Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver Intl Airport to Chicago from $190

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.
Alaska Airlines Logo
12:55 pm - 10:59 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
9h 04m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:19 pm - 12:45 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
10h 26m1 stop Seattle/Tacoma Intl
$356Alaska Airlines
Tue, Nov 17 - Tue, Nov 24
Delta Logo
6:00 am - 4:47 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 47m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 10:33 pmMDW  Chicago Midway-YVR Vancouver Intl
11h 06m1 stop Minneapolis St Paul
$368Delta
Wed, Oct 28 - Wed, Nov 4
Air Canada Logo
9:25 am - 1:37 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 12mnonstop
Air Canada Logo
1:55 pm - 10:47 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 52m1 stop Montreal Pierre Elliott Trudeau Intl
$382Air Canada
Tue, Nov 17 - Tue, Nov 24
Air Canada Logo
8:25 am - 2:37 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 12mnonstop
Air Canada Logo
3:30 pm - 8:17 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
5h 47mnonstop
$392Air Canada
Thu, Oct 29 - Wed, Nov 4
WestJet Logo
5:40 pm - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
21h 00m1 stop Calgary
WestJet Logo
5:30 pm - 10:10 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
18h 40m1 stop Calgary
$414WestJet
Wed, Oct 14 - Fri, Oct 16
WestJet Logo
10:30 pm - 4:40 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
16h 10m2 stops Kelowna Calgary
WestJet Logo
5:30 pm - 7:40 amORD  Chicago O'Hare Intl-YVR Vancouver Intl
16h 10m1 stop Calgary
$415WestJet
Wed, Oct 14 - Fri, Oct 16
United Airlines Logo
2:50 pm - 6:59 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 09mnonstop
United Airlines Logo
8:49 am - 1:45 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
5h 56mnonstop
$419United Airlines
Wed, Nov 11 - Sun, Nov 15
United Airlines Logo
2:50 pm - 7:04 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
3h 14mnonstop
United Airlines Logo
2:47 pm - 11:58 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
10h 11m1 stop Denver Intl
$421United Airlines
Thu, Dec 17 - Wed, Dec 23
American Airlines Logo
1:15 pm - 10:59 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
8h 44m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 1:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 15m1 stop Dallas/Fort Worth
$435American Airlines
Fri, Nov 6 - Wed, Nov 11
American Airlines Logo
1:40 pm - 12:30 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
8h 50m1 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
$568American Airlines
Tue, Oct 13 - Mon, Oct 19

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
Oct 29
YVR6:00 amVancouver Intl
15h 47m
2 stops
ORD11:47 pmChicago O'Hare Intl
Nov 4
ORD9:30 amChicago O'Hare Intl
17h 10m
2 stops
YVR1:40 amVancouver Intl
$389
WestJet
Oct 29
YVR6:00 amVancouver Intl
23h 41m
3 stops
ORD7:41 amChicago O'Hare Intl
Nov 4
ORD9:30 amChicago O'Hare Intl
17h 10m
2 stops
YVR1:40 amVancouver Intl
$399
WestJet
Oct 29
YVR6:00 amVancouver Intl
23h 41m
3 stops
ORD7:41 amChicago O'Hare Intl
Nov 4
ORD6:10 amChicago O'Hare Intl
20h 30m
3 stops
YVR1:40 amVancouver Intl
$412

United Airlines flights from Vancouver Intl Airport to Chicago

Our best United Airlines deals on Vancouver Intl Airport to Chicago flight tickets
United Airlines
Oct 29
YVR1:50 pmVancouver Intl
4h 11m
ORD8:01 pmChicago O'Hare Intl
Nov 4
ORD8:55 amChicago O'Hare Intl
10h 24m
1 stop
YVR6:19 pmVancouver Intl
$426
United Airlines
Oct 28
YVR1:50 pmVancouver Intl
4h 11m
ORD8:01 pmChicago O'Hare Intl
Nov 4
ORD8:49 amChicago O'Hare Intl
5h 56m
YVR1:45 pmVancouver Intl
$430
United Airlines
Nov 11
YVR1:36 pmVancouver Intl
7h 10m
1 stop
ORD9:46 pmChicago O'Hare Intl
Nov 15
ORD8:49 amChicago O'Hare Intl
5h 56m
YVR1:45 pmVancouver Intl
$434

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

Tue 11/17

12:55 pm-10:59 pm

1 stop9h 04m

Chicago O'Hare Intl

Tue 11/24

3:19 pm-12:45 am

1 stop10h 26m

$356

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 10/28

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Wed 11/4

12:27 pm-10:33 pm

1 stop11h 06m

$368

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 11/17

9:25 am-1:37 pm

Nonstop3h 12m

Chicago O'Hare Intl

Tue 11/24

1:55 pm-10:47 pm

1 stop9h 52m

$382

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 10/29

8:25 am-2:37 pm

Nonstop4h 12m

Chicago O'Hare Intl

Wed 11/4

3:30 pm-8:17 pm

Nonstop5h 47m

$392

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 10/14

5:40 pm-4:40 pm

1 stop21h 00m

Chicago O'Hare Intl

Fri 10/16

5:30 pm-10:10 am

1 stop18h 40m

$414

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 10/14

10:30 pm-4:40 pm

2 stops16h 10m

Chicago O'Hare Intl

Fri 10/16

5:30 pm-7:40 am

1 stop16h 10m

$415
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 11/11

2:50 pm-6:59 pm

Nonstop3h 09m

Chicago O'Hare Intl

Sun 11/15

8:49 am-1:45 pm

Nonstop5h 56m

$419

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 12/17

2:50 pm-7:04 pm

Nonstop3h 14m

Chicago O'Hare Intl

Wed 12/23

2:47 pm-11:58 pm

1 stop10h 11m

$421

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 11/6

1:15 pm-10:59 pm

1 stop8h 44m

Chicago O'Hare Intl

Wed 11/11

5:00 am-1:15 pm

1 stop9h 15m

$435

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 10/13

1:40 pm-12:30 am

1 stop8h 50m

Chicago O'Hare Intl

Mon 10/19

5:00 am-10:53 am

1 stop7h 53m

$568

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $356.

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $401. If you’re not able to fly to Chicago in November, then October is your next best option. Flight prices from Vancouver Intl Airport to Chicago during October average around $402.

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 $507. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $535.

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 October 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 14% 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

$190

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 $190. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $356.
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
3,450 reviews
Search WestJet flights
American AirlinesPriceFrom $174Free CancellationRating
7.0
12,133 reviews
Search American Airlines flights
Air CanadaPriceFrom $268Free CancellationRating
7.1
11,717 reviews
Search Air Canada flights
United AirlinesPriceFrom $311Free CancellationRating
7.4
10,283 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 20 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 11,717 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.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 11/2
Mon 11/9
By creating a price alert you accept our terms of use and privacy policy.

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