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Cheap flights from Vancouver Intl Airport to Chicago from C$ 179

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 23/5. 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

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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
6:45 a.m. - 4:40 p.m.
YVR
-
ORD
7h 55m
1 stop
Multiple Airlines Logo
5:15 a.m. - 1:40 p.m.
ORD
-
YVR
34h 25m
2 stops
C$ 456Multiple Airlines
Fri, 29 May - Sun, 31 May
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
8:56 p.m. - 7:25 p.m.
ORD
-
YVR
24h 29m
2 stops
C$ 458Multiple Airlines
Fri, 8 May - Fri, 15 May
WestJet Logo
6:45 a.m. - 4:40 p.m.
YVR
-
ORD
7h 55m
1 stop
WestJet Logo
5:30 p.m. - 7:40 a.m.
ORD
-
YVR
16h 10m
1 stop
C$ 459WestJet
Mon, 18 May - Sun, 24 May
WestJet Logo
6:45 a.m. - 4:40 p.m.
YVR
-
ORD
7h 55m
1 stop
WestJet Logo
5:30 p.m. - 7:40 a.m.
ORD
-
YVR
16h 10m
1 stop
C$ 460WestJet
Mon, 18 May - Sun, 24 May
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
8:56 p.m. - 3:55 p.m.
ORD
-
YVR
20h 59m
2 stops
C$ 462Multiple Airlines
Fri, 8 May - Fri, 15 May
Multiple Airlines Logo
6:45 a.m. - 4:40 p.m.
YVR
-
ORD
7h 55m
1 stop
Multiple Airlines Logo
9:07 p.m. - 1:35 p.m.
ORD
-
YVR
18h 28m
2 stops
C$ 463Multiple Airlines
Wed, 20 May - Fri, 29 May
Multiple Airlines Logo
1:45 p.m. - 6:39 a.m.
YVR
-
ORD
14h 54m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 465Multiple Airlines
Sun, 17 May - Fri, 29 May
Delta Logo
7:30 p.m. - 8:47 a.m.
YVR
-
MDW
11h 17m
2 stops
Delta Logo
1:24 p.m. - 11:01 p.m.
MDW
-
YVR
11h 37m
2 stops
C$ 587Delta
Tue, 21 Apr - Sat, 25 Apr
Delta Logo
6:45 a.m. - 10:28 p.m.
YVR
-
MDW
13h 43m
2 stops
Delta Logo
1:24 p.m. - 10:35 p.m.
MDW
-
YVR
11h 11m
2 stops
C$ 602Delta
Fri, 1 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:54 p.m.
YVR
-
MDW
9h 54m
1 stop
Delta Logo
9:54 a.m. - 7:10 p.m.
MDW
-
YVR
11h 16m
2 stops
C$ 616Delta
Sat, 20 Jun - Wed, 24 Jun

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago flight tickets
WestJet
18 May
YVR6:45 a.m.Vancouver Intl
7h 55m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
24 May
ORD5:30 p.m.Chicago O'Hare Intl
16h 10m
1 stop
YVR7:40 a.m.Vancouver Intl
C$ 459
WestJet
18 May
YVR6:45 a.m.Vancouver Intl
7h 55m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
28 May
ORD5:30 p.m.Chicago O'Hare Intl
16h 10m
1 stop
YVR7:40 a.m.Vancouver Intl
C$ 460
WestJet
7 May
YVR7:30 a.m.Vancouver Intl
7h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
14 May
ORD5:30 p.m.Chicago O'Hare Intl
15h 30m
2 stops
YVR7:00 a.m.Vancouver Intl
C$ 488

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
16 Apr
YVR5:30 a.m.Vancouver Intl
7h 45m
1 stop
ORD3:15 p.m.Chicago O'Hare Intl
22 Apr
ORD3:40 p.m.Chicago O'Hare Intl
4h 31m
YVR6:11 p.m.Vancouver Intl
C$ 534
Air Canada
10 Apr
YVR1:55 p.m.Vancouver Intl
8h 35m
1 stop
ORD12:30 a.m.Chicago O'Hare Intl
16 Apr
ORD11:03 p.m.Chicago O'Hare Intl
13h 42m
1 stop
YVR10:45 a.m.Vancouver Intl
C$ 595
Air Canada
5 Apr
YVR8:30 a.m.Vancouver Intl
4h 15m
ORD2:45 p.m.Chicago O'Hare Intl
19 Apr
ORD8:50 a.m.Chicago O'Hare Intl
4h 43m
YVR11:33 a.m.Vancouver Intl
C$ 639

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 28 March 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

Fri 29/5

6:45 a.m.-4:40 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Sun 31/5

5:15 a.m.-1:40 p.m.

2 stops34h 25m

C$ 456

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/5

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Fri 15/5

8:56 p.m.-7:25 p.m.

2 stops24h 29m

C$ 458

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 18/5

6:45 a.m.-4:40 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-7:40 a.m.

1 stop16h 10m

C$ 459

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 18/5

6:45 a.m.-4:40 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-7:40 a.m.

1 stop16h 10m

C$ 460

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/5

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Fri 15/5

8:56 p.m.-3:55 p.m.

2 stops20h 59m

C$ 462

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 20/5

6:45 a.m.-4:40 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Fri 29/5

9:07 p.m.-1:35 p.m.

2 stops18h 28m

C$ 463

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 17/5

1:45 p.m.-6:39 a.m.

2 stops14h 54m

Chicago O'Hare Intl

Fri 29/5

5:30 p.m.-10:35 p.m.

1 stop7h 05m

C$ 464

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 21/4

7:30 p.m.-8:47 a.m.

2 stops11h 17m

Chicago Midway

Sat 25/4

1:24 p.m.-11:01 p.m.

2 stops11h 37m

C$ 587

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 1/5

6:45 a.m.-10:28 p.m.

2 stops13h 43m

Chicago Midway

Tue 5/5

1:24 p.m.-10:35 p.m.

2 stops11h 11m

C$ 602
Quickest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 20/6

6:00 a.m.-5:54 p.m.

1 stop9h 54m

Chicago Midway

Wed 24/6

9:54 a.m.-7:10 p.m.

2 stops11h 16m

C$ 616

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 another great option to travel to Chicago, with average flight prices from Vancouver Intl Airport averaging around C$ 397.

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 C$ 613. 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 Saturday because tickets tend to average around C$ 849. 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 evening 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$ 579. Flying to Chicago in the evening 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$ 714 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$ 520 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$ 168 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 30% 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 March 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 16% 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$ 353

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 C$ 353. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is C$ 618.
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

  • How far is Vancouver Intl to Chicago by plane?

    Chicago is 2854.7 km away from Vancouver Intl. Flights usually cover this in 4h 05m, 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$ 199Free CancellationRating
7.4
9,503 reviews
Search United Airlines flights
WestJetPriceFrom C$ 211Free CancellationRating
7.2
3,303 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 229Free CancellationRating
7.1
10,856 reviews
Search Air Canada flights
American AirlinesPriceFrom C$ 236Free CancellationRating
7.1
11,519 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom C$ 388Free CancellationRating
7.9
12,134 reviews
Search Alaska Airlines flights

  • United Airlines Flights From Vancouver Intl Airport to Chicago

    United Airlines flight deals from Vancouver Intl Airport to Chicago start from C$ 199 round-trip. Over the 4 United Airlines flights for this route in a normal week, average airfare is usually C$ 481 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$ 229, round-trip. It should be noted that an average Air Canada flight deal for this route in this time was higher, at C$ 531 round-trip. Air Canada operates 4 flights out of Vancouver Intl Airport into Chicago in an average week, so prices vary by time and availability. 10,856 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
Merrillville
Munster
Hammond

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

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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