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Cheap flights from Vancouver Intl Airport to Chicago from $186

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:32 pm - 8:33 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
5h 01m1 stop Minneapolis St Paul
WestJet Logo
6:23 am - 2:20 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 57m1 stop Minneapolis St Paul
$338WestJet
Wed, Nov 11 - Sun, Nov 15
Air Canada Logo
9:25 am - 1:37 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 12mnonstop
Air Canada Logo
3:30 pm - 8:17 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
5h 47mnonstop
$367Air Canada
Tue, Nov 10 - Tue, Nov 17
Alaska Airlines Logo
7:55 am - 4:50 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
6h 55m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 12:40 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
7h 40m1 stop Seattle/Tacoma Intl
$378Alaska Airlines
Thu, Oct 29 - Sat, Oct 31
Air Canada Logo
6:25 am - 2:38 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
7h 13m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 pm - 8:17 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
5h 47mnonstop
$379Air Canada
Tue, Nov 10 - Tue, Nov 17
Multiple Airlines Logo
7:50 am - 6:34 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
20h 44m1 stop Los Angeles
Multiple Airlines Logo
5:30 pm - 12:15 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 45m1 stop Calgary
$382Multiple Airlines
Wed, Oct 21 - Thu, Oct 22
United Airlines Logo
2:50 pm - 7:04 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 14mnonstop
United Airlines Logo
8:58 am - 1:45 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
5h 47mnonstop
$395United Airlines
Tue, Dec 22 - Tue, Jan 5
United Airlines Logo
2:50 pm - 7:04 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 14mnonstop
United Airlines Logo
7:00 am - 3:54 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 54m1 stop Denver Intl
$405United Airlines
Tue, Dec 22 - Tue, Jan 5
American Airlines Logo
1:45 pm - 12:30 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
8h 45m1 stop Los Angeles
American Airlines Logo
3:00 pm - 11:37 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 37m1 stop Dallas/Fort Worth
$431American Airlines
Thu, Oct 29 - Wed, Nov 4
WestJet Logo
2:17 pm - 8:47 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
5h 30m1 stop Salt Lake City
WestJet Logo
6:23 am - 2:20 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 57m1 stop Minneapolis St Paul
$448WestJet
Fri, Nov 13 - Sun, Nov 15
American Airlines Logo
11:48 am - 9:30 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
7h 42m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 1:00 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 00m1 stop Los Angeles
$481American Airlines
Fri, Oct 23 - Fri, Oct 30

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Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
Nov 10
YVR9:25 amVancouver Intl
3h 12m
ORD1:37 pmChicago O'Hare Intl
Nov 17
ORD3:30 pmChicago O'Hare Intl
5h 47m
YVR8:17 pmVancouver Intl
$367
Air Canada
Nov 10
YVR6:25 amVancouver Intl
7h 13m
1 stop
ORD2:38 pmChicago O'Hare Intl
Nov 17
ORD3:30 pmChicago O'Hare Intl
5h 47m
YVR8:17 pmVancouver Intl
$379
Air Canada
Nov 10
YVR9:25 amVancouver Intl
3h 12m
ORD1:37 pmChicago O'Hare Intl
Nov 17
ORD3:30 pmChicago O'Hare Intl
5h 47m
YVR8:17 pmVancouver Intl
$394

Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
Nov 10
YVR8:26 amVancouver Intl
6h 21m
1 stop
ORD3:47 pmChicago O'Hare Intl
Nov 17
ORD12:38 pmChicago O'Hare Intl
13h 18m
2 stops
YVR12:56 amVancouver Intl
$414
Delta
Oct 26
YVR7:36 pmVancouver Intl
11h 08m
2 stops
MDW8:44 amChicago Midway
Nov 3
MDW12:27 pmChicago Midway
11h 46m
2 stops
YVR11:13 pmVancouver Intl
$429
Delta
Nov 11
YVR8:45 pmVancouver Intl
9h 04m
2 stops
ORD6:49 amChicago O'Hare Intl
Nov 15
ORD6:23 amChicago O'Hare Intl
8h 57m
1 stop
YVR2:20 pmVancouver Intl
$432

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 Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 11/11

2:32 pm-8:33 pm

1 stop5h 01m

Chicago O'Hare Intl

Sun 11/15

6:23 am-2:20 pm

1 stop8h 57m

$338
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 11/10

9:25 am-1:37 pm

Nonstop3h 12m

Chicago O'Hare Intl

Tue 11/17

3:30 pm-8:17 pm

Nonstop5h 47m

$367

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 10/29

7:55 am-4:50 pm

1 stop6h 55m

Chicago O'Hare Intl

Sat 10/31

7:00 am-12:40 pm

1 stop7h 40m

$378

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 11/10

6:25 am-2:38 pm

1 stop7h 13m

Chicago O'Hare Intl

Tue 11/17

3:30 pm-8:17 pm

Nonstop5h 47m

$379

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 10/21

7:50 am-6:34 am

1 stop20h 44m

Chicago O'Hare Intl

Thu 10/22

5:30 pm-12:15 am

1 stop8h 45m

$382

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 12/22

2:50 pm-7:04 pm

Nonstop3h 14m

Chicago O'Hare Intl

Tue 1/5

8:58 am-1:45 pm

Nonstop5h 47m

$395

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 12/22

2:50 pm-7:04 pm

Nonstop3h 14m

Chicago O'Hare Intl

Tue 1/5

7:00 am-3:54 pm

1 stop9h 54m

$405

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 10/29

1:45 pm-12:30 am

1 stop8h 45m

Chicago O'Hare Intl

Wed 11/4

3:00 pm-11:37 pm

1 stop9h 37m

$431

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 11/13

2:17 pm-8:47 pm

1 stop5h 30m

Chicago O'Hare Intl

Sun 11/15

6:23 am-2:20 pm

1 stop8h 57m

$448

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 10/23

11:48 am-9:30 pm

1 stop7h 42m

Chicago O'Hare Intl

Fri 10/30

6:00 am-1:00 pm

1 stop9h 00m

$481

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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

Prices are currently typical for flights on this route.

Typical prices usually range from $271 to $540.
The lowest price recently found on this route was $338.

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 $394. If you’re not able to fly to Chicago in October, then November is your next best option. Flight prices from Vancouver Intl Airport to Chicago during November average around $399.

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 Thursday when prices can be found for as low as $463. 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 $654.

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 morning. Flights from Vancouver Intl Airport to Chicago during this time can be as low as $506. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $537.

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 $467 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 $116 on momondo.

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

There are 4 cabin classes available to choose from on Vancouver Intl Airport 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?

No. A direct flight is the cheapest option for a flight between Vancouver Intl Airport to Chicago.

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

As of September 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 1% more expensive 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

$186

Fastest flight time

3h 09m

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 $186. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $338.
The fastest flight from Vancouver Intl Airport to Chicago takes 3h 09m
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. 3h 09m 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?

  • 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?

  • What is the most popular airline 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
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom $169Free CancellationRating
7.2
3,449 reviews
Search WestJet flights
American AirlinesPriceFrom $174Free CancellationRating
7.0
12,097 reviews
Search American Airlines flights
Air CanadaPriceFrom $268Free CancellationRating
7.1
11,700 reviews
Search Air Canada flights
United AirlinesPriceFrom $311Free CancellationRating
7.4
10,246 reviews
Search United 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 $311. Generally, United Airlines has 21 flights on this route every week with an average price of $561. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 11,700 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 21 times each week, with ticket deals ranging from $268 to $467. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
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.

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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
Chicago Greater Rockford Airport