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Cheap flights from Vancouver Intl Airport to Chicago from $82

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 5/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:40 pm - 8:29 pm
YVR
-
ORD
26h 49m1 stop
Multiple Airlines Logo
8:43 pm - 9:07 pm
ORD
-
YVR
26h 24m2 stops
$262Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
11:30 pm - 11:22 am
YVR
-
ORD
33h 52m1 stop
Multiple Airlines Logo
6:02 pm - 7:34 am
ORD
-
YVR
39h 32m2 stops
$264Multiple Airlines
Sat, Jan 10 - Sat, Jan 17
WestJet Logo
6:00 am - 4:43 pm
YVR
-
ORD
8h 43m2 stops
WestJet Logo
5:30 pm - 12:10 am
ORD
-
YVR
8h 40m1 stop
$268WestJet
Thu, May 14 - Sun, May 17
Multiple Airlines Logo
7:00 am - 5:44 pm
YVR
-
ORD
8h 44m1 stop
Multiple Airlines Logo
6:15 am - 4:31 pm
ORD
-
YVR
12h 16m1 stop
$279Multiple Airlines
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
7:45 pm - 1:35 pm
YVR
-
ORD
15h 50m1 stop
Multiple Airlines Logo
6:00 am - 2:30 pm
ORD
-
YVR
10h 30m1 stop
$280Multiple Airlines
Thu, Apr 9 - Wed, Apr 15
Multiple Airlines Logo
8:15 am - 10:38 pm
YVR
-
ORD
12h 23m2 stops
Multiple Airlines Logo
10:41 pm - 10:20 pm
ORD
-
YVR
25h 39m1 stop
$281Multiple Airlines
Tue, Jan 13 - Thu, Jan 15
Multiple Airlines Logo
8:30 am - 2:45 pm
YVR
-
ORD
4h 15mnonstop
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m1 stop
$283Multiple Airlines
Fri, May 29 - Mon, Jun 1
Multiple Airlines Logo
10:30 pm - 11:55 am
YVR
-
MDW
11h 25m1 stop
Multiple Airlines Logo
3:29 pm - 11:59 pm
MDW
-
YVR
10h 30m1 stop
$284Multiple Airlines
Fri, Feb 20 - Mon, Feb 23
Multiple Airlines Logo
8:15 am - 10:38 pm
YVR
-
ORD
12h 23m2 stops
Multiple Airlines Logo
6:06 pm - 12:10 am
ORD
-
YVR
8h 04m1 stop
$284Multiple Airlines
Tue, Jan 13 - Tue, Jan 20
Delta Logo
11:40 am - 8:52 am
YVR
-
MDW
19h 12m2 stops
Delta Logo
1:49 pm - 10:47 am
MDW
-
YVR
22h 58m2 stops
$361Delta
Thu, Jan 22 - Mon, Jan 26

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
Dec 19
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Jan 6
ORD3:35 pmChicago O'Hare Intl
4h 35m
YVR6:10 pmVancouver Intl
$467
Find similar
Air Canada
Dec 19
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Jan 6
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YVR10:20 pmVancouver Intl
$501
Find similar
Air Canada
Dec 30
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Jan 3
ORD3:35 pmChicago O'Hare Intl
4h 35m
YVR6:10 pmVancouver Intl
$604
Find similar

United Airlines flights from Vancouver Intl Airport to Chicago

Our best United Airlines deals on Vancouver Intl Airport to Chicago flight tickets
United Airlines
Dec 25
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Jan 4
ORD3:35 pmChicago O'Hare Intl
4h 35m
YVR6:10 pmVancouver Intl
$480
Find similar
United Airlines
Dec 24
YVR8:30 amVancouver Intl
13h 29m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jan 4
ORD8:08 pmChicago O'Hare Intl
16h 05m
1 stop
YVR10:13 amVancouver Intl
$485
Find similar
United Airlines
Dec 24
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Jan 4
ORD8:08 pmChicago O'Hare Intl
16h 05m
1 stop
YVR10:13 amVancouver Intl
$487
Find similar

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 December 18, 2025.
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

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 1/29

3:40 pm-8:29 pm

1 stop26h 49m

Chicago O'Hare Intl

Thu 2/5

8:43 pm-9:07 pm

2 stops26h 24m

$262

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/10

11:30 pm-11:22 am

1 stop33h 52m

Chicago O'Hare Intl

Sat 1/17

6:02 pm-7:34 am

2 stops39h 32m

$264

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/14

6:00 am-4:43 pm

2 stops8h 43m

Chicago O'Hare Intl

Sun 5/17

5:30 pm-12:10 am

1 stop8h 40m

$268

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 1/9

7:00 am-5:44 pm

1 stop8h 44m

Chicago O'Hare Intl

Sun 1/11

6:15 am-4:31 pm

1 stop12h 16m

$279

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/9

7:45 pm-1:35 pm

1 stop15h 50m

Chicago O'Hare Intl

Wed 4/15

6:00 am-2:30 pm

1 stop10h 30m

$280

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 1/13

8:15 am-10:38 pm

2 stops12h 23m

Chicago O'Hare Intl

Thu 1/15

10:41 pm-10:20 pm

1 stop25h 39m

$281

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/29

8:30 am-2:45 pm

Nonstop4h 15m

Chicago O'Hare Intl

Mon 6/1

5:30 pm-10:35 pm

1 stop7h 05m

$283

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 2/20

10:30 pm-11:55 am

1 stop11h 25m

Chicago Midway

Mon 2/23

3:29 pm-11:59 pm

1 stop10h 30m

$284

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 1/13

8:15 am-10:38 pm

2 stops12h 23m

Chicago O'Hare Intl

Tue 1/20

6:06 pm-12:10 am

1 stop8h 04m

$284

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 1/22

11:40 am-8:52 am

2 stops19h 12m

Chicago Midway

Mon 1/26

1:49 pm-10:47 am

2 stops22h 58m

$361

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 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 $261. 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 $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 $338. 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 Intl Airport to Chicago for around $436.

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 Intl Airport 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 $421.

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 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 $350 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 $257 on momondo.

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

There are 4 cabin classes available to choose from on Vancouver Intl 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 22% 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 December 2025, prices for Vancouver Intl Airport to Chicago flights are approximately 20% 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

$250

Fastest flight time

4h 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 $250. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $361.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 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

  • How far is Vancouver Intl to Chicago by plane?

    Vancouver Intl and Chicago are 1773.8 mi apart from one another. 4h 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 $110Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,534 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,055 reviews
Search American 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 $110. Generally, United Airlines has 14 flights on this route every week with an average price of $380. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 10,534 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 14 times each week, with ticket deals ranging from $155 to $416. 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
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
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?

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