Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver Intl Airport to Chicago from C$ 261

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 23/8. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 p.m. - 7:40 a.m.
ORD
-
YVR
16h 10m
1 stop
C$ 480WestJet
Wed, 12 Aug - Wed, 19 Aug
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
11:49 a.m. - 7:10 p.m.
ORD
-
YVR
9h 21m
2 stops
C$ 482Multiple Airlines
Fri, 11 Sep - Mon, 14 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 489WestJet
Mon, 14 Sep - Mon, 21 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$ 490Multiple Airlines
Sat, 5 Sep - Wed, 9 Sep
WestJet Logo
6:40 p.m. - 4:40 p.m.
YVR
-
ORD
20h 00m
1 stop
WestJet Logo
5:30 p.m. - 12:15 a.m.
ORD
-
YVR
8h 45m
1 stop
C$ 491WestJet
Sat, 29 Aug - Mon, 7 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 497WestJet
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. - 6:40 p.m.
ORD
-
YVR
27h 10m
1 stop
C$ 498WestJet
Sat, 22 Aug - Wed, 26 Aug
Multiple Airlines Logo
9:30 a.m. - 10:58 a.m.
YVR
-
ORD
23h 28m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 501Multiple Airlines
Thu, 10 Sep - Sun, 13 Sep
American Airlines Logo
11:57 p.m. - 6:09 a.m.
YVR
-
ORD
4h 12mdirect
American Airlines Logo
10:34 p.m. - 12:45 p.m.
ORD
-
YVR
16h 11m
1 stop
C$ 502American Airlines
Tue, 2 Jun - Tue, 9 Jun
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$ 504WestJet
Thu, 21 May - Sat, 30 May

WestJet flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Our best WestJet deals on Vancouver Intl Airport to Chicago O'Hare Intl Airport flight tickets
WestJet
12 Aug
YVR7:30 a.m.Vancouver Intl
7h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
19 Aug
ORD5:30 p.m.Chicago O'Hare Intl
16h 10m
1 stop
YVR7:40 a.m.Vancouver Intl
C$ 480
WestJet
14 Sep
YVR6:00 a.m.Vancouver Intl
8h 40m
2 stops
ORD4:40 p.m.Chicago O'Hare Intl
21 Sep
ORD5:30 p.m.Chicago O'Hare Intl
7h 05m
1 stop
YVR10:35 p.m.Vancouver Intl
C$ 489
WestJet
29 Aug
YVR6:40 p.m.Vancouver Intl
20h 00m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
7 Sep
ORD5:30 p.m.Chicago O'Hare Intl
8h 45m
1 stop
YVR12:15 a.m.Vancouver Intl
C$ 491

Air Canada flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Our best Air Canada deals on Vancouver Intl Airport to Chicago O'Hare Intl Airport flight tickets
Air Canada
10 Jul
YVR6:00 a.m.Vancouver Intl
8h 57m
1 stop
ORD4:57 p.m.Chicago O'Hare Intl
15 Jul
ORD3:45 p.m.Chicago O'Hare Intl
8h 51m
1 stop
YVR10:36 p.m.Vancouver Intl
C$ 576
Air Canada
17 May
YVR8:15 a.m.Vancouver Intl
6h 20m
1 stop
ORD4:35 p.m.Chicago O'Hare Intl
20 May
ORD6:21 p.m.Chicago O'Hare Intl
14h 54m
1 stop
YVR7:15 a.m.Vancouver Intl
C$ 794
Air Canada
16 May
YVR8:30 a.m.Vancouver Intl
4h 15m
ORD2:45 p.m.Chicago O'Hare Intl
23 May
ORD8:40 a.m.Chicago O'Hare Intl
10h 19m
1 stop
YVR4:59 p.m.Vancouver Intl
C$ 906

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport 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 7 May 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 12/8

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

1 stop7h 10m

Chicago O'Hare Intl

Wed 19/8

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

1 stop16h 10m

C$ 480

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/9

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

1 stop7h 10m

Chicago O'Hare Intl

Mon 14/9

11:49 a.m.-7:10 p.m.

2 stops9h 21m

C$ 482
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 14/9

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

2 stops8h 40m

Chicago O'Hare Intl

Mon 21/9

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

1 stop7h 05m

C$ 489

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 5/9

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

1 stop7h 10m

Chicago O'Hare Intl

Wed 9/9

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

1 stop11h 25m

C$ 490

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 29/8

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

1 stop20h 00m

Chicago O'Hare Intl

Mon 7/9

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

1 stop8h 45m

C$ 491

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/9

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

2 stops8h 40m

Chicago O'Hare Intl

Tue 15/9

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

1 stop7h 05m

C$ 497

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 22/8

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

1 stop8h 40m

Chicago O'Hare Intl

Wed 26/8

5:30 p.m.-6:40 p.m.

1 stop27h 10m

C$ 498

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 10/9

9:30 a.m.-10:58 a.m.

2 stops23h 28m

Chicago O'Hare Intl

Sun 13/9

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

1 stop7h 05m

C$ 501

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 2/6

11:57 p.m.-6:09 a.m.

Nonstop4h 12m

Chicago O'Hare Intl

Tue 9/6

10:34 p.m.-12:45 p.m.

1 stop16h 11m

C$ 502

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 21/5

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

2 stops16h 10m

Chicago O'Hare Intl

Sat 30/5

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

1 stop7h 05m

C$ 504

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Vancouver Intl Airport to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, October is the cheapest month to fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 295. The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver Intl Airport averaging around C$ 365.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 611. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver Intl Airport to Chicago O'Hare Intl Airport for around C$ 836.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 587. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 735 on average. Flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Vancouver Intl to Chicago O'Hare Intl flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 519 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport for as low as C$ 158 on momondo.

Can stopping save me money on Vancouver Intl Airport to Chicago O'Hare Intl Airport flights?

You could potentially save up to 41% on your flight if you consider stops on a Vancouver Intl Airport to Chicago O'Hare Intl Airport flight.

How have Vancouver Intl Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of May 2026, prices for Vancouver Intl Airport to Chicago O'Hare Intl Airport flights are approximately 25% cheaper when compared to flights at the same time last year.

When to book flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport (YVR to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Best price found

C$ 249

Fastest flight time

3h 08m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Vancouver Intl Airport in the past 72 hours is C$ 249. The best round-trip flight deal from Vancouver Intl Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 584.
The fastest flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport takes 3h 08m
Direct flights go from Vancouver Intl Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Vancouver Intl Airport to Chicago O'Hare Intl Airport

  • How far is Vancouver Intl to Chicago O'Hare Intl by plane?

    The straight-line distance from Vancouver Intl to Chicago O'Hare Intl is 2829.0 km. Flights usually cover this in 3h 08m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Vancouver Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 195Free CancellationRating
7.4
9,690 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 200Free CancellationRating
7.1
11,004 reviews
Search Air Canada flights
WestJetPriceFrom C$ 207Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 251Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights

  • United Airlines Flights From Vancouver Intl Airport to Chicago O'Hare Intl Airport

    Across 18 United Airlines flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport this week, the average price was C$ 467, with the best United Airlines deals starting from C$ 195 round-trip. 9,690 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • Air Canada Flights From Vancouver Intl Airport to Chicago O'Hare Intl Airport

    Air Canada (7.1/10 from 11,004 reviews) operates around 14 flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport in any given week. The average Air Canada airfare for this route is around C$ 557, with deals from around C$ 200 rare but found on momondo. Referenced prices are for round-trip Vancouver Intl Airport to Chicago O'Hare Intl Airport flight searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Des Plaines
Merrillville
Rosemont
Northbrook
Tinley Park
Evanston
Downers Grove
Skokie
Great Lakes
Wheeling
Hammond
Glenview
Harvey
Naperville
Munster
Hoffman Estates
Harvard
Elmhurst
DeKalb

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Vancouver to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Vancouver which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Vancouver to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Vancouver to Chicago.

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 O'Hare Intl Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 6/6
Sat 13/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago