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Cheap flights from Vancouver Intl Airport to Chicago from C$ 153

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 30/9. 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

WestJet Logo
7:00 a.m. - 4:43 p.m.YVR-ORD
7h 43m1 stop
WestJet Logo
5:30 p.m. - 10:36 p.m.ORD-YVR
7h 06m1 stop
C$ 262WestJet
Find Deal
Wed, 24 Sep - Wed, 1 Oct
WestJet Logo
7:00 a.m. - 4:43 p.m.YVR-ORD
7h 43m1 stop
WestJet Logo
5:30 p.m. - 10:36 p.m.ORD-YVR
7h 06m1 stop
C$ 263WestJet
Find Deal
Fri, 26 Sep - Tue, 30 Sep
United Airlines Logo
1:45 p.m. - 8:04 p.m.YVR-ORD
4h 19mdirect
United Airlines Logo
7:41 p.m. - 10:18 p.m.ORD-YVR
4h 37mdirect
C$ 287United Airlines
Find Deal
Thu, 28 Aug - Sun, 31 Aug
United Airlines Logo
10:30 a.m. - 4:42 p.m.YVR-ORD
4h 12mdirect
United Airlines Logo
5:00 a.m. - 9:51 a.m.ORD-YVR
6h 51m1 stop
C$ 301United Airlines
Find Deal
Thu, 28 Aug - Sun, 31 Aug
Delta Logo
5:55 a.m. - 5:35 p.m.YVR-MDW
9h 40m1 stop
Delta Logo
1:08 p.m. - 10:24 p.m.MDW-YVR
11h 16m2 stops
C$ 339Delta
Find Deal
Tue, 16 Sep - Tue, 23 Sep
Delta Logo
7:44 p.m. - 8:05 a.m.YVR-ORD
10h 21m2 stops
Delta Logo
6:15 a.m. - 2:42 p.m.ORD-YVR
10h 27m2 stops
C$ 339Delta
Find Deal
Tue, 16 Sep - Tue, 23 Sep
Air Canada Logo
12:25 a.m. - 2:55 p.m.YVR-ORD
12h 30m2 stops
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 353Air Canada
Find Deal
Mon, 15 Sep - Tue, 23 Sep
Air Canada Logo
12:25 a.m. - 10:53 a.m.YVR-ORD
8h 28m1 stop
Air Canada Logo
8:40 a.m. - 5:01 p.m.ORD-YVR
10h 21m2 stops
C$ 356Air Canada
Find Deal
Mon, 15 Sep - Tue, 23 Sep
Logo
7:30 p.m. - 3:58 p.m.YVR-MDW
18h 28m2 stops
Logo
6:20 a.m. - 8:48 p.m.MDW-YVR
16h 28m1 stop
C$ 432
Find Deal
Tue, 9 Sep - Mon, 15 Sep
Logo
9:30 a.m. - 11:20 p.m.YVR-MDW
11h 50m1 stop
Logo
6:20 a.m. - 8:48 p.m.MDW-YVR
16h 28m1 stop
C$ 434
Find Deal
Thu, 11 Sep - Mon, 15 Sep

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
24 Sep
YVR7:00 a.m.Vancouver Intl
7h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
1 Oct
ORD5:30 p.m.Chicago O'Hare Intl
7h 06m
1 stop
YVR10:36 p.m.Vancouver Intl
C$ 262
Find similar
WestJet
26 Sep
YVR7:00 a.m.Vancouver Intl
7h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
30 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 06m
1 stop
YVR10:36 p.m.Vancouver Intl
C$ 263
Find similar
WestJet
24 Sep
YVR6:00 a.m.Vancouver Intl
8h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
30 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 06m
1 stop
YVR10:36 p.m.Vancouver Intl
C$ 280
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
28 Aug
YVR1:45 p.m.Vancouver Intl
4h 19m
ORD8:04 p.m.Chicago O'Hare Intl
31 Aug
ORD7:41 p.m.Chicago O'Hare Intl
4h 37m
YVR10:18 p.m.Vancouver Intl
C$ 287
Find similar
United Airlines
28 Aug
YVR10:30 a.m.Vancouver Intl
4h 12m
ORD4:42 p.m.Chicago O'Hare Intl
31 Aug
ORD5:00 a.m.Chicago O'Hare Intl
6h 51m
1 stop
YVR9:51 a.m.Vancouver Intl
C$ 301
Find similar
United Airlines
28 Aug
YVR2:20 p.m.Vancouver Intl
7h 39m
1 stop
ORD11:59 p.m.Chicago O'Hare Intl
1 Sep
ORD5:00 a.m.Chicago O'Hare Intl
6h 51m
1 stop
YVR9:51 a.m.Vancouver Intl
C$ 321
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 3 August 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 24/9

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Wed 1/10

5:30 p.m.-10:36 p.m.

1 stop7h 06m

C$ 262

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 26/9

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Tue 30/9

5:30 p.m.-10:36 p.m.

1 stop7h 06m

C$ 263

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 28/8

1:45 p.m.-8:04 p.m.

Nonstop4h 19m

Chicago O'Hare Intl

Sun 31/8

7:41 p.m.-10:18 p.m.

Nonstop4h 37m

C$ 287

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 28/8

10:30 a.m.-4:42 p.m.

Nonstop4h 12m

Chicago O'Hare Intl

Sun 31/8

5:00 a.m.-9:51 a.m.

1 stop6h 51m

C$ 301

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 16/9

5:55 a.m.-5:35 p.m.

1 stop9h 40m

Chicago Midway

Tue 23/9

1:08 p.m.-10:24 p.m.

2 stops11h 16m

C$ 339

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 16/9

7:44 p.m.-8:05 a.m.

2 stops10h 21m

Chicago O'Hare Intl

Tue 23/9

6:15 a.m.-2:42 p.m.

2 stops10h 27m

C$ 339

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 15/9

12:25 a.m.-2:55 p.m.

2 stops12h 30m

Chicago O'Hare Intl

Tue 23/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

C$ 353

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 15/9

12:25 a.m.-10:53 a.m.

1 stop8h 28m

Chicago O'Hare Intl

Tue 23/9

8:40 a.m.-5:01 p.m.

2 stops10h 21m

C$ 356

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/9

7:30 p.m.-3:58 p.m.

2 stops18h 28m

Chicago Midway

Mon 15/9

6:20 a.m.-8:48 p.m.

1 stop16h 28m

C$ 432

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 11/9

9:30 a.m.-11:20 p.m.

1 stop11h 50m

Chicago Midway

Mon 15/9

6:20 a.m.-8:48 p.m.

1 stop16h 28m

C$ 434

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 January is another great option to travel to Chicago, with average flight prices from Vancouver Intl Airport averaging around C$ 438.

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$ 557. 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$ 784. 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$ 403. 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$ 660 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$ 523 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$ 378 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 9% 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 August 2025, prices for Vancouver Intl Airport to Chicago flights are approximately 60% 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$ 153

Fastest flight time

4h 08m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Vancouver Intl Airport in the past 72 hours is C$ 153. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is C$ 262.
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 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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 4h 09m, 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
American AirlinesPriceFrom C$ 234Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 291Free CancellationRating
7.2
2,988 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 315Free CancellationRating
7.1
9,860 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 365Free CancellationRating
7.4
8,905 reviews
Search United Airlines flights
DeltaPriceFrom C$ 389Free CancellationRating
8.0
7,985 reviews
Search Delta flights

  • United Airlines Flights From Vancouver Intl Airport to Chicago

    United Airlines flight deals from Vancouver Intl Airport to Chicago start from C$ 265 round-trip. Over the 21 United Airlines flights for this route in a normal week, average airfare is usually C$ 384 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Vancouver Intl Airport to Chicago

    The best American Airlines deal for Vancouver Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was C$ 170, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at C$ 322 round-trip. American Airlines operates 8 flights out of Vancouver Intl Airport into Chicago in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Travelling to a place near Chicago?

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