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

The number of flights available between Vancouver and Chicago is 41 per week as of December 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

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 according to our data. Air Canada is the first choice among our users, with 43% 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 to Chicago on average per day?

As of December 2025, 5 flights take off from Vancouver and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 100% of daily flights taking off at noon.

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 were last updated today.

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

The number of operators available for flights from Vancouver to Chicago is 3 as of December 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$120 Cheap Flights from Vancouver to Chicago in 2025/26

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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.

10:10 pm - 1:35 pm

YVR

ORD

13h 25m2 stops

2:20 pm - 7:40 pm

ORD

YVR

7h 20m1 stop

$260WestJet

Thu, Feb 12 - Mon, Feb 16

11:00 am - 1:35 pm

YVR

ORD

24h 35m2 stops

6:00 am - 11:59 pm

ORD

YVR

19h 59m1 stop

$263Multiple Airlines

Thu, Feb 19 - Mon, Feb 23

11:00 pm - 11:45 am

YVR

MDW

10h 45m1 stop

7:30 am - 10:20 pm

MDW

YVR

16h 50m2 stops

$266Multiple Airlines

Sun, Jan 25 - Sun, Feb 1

11:00 pm - 11:45 am

YVR

MDW

10h 45m1 stop

7:30 am - 10:20 pm

MDW

YVR

16h 50m2 stops

$267Multiple Airlines

Sun, Jan 25 - Sun, Feb 1

6:00 am - 4:43 pm

YVR

ORD

8h 43m1 stop

5:30 pm - 10:35 pm

ORD

YVR

7h 05m1 stop

$268WestJet

Mon, May 4 - Sat, May 9

3:45 pm - 4:51 pm

YVR

ORD

23h 06m2 stops

5:01 am - 11:12 am

ORD

YVR

32h 11m1 stop

$270Multiple Airlines

Fri, Jan 30 - Wed, Mar 11

10:10 pm - 1:35 pm

YVR

ORD

13h 25m1 stop

2:20 pm - 12:10 am

ORD

YVR

11h 50m1 stop

$274WestJet

Sun, Feb 8 - Fri, Feb 13

6:20 am - 10:07 pm

YVR

MDW

13h 47m2 stops

9:50 am - 6:44 pm

MDW

YVR

10h 54m2 stops

$353Delta

Sat, Jan 17 - Wed, Jan 21

6:20 am - 8:52 am

YVR

MDW

24h 32m2 stops

1:49 pm - 10:47 am

MDW

YVR

22h 58m2 stops

$355Delta

Thu, Jan 22 - Mon, Jan 26

3:30 pm - 8:52 am

YVR

MDW

15h 22m2 stops

9:33 am - 10:47 am

MDW

YVR

27h 14m2 stops

$356Delta

Thu, Jan 22 - Mon, Jan 26

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets

Air Canada

Dec 19

YVR5:30 amVancouver Intl

7h 40m

1 stop

ORD3:10 pmChicago O'Hare Intl

Jan 6

ORD3:55 pmChicago O'Hare Intl

8h 25m

1 stop

YVR10:20 pmVancouver Intl

$448

Find similar

Air Canada

Dec 19

YVR5:30 amVancouver Intl

7h 40m

1 stop

ORD3:10 pmChicago O'Hare Intl

Jan 6

ORD3:35 pmChicago O'Hare Intl

4h 35m

YVR6:10 pmVancouver Intl

$502

Find similar

Air Canada

Dec 19

YVR5:30 amVancouver Intl

7h 40m

1 stop

ORD3:10 pmChicago O'Hare Intl

Dec 25

ORD3:40 pmChicago O'Hare Intl

4h 35m

YVR6:15 pmVancouver Intl

$549

Find similar

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

Feb 12

YVR10:10 pmVancouver Intl

13h 25m

2 stops

ORD1:35 pmChicago O'Hare Intl

Feb 16

ORD2:20 pmChicago O'Hare Intl

7h 20m

1 stop

YVR7:40 pmVancouver Intl

$260

Find similar

WestJet

May 4

YVR6:00 amVancouver Intl

8h 43m

1 stop

ORD4:43 pmChicago O'Hare Intl

May 9

ORD5:30 pmChicago O'Hare Intl

7h 05m

1 stop

YVR10:35 pmVancouver Intl

$268

Find similar

WestJet

Feb 8

YVR10:10 pmVancouver Intl

13h 25m

1 stop

ORD1:35 pmChicago O'Hare Intl

Feb 13

ORD2:20 pmChicago O'Hare Intl

11h 50m

1 stop

YVR12:10 amVancouver Intl

$274

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/12

10:10 pm-1:35 pm

2 stops13h 25m

Chicago O'Hare Intl

Mon 2/16

2:20 pm-7:40 pm

1 stop7h 20m

$260

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/19

11:00 am-1:35 pm

2 stops24h 35m

Chicago O'Hare Intl

Mon 2/23

6:00 am-11:59 pm

1 stop19h 59m

$263

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 1/25

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Sun 2/1

7:30 am-10:20 pm

2 stops16h 50m

$266

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 1/25

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Sun 2/1

7:30 am-10:20 pm

2 stops16h 50m

$267

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 5/4

6:00 am-4:43 pm

1 stop8h 43m

Chicago O'Hare Intl

Sat 5/9

5:30 pm-10:35 pm

1 stop7h 05m

$268

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 1/30

3:45 pm-4:51 pm

2 stops23h 06m

Chicago O'Hare Intl

Wed 3/11

5:01 am-11:12 am

1 stop32h 11m

$270

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 2/8

10:10 pm-1:35 pm

1 stop13h 25m

Chicago O'Hare Intl

Fri 2/13

2:20 pm-12:10 am

1 stop11h 50m

$274

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/17

6:20 am-10:07 pm

2 stops13h 47m

Chicago Midway

Wed 1/21

9:50 am-6:44 pm

2 stops10h 54m

$353

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 1/22

6:20 am-8:52 am

2 stops24h 32m

Chicago Midway

Mon 1/26

1:49 pm-10:47 am

2 stops22h 58m

$355

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 1/22

3:30 pm-8:52 am

2 stops15h 22m

Chicago Midway

Mon 1/26

9:33 am-10:47 am

2 stops27h 14m

$356

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, on average, the cheapest month to fly to Chicago from Vancouver, with most prices found around $261. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Vancouver 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 Tuesday when prices can be found for as low as $337. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver to Chicago for around $431.

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 afternoon. Flights from Vancouver to Chicago during this time can be as low as $301. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $420.

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 $348 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 $257 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 distance between Vancouver and Chicago is about 1771.2 mi. Typically, this will take 4h 08m by plane in normal conditions.
When did momondo last update prices for flights from Vancouver to Chicago?
Prices for flights from Vancouver to Chicago were last updated today.
How many operators does momondo search for flights from Vancouver to Chicago?
The number of operators available for flights from Vancouver to Chicago is 3 as of December 2025.
How old do you have to be to fly from Vancouver to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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 $110	Free Cancellation	Rating 7.4 9,095 reviews	Search United Airlines flights
Air Canada	PriceFrom $155	Free Cancellation	Rating 7.1 10,514 reviews	Search Air Canada flights
American Airlines	PriceFrom $167	Free Cancellation	Rating 7.2 11,048 reviews	Search American Airlines flights

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Hammond

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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Vancouver is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Chicago from Vancouver which offer a flexible booking policy as well as other useful filters and features.

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.