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Cheap flights from Vancouver to Chicago from $104

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 9/30. 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

WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
WestJet Logo
1:40 pm - 7:11 pmORD-YVR
7h 31m1 stop
$151WestJet
Find Deal
Fri, Oct 3 - Sat, Oct 4
WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
WestJet Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
$152WestJet
Find Deal
Fri, Oct 17 - Fri, Oct 24
WestJet Logo
6:00 am - 4:43 pmYVR-ORD
8h 43m2 stops
WestJet Logo
2:20 pm - 7:45 pmORD-YVR
7h 25m1 stop
$155WestJet
Find Deal
Sun, Oct 12 - Fri, Oct 31
Air Canada Logo
8:45 am - 3:00 pmYVR-ORD
4h 15mnonstop
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
$160Air Canada
Find Deal
Fri, Oct 24 - Sun, Oct 26
Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
Logo
3:45 pm - 6:15 pmORD-YVR
4h 30mnonstop
$161
Find Deal
Thu, Sep 25 - Mon, Sep 29
Air Canada Logo
9:20 am - 8:00 pmYVR-ORD
8h 40m1 stop
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
$166Air Canada
Find Deal
Tue, Nov 4 - Fri, Nov 7
United Airlines Logo
10:30 am - 4:42 pmYVR-ORD
4h 12mnonstop
United Airlines Logo
7:41 pm - 10:18 pmORD-YVR
4h 37mnonstop
$168United Airlines
Find Deal
Fri, Oct 3 - Wed, Oct 8
United Airlines Logo
10:30 am - 4:42 pmYVR-ORD
4h 12mnonstop
United Airlines Logo
5:01 am - 9:51 amORD-YVR
6h 50m1 stop
$173United Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
Logo
11:00 am - 9:50 pmORD-YVR
12h 50m2 stops
$180
Find Deal
Sun, Oct 12 - Wed, Oct 15
American Airlines Logo
6:00 am - 11:17 pmYVR-ORD
15h 17m1 stop
American Airlines Logo
8:25 pm - 10:55 pmORD-YVR
4h 30mnonstop
$208American Airlines
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Mon, Sep 22 - Thu, Sep 25

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
Oct 3
YVR7:00 amVancouver Intl
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 4
ORD1:40 pmChicago O'Hare Intl
7h 31m
1 stop
YVR7:11 pmVancouver Intl
$151
Find similar
WestJet
Oct 17
YVR7:00 amVancouver Intl
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Oct 24
ORD5:30 pmChicago O'Hare Intl
7h 06m
1 stop
YVR10:36 pmVancouver Intl
$152
Find similar
WestJet
Oct 12
YVR6:00 amVancouver Intl
8h 43m
2 stops
ORD4:43 pmChicago O'Hare Intl
Oct 31
ORD2:20 pmChicago O'Hare Intl
7h 25m
1 stop
YVR7:45 pmVancouver Intl
$155
Find similar

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
Oct 24
YVR8:45 amVancouver Intl
4h 15m
ORD3:00 pmChicago O'Hare Intl
Oct 26
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$160
Find similar
Air Canada
Nov 4
YVR9:20 amVancouver Intl
8h 40m
1 stop
ORD8:00 pmChicago O'Hare Intl
Nov 7
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$166
Find similar
Air Canada
Nov 3
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Nov 7
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YVR10:20 pmVancouver Intl
$172
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 832,500 searches. Data last updated September 3, 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

Fri 10/3

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sat 10/4

1:40 pm-7:11 pm

1 stop7h 31m

$151

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/17

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Fri 10/24

5:30 pm-10:36 pm

1 stop7h 06m

$152

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 10/12

6:00 am-4:43 pm

2 stops8h 43m

Chicago O'Hare Intl

Fri 10/31

2:20 pm-7:45 pm

1 stop7h 25m

$155

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/24

8:45 am-3:00 pm

Nonstop4h 15m

Chicago O'Hare Intl

Sun 10/26

3:40 pm-6:15 pm

Nonstop4h 35m

$160

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 9/25

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 9/29

3:45 pm-6:15 pm

Nonstop4h 30m

$161

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 11/4

9:20 am-8:00 pm

1 stop8h 40m

Chicago O'Hare Intl

Fri 11/7

3:40 pm-6:15 pm

Nonstop4h 35m

$166

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/3

10:30 am-4:42 pm

Nonstop4h 12m

Chicago O'Hare Intl

Wed 10/8

7:41 pm-10:18 pm

Nonstop4h 37m

$168

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 10/16

10:30 am-4:42 pm

Nonstop4h 12m

Chicago O'Hare Intl

Thu 10/23

5:01 am-9:51 am

1 stop6h 50m

$173

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 10/12

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Wed 10/15

11:00 am-9:50 pm

2 stops12h 50m

$180

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 9/22

6:00 am-11:17 pm

1 stop15h 17m

Chicago O'Hare Intl

Thu 9/25

8:25 pm-10:55 pm

Nonstop4h 30m

$208

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?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver averaging around $313.

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 Tuesday when prices can be found for as low as $333. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Vancouver because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $448.

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

Flying to Chicago O'Hare Intl Airport from Vancouver in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $266 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $400. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $372 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 $260 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 09m

Direct flights

Every day
The fastest flight from Vancouver to Chicago O'Hare Intl Airport takes 4h 09m
Direct flights go from Vancouver to Chicago O'Hare Intl Airport every day.
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  • How far is Vancouver to Chicago O'Hare Intl by plane?

    The distance between Vancouver and Chicago O'Hare Intl is about 1755.3 mi. Typically, this will take 4h 11m by plane in normal conditions.

  • 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 updated daily.

  • 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 for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted 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
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $196Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Vancouver to Chicago for you.

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

Yes. All flights to Chicago from Vancouver on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Chicago from Vancouver. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Vancouver are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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