonstop4h 12m

Chicago O'Hare Intl

Sun 6/21

8:14 pm-10:59 pm

Nonstop4h 45m

$351

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/8

7:30 am-6:33 pm

2 stops9h 03m

Chicago Midway

Mon 5/11

1:59 pm-10:51 pm

2 stops10h 52m

$373

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 5/19

7:41 pm-12:42 pm

2 stops15h 01m

Chicago Midway

Sun 5/24

9:23 am-10:51 pm

2 stops15h 28m

$398

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

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, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $257. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Vancouver Intl Airport to Chicago during September average around $286.

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 $387. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver Intl Airport to Chicago for around $572.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Vancouver Intl Airport to Chicago during this time can be as low as $403. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $431.

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 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 $375 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 $121 on momondo.

What cabin class options are available on Vancouver Intl to Chicago flights?

There are 4 cabin classes available to choose from on Vancouver Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 22% 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 April 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 6% 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	$268
Fastest flight time	4h 05m
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 $268. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $421.

The fastest flight from Vancouver Intl Airport to Chicago takes 4h 05m

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?
Vancouver Intl and Chicago are 1773.8 mi apart from one another. 4h 05m is a normal flight duration for this route.
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?
The number of operators available for flights from Vancouver Intl Airport to Chicago is 3 as of April 2026.
How old do you have to be to fly from Vancouver Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
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 (31.53% of total bookings). The next most popular plane models are Airbus A320-100/200 (31.26%), Boeing 737-900 (10.63%), and Airbus A220-300 (5.68%).
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 41% of all bookings. The subsequent popular airlines are United Airlines at 37%, American Airlines at 16%, and WestJet at 6%.

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 $90	Free Cancellation	Rating 7.4 9,531 reviews	Search United Airlines flights
Air Canada	PriceFrom $155	Free Cancellation	Rating 7.1 10,883 reviews	Search Air Canada flights
American Airlines	PriceFrom $167	Free Cancellation	Rating 7.1 11,549 reviews	Search American Airlines flights

United Airlines Flights From Vancouver Intl Airport to Chicago
The lowest priced United Airlines flight from Vancouver Intl Airport to Chicago from the last 72 hours was $90. Generally, United Airlines has 15 flights on this route every week with an average price of $428. United Airlines is rated 7.4/10 by our users.
Air Canada Flights From Vancouver Intl Airport to Chicago
Across 10,883 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 13 times each week, with ticket deals ranging from $155 to $448. Price data is based on momondo searches in the last 72 hours.

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Porter

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Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Vancouver.

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 all potential Vancouver to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Vancouver Intl Airport to Chicago from $123

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 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and 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

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American Airlines flights from Vancouver Intl Airport to Chicago

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

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets

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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 to Chicago?

What cabin class options are available on Vancouver Intl to Chicago flights?

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?

What airlines fly 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

Traveling 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 78.5 mi from Chicago

Fly your favorite 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.

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