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Cheap flights from Vancouver Intl Airport to Chicago from $216

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 9/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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 pm
YVR
-
ORD
15h 55m
2 stops
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$364WestJet
Tue, Sep 1 - Sat, Sep 5
WestJet Logo
10:30 pm - 4:40 pm
YVR
-
ORD
16h 10m
2 stops
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$367WestJet
Thu, Sep 3 - Tue, Sep 8
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 am - 7:25 pm
ORD
-
YVR
14h 35m
2 stops
$374Multiple Airlines
Fri, Sep 18 - Tue, Sep 22
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 am - 4:15 pm
ORD
-
YVR
11h 25m
1 stop
$377Multiple Airlines
Fri, Sep 18 - Tue, Sep 22
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 am - 7:25 pm
ORD
-
YVR
14h 35m
2 stops
$379Multiple Airlines
Fri, Sep 11 - Tue, Sep 15
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 10:10 am
ORD
-
YVR
18h 40m
1 stop
$383WestJet
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
1:40 pm - 8:10 pm
YVR
-
ORD
4h 30mnonstop
American Airlines Logo
9:54 am - 12:45 pm
ORD
-
YVR
4h 51mnonstop
$393American Airlines
Wed, Sep 23 - Sun, Sep 27
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
$394WestJet
Thu, Sep 10 - Sun, Sep 13
Delta Logo
7:24 am - 9:30 pm
YVR
-
ORD
12h 06m
2 stops
Delta Logo
5:56 pm - 10:59 pm
ORD
-
YVR
7h 03m
1 stop
$396Delta
Fri, Aug 28 - Mon, Aug 31
Delta Logo
6:00 am - 6:19 pm
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 pm - 8:26 pm
MDW
-
YVR
8h 26m
1 stop
$411Delta
Fri, Sep 18 - Wed, Sep 23

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Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
Aug 28
YVR7:24 amVancouver Intl
12h 06m
2 stops
ORD9:30 pmChicago O'Hare Intl
Aug 31
ORD2:00 pmChicago O'Hare Intl
10h 59m
2 stops
YVR10:59 pmVancouver Intl
$396
Delta
Sep 18
YVR6:00 amVancouver Intl
10h 19m
1 stop
MDW6:19 pmChicago Midway
Sep 23
MDW2:00 pmChicago Midway
8h 26m
1 stop
YVR8:26 pmVancouver Intl
$411
Delta
Sep 10
YVR6:45 amVancouver Intl
11h 45m
2 stops
ORD8:30 pmChicago O'Hare Intl
Sep 13
ORD6:00 amChicago O'Hare Intl
12h 55m
2 stops
YVR4:55 pmVancouver Intl
$412

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
Sep 1
YVR10:45 pmVancouver Intl
15h 55m
2 stops
ORD4:40 pmChicago O'Hare Intl
Sep 5
ORD5:30 pmChicago O'Hare Intl
7h 05m
1 stop
YVR10:35 pmVancouver Intl
$364
WestJet
Sep 3
YVR10:30 pmVancouver Intl
16h 10m
2 stops
ORD4:40 pmChicago O'Hare Intl
Sep 8
ORD5:30 pmChicago O'Hare Intl
7h 05m
1 stop
YVR10:35 pmVancouver Intl
$367
WestJet
Aug 28
YVR6:00 amVancouver Intl
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 31
ORD5:30 pmChicago O'Hare Intl
18h 40m
1 stop
YVR10:10 amVancouver Intl
$383

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver Intl Airport to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 26, 2026.
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

Tue 9/1

10:45 pm-4:40 pm

2 stops15h 55m

Chicago O'Hare Intl

Sat 9/5

5:30 pm-10:35 pm

1 stop7h 05m

$364

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 9/3

10:30 pm-4:40 pm

2 stops16h 10m

Chicago O'Hare Intl

Tue 9/8

5:30 pm-10:35 pm

1 stop7h 05m

$367

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/18

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Tue 9/22

6:50 am-7:25 pm

2 stops14h 35m

$374

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/18

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Tue 9/22

6:50 am-4:15 pm

1 stop11h 25m

$377

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/11

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Tue 9/15

6:50 am-7:25 pm

2 stops14h 35m

$379

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/28

6:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Mon 8/31

5:30 pm-10:10 am

1 stop18h 40m

$383
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 9/23

1:40 pm-8:10 pm

Nonstop4h 30m

Chicago O'Hare Intl

Sun 9/27

9:54 am-12:45 pm

Nonstop4h 51m

$393

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 9/10

6:00 am-4:40 pm

2 stops8h 40m

Chicago O'Hare Intl

Sun 9/13

5:30 pm-12:15 am

1 stop8h 45m

$394

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/28

7:24 am-9:30 pm

2 stops12h 06m

Chicago O'Hare Intl

Mon 8/31

5:56 pm-10:59 pm

1 stop7h 03m

$396

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 9/18

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Wed 9/23

2:00 pm-8:26 pm

1 stop8h 26m

$411

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?

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 $87. If you’re not able to fly to Chicago in October, then August is your next best option. Flight prices from Vancouver Intl Airport to Chicago during August average around $98.

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 $403. 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 $619.

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 $434. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $484.

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 $420 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?

You could potentially save up to 15% 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 June 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 17% 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

$270

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 $270. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $415.
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?

  • 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
9,893 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
11,267 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,772 reviews
Search American Airlines flights
WestJetPriceFrom $169Free CancellationRating
7.2
3,384 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 23 flights on this route every week with an average price of $490. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 11,267 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 20 times each week, with ticket deals ranging from $155 to $466. 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
Crown Point
Chesterton
Monticello
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

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport