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Cheap flights from Vancouver Intl Airport to Chicago from C$ 165

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 10/2. 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.
WestJet Logo
8:30 a.m. - 4:43 p.m.
YVR
-
ORD
6h 13m1 stop
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 361WestJet
Thu, 14 May - Sun, 24 May
Multiple Airlines Logo
7:45 p.m. - 1:35 p.m.
YVR
-
ORD
15h 50m1 stop
Multiple Airlines Logo
6:02 p.m. - 3:45 p.m.
ORD
-
YVR
23h 43m2 stops
C$ 362Multiple Airlines
Thu, 15 Jan - Sat, 17 Jan
WestJet Logo
8:30 a.m. - 4:43 p.m.
YVR
-
ORD
6h 13m1 stop
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 366WestJet
Mon, 11 May - Fri, 15 May
WestJet Logo
6:00 a.m. - 4:43 p.m.
YVR
-
ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 368WestJet
Wed, 3 Jun - Sun, 7 Jun
Multiple Airlines Logo
9:10 a.m. - 6:58 p.m.
YVR
-
ORD
31h 48m1 stop
Multiple Airlines Logo
12:00 p.m. - 12:10 a.m.
ORD
-
YVR
14h 10m2 stops
C$ 369Multiple Airlines
Sun, 11 Jan - Tue, 13 Jan
Multiple Airlines Logo
9:15 p.m. - 12:08 p.m.
YVR
-
ORD
12h 53m2 stops
Multiple Airlines Logo
10:41 p.m. - 10:20 p.m.
ORD
-
YVR
25h 39m1 stop
C$ 380Multiple Airlines
Mon, 12 Jan - Thu, 15 Jan
Multiple Airlines Logo
3:40 p.m. - 9:11 p.m.
YVR
-
ORD
27h 31m1 stop
Multiple Airlines Logo
8:00 a.m. - 6:45 p.m.
ORD
-
YVR
12h 45m1 stop
C$ 387Multiple Airlines
Thu, 15 Jan - Sat, 17 Jan
Multiple Airlines Logo
9:15 p.m. - 10:36 p.m.
YVR
-
ORD
23h 21m2 stops
Multiple Airlines Logo
2:20 p.m. - 7:45 p.m.
ORD
-
YVR
7h 25m1 stop
C$ 390Multiple Airlines
Fri, 9 Jan - Fri, 16 Jan
Multiple Airlines Logo
9:15 p.m. - 1:58 p.m.
YVR
-
ORD
14h 43m2 stops
Multiple Airlines Logo
9:00 a.m. - 11:59 p.m.
ORD
-
YVR
16h 59m1 stop
C$ 395Multiple Airlines
Mon, 26 Jan - Mon, 2 Feb
Multiple Airlines Logo
9:10 a.m. - 5:41 p.m.
YVR
-
ORD
30h 31m1 stop
Multiple Airlines Logo
6:15 a.m. - 4:31 p.m.
ORD
-
YVR
12h 16m1 stop
C$ 414Multiple Airlines
Fri, 9 Jan - Sun, 11 Jan

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
14 May
YVR8:30 a.m.Vancouver Intl
6h 13m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
24 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 361
Find similar
WestJet
11 May
YVR8:30 a.m.Vancouver Intl
6h 13m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
15 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 366
Find similar
WestJet
3 Jun
YVR6:00 a.m.Vancouver Intl
8h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
7 Jun
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 368
Find similar

Alaska Airlines flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Vancouver Intl Airport to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
7 Jan
YVR7:35 p.m.Vancouver Intl
19h 35m
1 stop
ORD5:10 p.m.Chicago O'Hare Intl
12 Jan
ORD6:06 p.m.Chicago O'Hare Intl
26h 39m
1 stop
YVR6:45 p.m.Vancouver Intl
C$ 443
Find similar
Alaska Airlines
23 Jan
YVR7:55 a.m.Vancouver Intl
7h 15m
1 stop
ORD5:10 p.m.Chicago O'Hare Intl
27 Jan
ORD6:06 p.m.Chicago O'Hare Intl
8h 04m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 456
Find similar
Alaska Airlines
17 Jan
YVR7:35 p.m.Vancouver Intl
17h 03m
1 stop
ORD2:38 p.m.Chicago O'Hare Intl
21 Jan
ORD8:00 a.m.Chicago O'Hare Intl
14h 55m
1 stop
YVR8:55 p.m.Vancouver Intl
C$ 457
Find similar

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 14 December 2025.
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

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 14/5

8:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 361

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 15/1

7:45 p.m.-1:35 p.m.

1 stop15h 50m

Chicago O'Hare Intl

Sat 17/1

6:02 p.m.-3:45 p.m.

2 stops23h 43m

C$ 362

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 11/5

8:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Fri 15/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 366

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 3/6

6:00 a.m.-4:43 p.m.

1 stop8h 43m

Chicago O'Hare Intl

Sun 7/6

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 368

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 11/1

9:10 a.m.-6:58 p.m.

1 stop31h 48m

Chicago O'Hare Intl

Tue 13/1

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

2 stops14h 10m

C$ 369

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 12/1

9:15 p.m.-12:08 p.m.

2 stops12h 53m

Chicago O'Hare Intl

Thu 15/1

10:41 p.m.-10:20 p.m.

1 stop25h 39m

C$ 380

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 15/1

3:40 p.m.-9:11 p.m.

1 stop27h 31m

Chicago O'Hare Intl

Sat 17/1

8:00 a.m.-6:45 p.m.

1 stop12h 45m

C$ 387

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/1

9:15 p.m.-10:36 p.m.

2 stops23h 21m

Chicago O'Hare Intl

Fri 16/1

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

1 stop7h 25m

C$ 390

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 26/1

9:15 p.m.-1:58 p.m.

2 stops14h 43m

Chicago O'Hare Intl

Mon 2/2

9:00 a.m.-11:59 p.m.

1 stop16h 59m

C$ 395

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/1

9:10 a.m.-5:41 p.m.

1 stop30h 31m

Chicago O'Hare Intl

Sun 11/1

6:15 a.m.-4:31 p.m.

1 stop12h 16m

C$ 414

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 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 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$ 310. The month of September 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 Wednesday when prices can be found for as low as C$ 552. 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$ 747.

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

In the afternoon 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$ 531. Flying to Chicago O'Hare Intl Airport in the afternoon 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$ 657 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 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$ 482 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$ 354 on momondo.

What cabin class options are available on Vancouver Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Vancouver Intl to Chicago O'Hare Intl 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Vancouver Intl Airport to Chicago O'Hare Intl Airport.

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

As of December 2025, prices for Vancouver Intl Airport to Chicago O'Hare Intl Airport flights are approximately 45% 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$ 457

Fastest flight time

4h 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$ 457. 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$ 569.
The fastest flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport takes 4h 08m
Direct flights go from Vancouver Intl Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 4h 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$ 201Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
WestJetPriceFrom C$ 233Free CancellationRating
7.2
3,201 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 234Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 254Free CancellationRating
7.1
10,522 reviews
Search Air Canada flights

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

    Across 12 United Airlines flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport this week, the average price was C$ 481, with the best United Airlines deals starting from C$ 201 round-trip. 9,092 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 10,522 reviews) operates around 13 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$ 476, with deals from around C$ 254 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
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Skokie
Hammond
Harvey
Naperville
Glenview
Great Lakes
Wheeling
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha

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.

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