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Cheap flights from Vancouver Intl Airport to Chicago from $110

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 12/3. 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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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
11:00 pm - 5:27 pmYVR-ORD
16h 27m1 stop
Multiple Airlines Logo
12:59 pm - 10:20 pmORD-YVR
11h 21m1 stop
$200Multiple Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
Multiple Airlines Logo
11:00 pm - 5:27 pmYVR-ORD
16h 27m1 stop
Multiple Airlines Logo
12:59 pm - 10:20 pmORD-YVR
11h 21m1 stop
$203Multiple Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
Multiple Airlines Logo
11:00 pm - 5:27 pmYVR-ORD
16h 27m1 stop
Multiple Airlines Logo
4:01 pm - 4:54 pmORD-YVR
26h 53m2 stops
$204Multiple Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
11:00 pm - 10:12 pmYVR-MDW
21h 12m1 stop
Multiple Airlines Logo
7:23 pm - 3:45 pmMDW-YVR
22h 22m2 stops
$205Multiple Airlines
Find Deal
Sun, Dec 7 - Thu, Dec 11
WestJet Logo
10:10 pm - 1:35 pmYVR-ORD
13h 25m1 stop
WestJet Logo
2:20 pm - 7:45 pmORD-YVR
7h 25m1 stop
$259WestJet
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Thu, Dec 4 - Mon, Jan 12
Delta Logo
7:32 pm - 11:06 amYVR-MDW
13h 34m2 stops
Delta Logo
9:34 am - 6:44 pmMDW-YVR
11h 10m2 stops
$347Delta
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Tue, Dec 23 - Wed, Jan 7
Delta Logo
7:32 pm - 11:06 amYVR-MDW
13h 34m2 stops
Delta Logo
9:34 am - 8:54 pmMDW-YVR
13h 20m2 stops
$354Delta
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Tue, Dec 23 - Sun, Jan 11
Porter Airlines Logo
4:20 pm - 10:05 amYVR-MDW
15h 45m1 stop
Porter Airlines Logo
11:00 am - 9:23 pmMDW-YVR
12h 23m2 stops
$485Porter Airlines
Find Deal
Mon, Dec 1 - Mon, Dec 8
Porter Airlines Logo
12:20 pm - 10:05 amYVR-MDW
19h 45m2 stops
Porter Airlines Logo
11:00 am - 9:23 pmMDW-YVR
12h 23m2 stops
$518Porter Airlines
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Sun, Nov 30 - Wed, Dec 3
WestJet Logo
10:30 pm - 5:32 pmYVR-MDW
17h 02m2 stops
WestJet Logo
9:50 am - 9:08 pmMDW-YVR
13h 18m2 stops
$534WestJet
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Wed, Jan 28 - Sun, Feb 1

Alaska Airlines flights from Vancouver Intl Airport to Chicago

Our best Alaska Airlines deals on Vancouver Intl Airport to Chicago flight tickets
Alaska Airlines
Nov 13
YVR7:35 pmVancouver Intl
8h 47m
1 stop
ORD6:22 amChicago O'Hare Intl
Nov 19
ORD10:00 amChicago O'Hare Intl
8h 45m
1 stop
YVR4:45 pmVancouver Intl
$368
Find similar
Alaska Airlines
Nov 10
YVR7:35 pmVancouver Intl
8h 47m
1 stop
ORD6:22 amChicago O'Hare Intl
Nov 18
ORD2:05 pmChicago O'Hare Intl
12h 05m
2 stops
YVR12:10 amVancouver Intl
$378
Find similar
Alaska Airlines
Nov 17
YVR7:35 pmVancouver Intl
8h 47m
1 stop
ORD6:22 amChicago O'Hare Intl
Nov 25
ORD6:00 amChicago O'Hare Intl
8h 30m
1 stop
YVR12:30 pmVancouver Intl
$395
Find similar

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
Dec 4
YVR10:10 pmVancouver Intl
13h 25m
1 stop
ORD1:35 pmChicago O'Hare Intl
Jan 12
ORD2:20 pmChicago O'Hare Intl
7h 25m
1 stop
YVR7:45 pmVancouver Intl
$259
Find similar
WestJet
Jan 28
YVR10:30 pmVancouver Intl
17h 02m
2 stops
MDW5:32 pmChicago Midway
Feb 1
MDW9:50 amChicago Midway
13h 18m
2 stops
YVR9:08 pmVancouver Intl
$534
Find similar
WestJet
Mar 27
YVR11:00 pmVancouver Intl
8h 56m
1 stop
MDW9:56 amChicago Midway
Mar 31
MDW10:35 amChicago Midway
12h 33m
2 stops
YVR9:08 pmVancouver Intl
$591
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 November 4, 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

Wed 12/3

11:00 pm-5:27 pm

1 stop16h 27m

Chicago O'Hare Intl

Mon 12/8

12:59 pm-10:20 pm

1 stop11h 21m

$200

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 12/3

11:00 pm-5:27 pm

1 stop16h 27m

Chicago O'Hare Intl

Mon 12/8

12:59 pm-10:20 pm

1 stop11h 21m

$203

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 12/3

11:00 pm-5:27 pm

1 stop16h 27m

Chicago O'Hare Intl

Wed 12/10

4:01 pm-4:54 pm

2 stops26h 53m

$204

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 12/7

11:00 pm-10:12 pm

1 stop21h 12m

Chicago Midway

Thu 12/11

7:23 pm-3:45 pm

2 stops22h 22m

$205

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 12/4

10:10 pm-1:35 pm

1 stop13h 25m

Chicago O'Hare Intl

Mon 1/12

2:20 pm-7:45 pm

1 stop7h 25m

$259

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 12/23

7:32 pm-11:06 am

2 stops13h 34m

Chicago Midway

Wed 1/7

9:34 am-6:44 pm

2 stops11h 10m

$347

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 12/23

7:32 pm-11:06 am

2 stops13h 34m

Chicago Midway

Sun 1/11

9:34 am-8:54 pm

2 stops13h 20m

$354

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 12/1

4:20 pm-10:05 am

1 stop15h 45m

Chicago Midway

Mon 12/8

11:00 am-9:23 pm

2 stops12h 23m

$485

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 11/30

12:20 pm-10:05 am

2 stops19h 45m

Chicago Midway

Wed 12/3

11:00 am-9:23 pm

2 stops12h 23m

$518

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 1/28

10:30 pm-5:32 pm

2 stops17h 02m

Chicago Midway

Sun 2/1

9:50 am-9:08 pm

2 stops13h 18m

$534

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 September is, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $287. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Vancouver Intl Airport to Chicago during October average around $307.

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 $326. 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 $439.

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 $418.

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 $360 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 $260 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?

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 November 2025, prices for Vancouver Intl Airport to Chicago flights are approximately 43% 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

$108

Fastest flight time

4h 08m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Vancouver Intl Airport in the past 72 hours is $108. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $299.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 08m
Direct flights go from Vancouver Intl Airport to Chicago every day.
There is 1 airport near Chicago: 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. 8h 52m 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
8,998 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,400 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,038 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 $366. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 10,400 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 $413. 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
Schererville
Valparaiso
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