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Cheap flights from Vancouver to Chicago from C$ 123

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 22/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:40 p.m. - 8:29 p.m.
YVR
-
ORD
26h 49m1 stop
Multiple Airlines Logo
8:43 p.m. - 9:07 p.m.
ORD
-
YVR
26h 24m2 stops
C$ 361Multiple Airlines
Thu, 29 Jan - Thu, 5 Feb
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
Multiple Airlines Logo
11:30 p.m. - 11:22 a.m.
YVR
-
ORD
33h 52m1 stop
Multiple Airlines Logo
6:02 p.m. - 7:34 a.m.
ORD
-
YVR
39h 32m2 stops
C$ 364Multiple Airlines
Sat, 10 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
6:45 p.m. - 1:35 p.m.
YVR
-
ORD
16h 50m1 stop
WestJet Logo
2:20 p.m. - 7:40 p.m.
ORD
-
YVR
7h 20m1 stop
C$ 368WestJet
Thu, 19 Feb - Mon, 23 Feb
WestJet Logo
6:00 a.m. - 4:43 p.m.
YVR
-
ORD
8h 43m2 stops
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 369WestJet
Fri, 8 May - Mon, 11 May
Multiple Airlines Logo
11:00 p.m. - 10:51 a.m.
YVR
-
ORD
9h 51m1 stop
Multiple Airlines Logo
6:00 a.m. - 7:29 p.m.
ORD
-
YVR
15h 29m1 stop
C$ 384Multiple Airlines
Wed, 18 Feb - Thu, 26 Feb
Multiple Airlines Logo
7:45 p.m. - 10:39 a.m.
YVR
-
ORD
12h 54m2 stops
Multiple Airlines Logo
2:20 p.m. - 7:40 p.m.
ORD
-
YVR
7h 20m1 stop
C$ 386Multiple Airlines
Mon, 16 Feb - Mon, 23 Feb
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
11:00 p.m. - 10:51 a.m.
YVR
-
ORD
9h 51m1 stop
Multiple Airlines Logo
2:20 p.m. - 8:55 p.m.
ORD
-
YVR
8h 35m1 stop
C$ 394Multiple Airlines
Wed, 18 Feb - Fri, 27 Feb

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

Our best Alaska Airlines deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
27 Jan
YVR7:55 a.m.Vancouver Intl
7h 15m
1 stop
ORD5:10 p.m.Chicago O'Hare Intl
3 Feb
ORD6:06 p.m.Chicago O'Hare Intl
8h 04m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 456
Find similar
Alaska Airlines
14 Feb
YVR7:55 a.m.Vancouver Intl
6h 38m
1 stop
ORD4:33 p.m.Chicago O'Hare Intl
25 Feb
ORD5:29 p.m.Chicago O'Hare Intl
8h 41m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 457
Find similar
Alaska Airlines
23 Jan
YVR6:00 a.m.Vancouver Intl
9h 10m
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$ 465
Find similar

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
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
19 Feb
YVR6:45 p.m.Vancouver Intl
16h 50m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
23 Feb
ORD2:20 p.m.Chicago O'Hare Intl
7h 20m
1 stop
YVR7:40 p.m.Vancouver Intl
C$ 368
Find similar
WestJet
8 May
YVR6:00 a.m.Vancouver Intl
8h 43m
2 stops
ORD4:43 p.m.Chicago O'Hare Intl
11 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 369
Find similar

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 15 December 2025.
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 29/1

3:40 p.m.-8:29 p.m.

1 stop26h 49m

Chicago O'Hare Intl

Thu 5/2

8:43 p.m.-9:07 p.m.

2 stops26h 24m

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

Sat 10/1

11:30 p.m.-11:22 a.m.

1 stop33h 52m

Chicago O'Hare Intl

Sat 17/1

6:02 p.m.-7:34 a.m.

2 stops39h 32m

C$ 364

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

Thu 19/2

6:45 p.m.-1:35 p.m.

1 stop16h 50m

Chicago O'Hare Intl

Mon 23/2

2:20 p.m.-7:40 p.m.

1 stop7h 20m

C$ 368

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 8/5

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

2 stops8h 43m

Chicago O'Hare Intl

Mon 11/5

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

1 stop8h 40m

C$ 369

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 18/2

11:00 p.m.-10:51 a.m.

1 stop9h 51m

Chicago O'Hare Intl

Thu 26/2

6:00 a.m.-7:29 p.m.

1 stop15h 29m

C$ 384

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 16/2

7:45 p.m.-10:39 a.m.

2 stops12h 54m

Chicago O'Hare Intl

Mon 23/2

2:20 p.m.-7:40 p.m.

1 stop7h 20m

C$ 386

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

Wed 18/2

11:00 p.m.-10:51 a.m.

1 stop9h 51m

Chicago O'Hare Intl

Fri 27/2

2:20 p.m.-8:55 p.m.

1 stop8h 35m

C$ 394

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 typical price of a round-trip flight between Vancouver 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 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 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 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 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 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$ 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 for as low as C$ 354 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 08m

Direct flights

Every day
The fastest flight from Vancouver to Chicago O'Hare Intl Airport takes 4h 08m
Direct flights go from Vancouver to Chicago O'Hare Intl Airport every day.
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 08m.

  • 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$ 201Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
WestJetPriceFrom C$ 233Free CancellationRating
7.2
3,202 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 234Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 251Free CancellationRating
7.1
10,526 reviews
Search Air Canada 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
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 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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