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Cheap flights from Vancouver to Chicago from C$ 140

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 to Chicago departing on 26/4. 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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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. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 324WestJet
Thu, 7 May - Mon, 11 May
Multiple Airlines Logo
4:35 p.m. - 5:03 p.m.
YVR
-
ORD
22h 28m
1 stop
Multiple Airlines Logo
9:15 a.m. - 4:27 p.m.
ORD
-
YVR
9h 12m
1 stop
C$ 329Multiple Airlines
Tue, 24 Feb - Tue, 3 Mar
Multiple Airlines Logo
6:55 a.m. - 1:35 p.m.
YVR
-
ORD
28h 40m
2 stops
Multiple Airlines Logo
7:55 a.m. - 7:29 p.m.
ORD
-
YVR
13h 34m
1 stop
C$ 331Multiple Airlines
Thu, 26 Feb - Sat, 28 Feb
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$ 342WestJet
Sun, 26 Apr - Fri, 1 May
WestJet Logo
5:00 p.m. - 4:40 p.m.
YVR
-
ORD
21h 40m
2 stops
WestJet Logo
5:30 p.m. - 7:40 a.m.
ORD
-
YVR
16h 10m
1 stop
C$ 346WestJet
Sat, 25 Apr - Thu, 30 Apr
Multiple Airlines Logo
7:00 a.m. - 12:40 a.m.
YVR
-
ORD
15h 40m
2 stops
Multiple Airlines Logo
7:55 a.m. - 7:29 p.m.
ORD
-
YVR
13h 34m
1 stop
C$ 349Multiple Airlines
Wed, 25 Feb - Sat, 28 Feb
Multiple Airlines Logo
7:00 a.m. - 12:40 a.m.
YVR
-
ORD
15h 40m
2 stops
Multiple Airlines Logo
7:55 a.m. - 7:29 p.m.
ORD
-
YVR
13h 34m
1 stop
C$ 356Multiple Airlines
Fri, 20 Feb - Sat, 28 Feb
Multiple Airlines Logo
9:10 a.m. - 8:17 p.m.
YVR
-
ORD
9h 07m
1 stop
Multiple Airlines Logo
7:55 a.m. - 7:29 p.m.
ORD
-
YVR
13h 34m
1 stop
C$ 358Multiple Airlines
Fri, 20 Feb - Sat, 28 Feb
WestJet Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 p.m. - 9:00 a.m.
ORD
-
YVR
17h 30m
1 stop
C$ 361WestJet
Sun, 26 Apr - Mon, 27 Apr
Multiple Airlines Logo
5:30 p.m. - 6:08 a.m.
YVR
-
ORD
10h 38m
1 stop
Multiple Airlines Logo
7:00 a.m. - 1:55 p.m.
ORD
-
YVR
32h 55m
2 stops
C$ 362Multiple Airlines
Fri, 6 Mar - Tue, 10 Mar

WestJet flights from Vancouver to Chicago O'Hare Intl Airport

Our best WestJet deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
WestJet
7 May
YVR7:30 a.m.Vancouver Intl
7h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
11 May
ORD5:30 p.m.Chicago O'Hare Intl
7h 05m
1 stop
YVR10:35 p.m.Vancouver Intl
C$ 324
WestJet
26 Apr
YVR7:30 a.m.Vancouver Intl
7h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
1 May
ORD5:30 p.m.Chicago O'Hare Intl
16h 10m
1 stop
YVR7:40 a.m.Vancouver Intl
C$ 342
WestJet
25 Apr
YVR5:00 p.m.Vancouver Intl
21h 40m
2 stops
ORD4:40 p.m.Chicago O'Hare Intl
30 Apr
ORD5:30 p.m.Chicago O'Hare Intl
16h 10m
1 stop
YVR7:40 a.m.Vancouver Intl
C$ 346

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

Our best Air Canada deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
Air Canada
11 Feb
YVR9:05 a.m.Vancouver Intl
9h 05m
1 stop
ORD8:10 p.m.Chicago O'Hare Intl
23 Feb
ORD3:35 p.m.Chicago O'Hare Intl
4h 35m
YVR6:10 p.m.Vancouver Intl
C$ 631
Air Canada
12 Feb
YVR8:30 a.m.Vancouver Intl
4h 11m
ORD2:41 p.m.Chicago O'Hare Intl
23 Feb
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YVR10:20 p.m.Vancouver Intl
C$ 638
Air Canada
12 Feb
YVR8:30 a.m.Vancouver Intl
4h 11m
ORD2:41 p.m.Chicago O'Hare Intl
19 Feb
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YVR10:20 p.m.Vancouver Intl
C$ 646

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver 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 29 January 2026.
Use the filters below to find and compare flights from Vancouver 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 7/5

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

1 stop7h 10m

Chicago O'Hare Intl

Mon 11/5

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

1 stop7h 05m

C$ 324

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 24/2

4:35 p.m.-5:03 p.m.

1 stop22h 28m

Chicago O'Hare Intl

Tue 3/3

9:15 a.m.-4:27 p.m.

1 stop9h 12m

C$ 329

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 26/2

6:55 a.m.-1:35 p.m.

2 stops28h 40m

Chicago O'Hare Intl

Sat 28/2

7:55 a.m.-7:29 p.m.

1 stop13h 34m

C$ 331

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 26/4

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

1 stop7h 10m

Chicago O'Hare Intl

Fri 1/5

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

1 stop16h 10m

C$ 342

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 25/4

5:00 p.m.-4:40 p.m.

2 stops21h 40m

Chicago O'Hare Intl

Thu 30/4

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

1 stop16h 10m

C$ 346

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 25/2

7:00 a.m.-12:40 a.m.

2 stops15h 40m

Chicago O'Hare Intl

Sat 28/2

7:55 a.m.-7:29 p.m.

1 stop13h 34m

C$ 349

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 20/2

7:00 a.m.-12:40 a.m.

2 stops15h 40m

Chicago O'Hare Intl

Sat 28/2

7:55 a.m.-7:29 p.m.

1 stop13h 34m

C$ 356

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 20/2

9:10 a.m.-8:17 p.m.

1 stop9h 07m

Chicago O'Hare Intl

Sat 28/2

7:55 a.m.-7:29 p.m.

1 stop13h 34m

C$ 358

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 26/4

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

1 stop7h 10m

Chicago O'Hare Intl

Mon 27/4

5:30 p.m.-9:00 a.m.

1 stop17h 30m

C$ 361

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 6/3

5:30 p.m.-6:08 a.m.

1 stop10h 38m

Chicago O'Hare Intl

Tue 10/3

7:00 a.m.-1:55 p.m.

2 stops32h 55m

C$ 362

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 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 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$ 300. The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver averaging around C$ 361.

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$ 576. 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 to Chicago O'Hare Intl Airport for around C$ 785.

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 to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 569. 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$ 663 on average. Flights to Chicago O'Hare Intl Airport from Vancouver in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver - 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 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$ 489 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 for as low as C$ 369 on momondo.

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

There are 4 cabin classes available to choose from on Vancouver 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.

Cheap Vancouver to Chicago O'Hare Intl Airport flight deals and tips

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

Fastest flight time

4h 05m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The fastest flight from Vancouver to Chicago O'Hare Intl Airport takes 4h 05m
Direct flights go from Vancouver to Chicago O'Hare Intl Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

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

    The distance between Vancouver and Chicago O'Hare Intl is about 2824.8 km. By plane, this route typically takes 4h 05m.

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

    Prices for flights from Vancouver to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    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 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.

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

Compare and see reviews for airlines that fly from Vancouver to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 195Free CancellationRating
7.4
9,214 reviews
Search United Airlines flights
WestJetPriceFrom C$ 230Free CancellationRating
7.2
3,252 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 231Free CancellationRating
7.2
11,199 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 234Free CancellationRating
7.1
10,666 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom C$ 380Free CancellationRating
8.0
11,805 reviews
Search Alaska Airlines flights

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
Great Lakes
Hammond
Harvey
Naperville
Wheeling
Glenview
Des Plaines
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 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 all potential Vancouver to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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