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Cheap flights from Vancouver Intl Airport to Chicago from $195

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
10:45 pm - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
15h 55m2 stops Comox Calgary
WestJet Logo
5:30 pm - 10:35 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
7h 05m1 stop Calgary
$269WestJet
Thu, Oct 1 - Tue, Oct 6
WestJet Logo
7:30 am - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
7h 10m1 stop Calgary
WestJet Logo
5:30 pm - 12:15 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 45m1 stop Calgary
$269WestJet
Fri, Oct 16 - Thu, Oct 22
Multiple Airlines Logo
7:30 am - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
7h 10m1 stop Calgary
Multiple Airlines Logo
8:01 pm - 1:40 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
19h 39m2 stops Los Angeles Calgary
$277Multiple Airlines
Fri, Oct 2 - Thu, Oct 8
Multiple Airlines Logo
7:30 am - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
7h 10m1 stop Calgary
Multiple Airlines Logo
8:01 pm - 1:40 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
19h 39m2 stops Los Angeles Calgary
$278Multiple Airlines
Sun, Oct 11 - Wed, Oct 14
Air Canada Logo
8:25 am - 2:43 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 18mnonstop
Air Canada Logo
3:40 pm - 6:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 35mnonstop
$352Air Canada
Wed, Oct 7 - Wed, Oct 14
Air Canada Logo
6:15 am - 4:53 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
8h 38m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 6:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 35mnonstop
$365Air Canada
Wed, Oct 7 - Wed, Oct 14
United Airlines Logo
1:45 pm - 8:06 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 21mnonstop
United Airlines Logo
5:00 am - 9:51 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
6h 51m1 stop Denver Intl
$371United Airlines
Tue, Sep 29 - Tue, Oct 13
United Airlines Logo
1:45 pm - 8:06 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 21mnonstop
United Airlines Logo
8:49 am - 11:33 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 44mnonstop
$377United Airlines
Wed, Sep 30 - Sat, Oct 3
American Airlines Logo
1:37 pm - 5:40 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
14h 03m1 stop Los Angeles
American Airlines Logo
6:00 am - 12:57 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 57m1 stop Los Angeles
$384American Airlines
Sat, Oct 10 - Tue, Oct 13
American Airlines Logo
1:37 pm - 5:00 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
13h 23m1 stop Los Angeles
American Airlines Logo
5:00 am - 10:53 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
7h 53m1 stop Dallas/Fort Worth
$385American Airlines
Sat, Oct 10 - Tue, Oct 13

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WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
Oct 1
YVR10:45 pmVancouver Intl
15h 55m
2 stops
ORD4:40 pmChicago O'Hare Intl
Oct 6
ORD5:30 pmChicago O'Hare Intl
7h 05m
1 stop
YVR10:35 pmVancouver Intl
$269
WestJet
Sep 6
YVR7:30 amVancouver Intl
7h 10m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 11
ORD5:30 pmChicago O'Hare Intl
15h 25m
2 stops
YVR6:55 amVancouver Intl
$271
WestJet
Oct 4
YVR6:00 amVancouver Intl
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Oct 11
ORD5:30 pmChicago O'Hare Intl
22h 10m
1 stop
YVR1:40 pmVancouver Intl
$272

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
Sep 5
YVR8:25 amVancouver Intl
4h 11m
ORD2:36 pmChicago O'Hare Intl
Sep 22
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$433
Air Canada
Sep 5
YVR11:15 pmVancouver Intl
9h 04m
1 stop
ORD10:19 amChicago O'Hare Intl
Sep 23
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$441
Air Canada
Sep 5
YVR8:25 amVancouver Intl
4h 11m
ORD2:36 pmChicago O'Hare Intl
Sep 21
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$449

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

Thu 10/1

10:45 pm-4:40 pm

2 stops15h 55m

Chicago O'Hare Intl

Tue 10/6

5:30 pm-10:35 pm

1 stop7h 05m

$269

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 10/16

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Thu 10/22

5:30 pm-12:15 am

1 stop8h 45m

$269

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 10/2

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Thu 10/8

8:01 pm-1:40 pm

2 stops19h 39m

$277

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sun 10/11

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Wed 10/14

8:01 pm-1:40 pm

2 stops19h 39m

$278
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 10/7

8:25 am-2:43 pm

Nonstop4h 18m

Chicago O'Hare Intl

Wed 10/14

3:40 pm-6:15 pm

Nonstop4h 35m

$352

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 10/7

6:15 am-4:53 pm

1 stop8h 38m

Chicago O'Hare Intl

Wed 10/14

3:40 pm-6:15 pm

Nonstop4h 35m

$365

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 9/29

1:45 pm-8:06 pm

Nonstop4h 21m

Chicago O'Hare Intl

Tue 10/13

5:00 am-9:51 am

1 stop6h 51m

$371

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 9/30

1:45 pm-8:06 pm

Nonstop4h 21m

Chicago O'Hare Intl

Sat 10/3

8:49 am-11:33 am

Nonstop4h 44m

$377

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sat 10/10

1:37 pm-5:40 am

1 stop14h 03m

Chicago O'Hare Intl

Tue 10/13

6:00 am-12:57 pm

1 stop8h 57m

$384

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sat 10/10

1:37 pm-5:00 am

1 stop13h 23m

Chicago O'Hare Intl

Tue 10/13

5:00 am-10:53 am

1 stop7h 53m

$385

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 low for flights on this route.

Typical prices usually range from $282 to $510.
The lowest price recently found on this route was $269.

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 $294. 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 $372.

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 $447. 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 $474. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $520.

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 $436 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.

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

As of August 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 12% 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

$195

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 $195. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $269.
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?

    Vancouver Intl and Chicago are 1773.8 mi apart from one another. 3h 08m 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
United AirlinesPriceFrom $90Free CancellationRating
7.4
10,114 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
11,524 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,982 reviews
Search American Airlines flights
WestJetPriceFrom $169Free CancellationRating
7.2
3,437 reviews
Search WestJet 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 20 flights on this route every week with an average price of $507. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 11,524 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 $155 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
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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