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Cheap flights from Vancouver Intl Airport to Chicago from C$ 307

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 18/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
10:45 p.m. - 4:40 p.m.
YVR
-
ORD
15h 55m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 518WestJet
Tue, 1 Sep - Sat, 5 Sep
WestJet Logo
10:30 p.m. - 4:40 p.m.
YVR
-
ORD
16h 10m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 522WestJet
Thu, 3 Sep - Tue, 8 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 7:25 p.m.
ORD
-
YVR
14h 35m
2 stops
C$ 532Multiple Airlines
Fri, 18 Sep - Wed, 23 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 4:15 p.m.
ORD
-
YVR
11h 25m
1 stop
C$ 536Multiple Airlines
Fri, 18 Sep - Tue, 22 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 7:25 p.m.
ORD
-
YVR
14h 35m
2 stops
C$ 539Multiple Airlines
Fri, 11 Sep - Tue, 15 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 10:10 a.m.
ORD
-
YVR
18h 40m
1 stop
C$ 545WestJet
Fri, 28 Aug - Mon, 31 Aug
American Airlines Logo
1:40 p.m. - 8:10 p.m.
YVR
-
ORD
4h 30mdirect
American Airlines Logo
9:54 a.m. - 12:45 p.m.
ORD
-
YVR
4h 51mdirect
C$ 559American Airlines
Wed, 23 Sep - Sun, 27 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 12:15 a.m.
ORD
-
YVR
8h 45m
1 stop
C$ 560WestJet
Thu, 10 Sep - Sun, 13 Sep
Delta Logo
7:24 a.m. - 9:30 p.m.
YVR
-
ORD
12h 06m
2 stops
Delta Logo
2:00 p.m. - 10:59 p.m.
ORD
-
YVR
10h 59m
2 stops
C$ 563Delta
Fri, 28 Aug - Mon, 31 Aug
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 584Delta
Fri, 18 Sep - Wed, 23 Sep

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Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
28 Aug
YVR7:24 a.m.Vancouver Intl
12h 06m
2 stops
ORD9:30 p.m.Chicago O'Hare Intl
31 Aug
ORD5:56 p.m.Chicago O'Hare Intl
7h 03m
1 stop
YVR10:59 p.m.Vancouver Intl
C$ 563
Delta
18 Sep
YVR6:00 a.m.Vancouver Intl
10h 19m
1 stop
MDW6:19 p.m.Chicago Midway
23 Sep
MDW2:00 p.m.Chicago Midway
8h 26m
1 stop
YVR8:26 p.m.Vancouver Intl
C$ 584
Delta
10 Sep
YVR6:45 a.m.Vancouver Intl
11h 45m
2 stops
ORD8:30 p.m.Chicago O'Hare Intl
13 Sep
ORD6:00 a.m.Chicago O'Hare Intl
12h 55m
2 stops
YVR4:55 p.m.Vancouver Intl
C$ 586

American Airlines flights from Vancouver Intl Airport to Chicago

Our best American Airlines deals on Vancouver Intl Airport to Chicago flight tickets
American Airlines
23 Sep
YVR1:40 p.m.Vancouver Intl
4h 30m
ORD8:10 p.m.Chicago O'Hare Intl
27 Sep
ORD9:54 a.m.Chicago O'Hare Intl
4h 51m
YVR12:45 p.m.Vancouver Intl
C$ 559
American Airlines
3 Sep
YVR1:26 p.m.Vancouver Intl
4h 30m
ORD7:56 p.m.Chicago O'Hare Intl
7 Sep
ORD8:10 p.m.Chicago O'Hare Intl
4h 48m
YVR10:58 p.m.Vancouver Intl
C$ 614
American Airlines
11 Jul
YVR11:59 p.m.Vancouver Intl
4h 09m
ORD6:08 a.m.Chicago O'Hare Intl
13 Jul
ORD8:03 p.m.Chicago O'Hare Intl
4h 56m
YVR10:59 p.m.Vancouver Intl
C$ 618

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 26 June 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

Tue 1/9

10:45 p.m.-4:40 p.m.

2 stops15h 55m

Chicago O'Hare Intl

Sat 5/9

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

1 stop7h 05m

C$ 518

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 3/9

10:30 p.m.-4:40 p.m.

2 stops16h 10m

Chicago O'Hare Intl

Tue 8/9

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

1 stop7h 05m

C$ 522

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 18/9

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

1 stop7h 10m

Chicago O'Hare Intl

Wed 23/9

6:50 a.m.-7:25 p.m.

2 stops14h 35m

C$ 532

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 18/9

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

1 stop7h 10m

Chicago O'Hare Intl

Tue 22/9

6:50 a.m.-4:15 p.m.

1 stop11h 25m

C$ 536

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/9

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

1 stop7h 10m

Chicago O'Hare Intl

Tue 15/9

6:50 a.m.-7:25 p.m.

2 stops14h 35m

C$ 539

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 28/8

6:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Mon 31/8

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

1 stop18h 40m

C$ 545
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 23/9

1:40 p.m.-8:10 p.m.

Nonstop4h 30m

Chicago O'Hare Intl

Sun 27/9

9:54 a.m.-12:45 p.m.

Nonstop4h 51m

C$ 559

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 10/9

6:00 a.m.-4:40 p.m.

2 stops8h 40m

Chicago O'Hare Intl

Sun 13/9

5:30 p.m.-12:15 a.m.

1 stop8h 45m

C$ 560

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 28/8

7:24 a.m.-9:30 p.m.

2 stops12h 06m

Chicago O'Hare Intl

Mon 31/8

2:00 p.m.-10:59 p.m.

2 stops10h 59m

C$ 563

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 18/9

6:00 a.m.-6:19 p.m.

1 stop10h 19m

Chicago Midway

Wed 23/9

2:00 p.m.-8:26 p.m.

1 stop8h 26m

C$ 584

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 August is another great option to travel to Chicago, with average flight prices from Vancouver Intl Airport averaging around C$ 139.

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$ 677. 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$ 878. 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$ 656. 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$ 787 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 from Vancouver Intl Airport 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$ 597 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$ 165 on momondo.

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

There are 4 cabin classes available to choose from on Vancouver Intl Airport 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 June 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$ 310

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$ 310. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is C$ 638.
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

Frequently asked questions about flying from Vancouver Intl Airport to Chicago

  • 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$ 204Free CancellationRating
7.4
9,893 reviews
Search United Airlines flights
WestJetPriceFrom C$ 216Free CancellationRating
7.2
3,384 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 278Free CancellationRating
7.1
11,772 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 279Free CancellationRating
7.1
11,265 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$ 204 round-trip. Over the 23 United Airlines flights for this route in a normal week, average airfare is usually C$ 515 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$ 278, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at C$ 604 round-trip. American Airlines operates 13 flights out of Vancouver Intl Airport into Chicago in an average week, so prices vary by time and availability. 11,772 American Airlines 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
Hammond
Munster

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