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Cheap flights from Vancouver Intl Airport to Chicago from C$ 154

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 3/12. 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 p.m. - 5:27 p.m.YVR-ORD
16h 27m1 stop
Multiple Airlines Logo
12:59 p.m. - 10:20 p.m.ORD-YVR
11h 21m1 stop
C$ 281Multiple Airlines
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Multiple Airlines Logo
11:00 p.m. - 5:27 p.m.YVR-ORD
16h 27m1 stop
Multiple Airlines Logo
12:59 p.m. - 10:20 p.m.ORD-YVR
11h 21m1 stop
C$ 285Multiple Airlines
Find Deal
Wed, 3 Dec - Mon, 8 Dec
Multiple Airlines Logo
11:00 p.m. - 5:27 p.m.YVR-ORD
16h 27m1 stop
Multiple Airlines Logo
4:01 p.m. - 4:54 p.m.ORD-YVR
26h 53m2 stops
C$ 286Multiple Airlines
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Multiple Airlines Logo
11:00 p.m. - 10:12 p.m.YVR-MDW
21h 12m1 stop
Multiple Airlines Logo
7:23 p.m. - 3:45 p.m.MDW-YVR
22h 22m2 stops
C$ 288Multiple Airlines
Find Deal
Sun, 7 Dec - Thu, 11 Dec
WestJet Logo
10:10 p.m. - 1:35 p.m.YVR-ORD
13h 25m1 stop
WestJet Logo
2:20 p.m. - 7:45 p.m.ORD-YVR
7h 25m1 stop
C$ 364WestJet
Find Deal
Thu, 4 Dec - Mon, 12 Jan
Delta Logo
7:32 p.m. - 11:06 a.m.YVR-MDW
13h 34m2 stops
Delta Logo
9:34 a.m. - 6:44 p.m.MDW-YVR
11h 10m2 stops
C$ 487Delta
Find Deal
Tue, 23 Dec - Wed, 7 Jan
Delta Logo
7:32 p.m. - 11:06 a.m.YVR-MDW
13h 34m2 stops
Delta Logo
9:34 a.m. - 8:54 p.m.MDW-YVR
13h 20m2 stops
C$ 497Delta
Find Deal
Tue, 23 Dec - Sun, 11 Jan
Porter Airlines Logo
4:20 p.m. - 10:05 a.m.YVR-MDW
15h 45m1 stop
Porter Airlines Logo
11:00 a.m. - 9:23 p.m.MDW-YVR
12h 23m2 stops
C$ 681Porter Airlines
Find Deal
Mon, 1 Dec - Mon, 8 Dec
Porter Airlines Logo
12:20 p.m. - 10:05 a.m.YVR-MDW
19h 45m2 stops
Porter Airlines Logo
11:00 a.m. - 9:23 p.m.MDW-YVR
12h 23m2 stops
C$ 727Porter Airlines
Find Deal
Sun, 30 Nov - Wed, 3 Dec
WestJet Logo
10:30 p.m. - 5:32 p.m.YVR-MDW
17h 02m2 stops
WestJet Logo
9:50 a.m. - 9:08 p.m.MDW-YVR
13h 18m2 stops
C$ 750WestJet
Find Deal
Wed, 28 Jan - Sun, 1 Feb

Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
23 Dec
YVR7:32 p.m.Vancouver Intl
13h 34m
2 stops
MDW11:06 a.m.Chicago Midway
7 Jan
MDW9:34 a.m.Chicago Midway
11h 10m
2 stops
YVR6:44 p.m.Vancouver Intl
C$ 487
Find similar
Delta
23 Dec
YVR7:32 p.m.Vancouver Intl
13h 34m
2 stops
MDW11:06 a.m.Chicago Midway
11 Jan
MDW9:34 a.m.Chicago Midway
13h 20m
2 stops
YVR8:54 p.m.Vancouver Intl
C$ 497
Find similar
Delta
4 Dec
YVR7:35 p.m.Vancouver Intl
11h 19m
2 stops
MDW8:54 a.m.Chicago Midway
11 Dec
MDW9:59 a.m.Chicago Midway
13h 05m
2 stops
YVR9:04 p.m.Vancouver Intl
C$ 507
Find similar

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
13 Nov
YVR8:30 a.m.Vancouver Intl
4h 11m
ORD2:41 p.m.Chicago O'Hare Intl
19 Nov
ORD2:00 p.m.Chicago O'Hare Intl
10h 18m
2 stops
YVR10:18 p.m.Vancouver Intl
C$ 587
Find similar
Air Canada
9 Nov
YVR7:15 p.m.Vancouver Intl
7h 45m
1 stop
ORD5:00 a.m.Chicago O'Hare Intl
18 Nov
ORD10:00 a.m.Chicago O'Hare Intl
12h 34m
2 stops
YVR8:34 p.m.Vancouver Intl
C$ 663
Find similar
Air Canada
11 Nov
YVR8:15 p.m.Vancouver Intl
10h 58m
2 stops
ORD9:13 a.m.Chicago O'Hare Intl
16 Nov
ORD7:10 a.m.Chicago O'Hare Intl
13h 35m
1 stop
YVR6:45 p.m.Vancouver Intl
C$ 672
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 96,600 searches. Data last updated 4 November 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 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Mon 8/12

12:59 p.m.-10:20 p.m.

1 stop11h 21m

C$ 281

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Mon 8/12

12:59 p.m.-10:20 p.m.

1 stop11h 21m

C$ 285

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/12

11:00 p.m.-5:27 p.m.

1 stop16h 27m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-4:54 p.m.

2 stops26h 53m

C$ 286

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 7/12

11:00 p.m.-10:12 p.m.

1 stop21h 12m

Chicago Midway

Thu 11/12

7:23 p.m.-3:45 p.m.

2 stops22h 22m

C$ 288

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 4/12

10:10 p.m.-1:35 p.m.

1 stop13h 25m

Chicago O'Hare Intl

Mon 12/1

2:20 p.m.-7:45 p.m.

1 stop7h 25m

C$ 364

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 23/12

7:32 p.m.-11:06 a.m.

2 stops13h 34m

Chicago Midway

Wed 7/1

9:34 a.m.-6:44 p.m.

2 stops11h 10m

C$ 487

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 23/12

7:32 p.m.-11:06 a.m.

2 stops13h 34m

Chicago Midway

Sun 11/1

9:34 a.m.-8:54 p.m.

2 stops13h 20m

C$ 497

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 1/12

4:20 p.m.-10:05 a.m.

1 stop15h 45m

Chicago Midway

Mon 8/12

11:00 a.m.-9:23 p.m.

2 stops12h 23m

C$ 681

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 30/11

12:20 p.m.-10:05 a.m.

2 stops19h 45m

Chicago Midway

Wed 3/12

11:00 a.m.-9:23 p.m.

2 stops12h 23m

C$ 727

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 28/1

10:30 p.m.-5:32 p.m.

2 stops17h 02m

Chicago Midway

Sun 1/2

9:50 a.m.-9:08 p.m.

2 stops13h 18m

C$ 750

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 another great option to travel to Chicago, with average flight prices from Vancouver Intl Airport averaging around C$ 431.

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 Wednesday when prices can be found for as low as C$ 568. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 769. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Vancouver Intl Airport to Chicago when you can find flight prices for as low as C$ 411. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 664 per ticket.

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 C$ 505 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 C$ 365 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 20% 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 November 2025, prices for Vancouver Intl Airport to Chicago flights are approximately 44% 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

C$ 303

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 C$ 303. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is C$ 479.
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?

    Chicago is 2854.7 km away from Vancouver Intl. Flights usually cover this in 8h 52m, depending on flying conditions and air traffic around both airports.

  • 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vancouver Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • 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 C$ 209Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
WestJetPriceFrom C$ 238Free CancellationRating
7.2
3,153 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 239Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 268Free CancellationRating
7.1
10,400 reviews
Search Air Canada flights

  • United Airlines Flights From Vancouver Intl Airport to Chicago

    United Airlines flight deals from Vancouver Intl Airport to Chicago start from C$ 209 round-trip. Over the 14 United Airlines flights for this route in a normal week, average airfare is usually C$ 492 round-trip - but some users have found much cheaper deals with momondo.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    The best Air Canada deal for Vancouver Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was C$ 268, round-trip. It should be noted that an average Air Canada flight deal for this route in this time was higher, at C$ 530 round-trip. Air Canada operates 14 flights out of Vancouver Intl Airport into Chicago in an average week, so prices vary by time and availability. 10,400 Air Canada reviews by users on momondo have scored the airline at 7.1/10.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Vancouver to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Vancouver to Chicago. momondo saves you time and could save you money on your trip.

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 you have performed a search for Vancouver to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Vancouver and alert you when they 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.
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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport