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Cheap flights from Vancouver to Chicago from $99

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 10/17. 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
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
$149WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
WestJet Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
$153WestJet
Find Deal
Sun, Oct 12 - Sun, Oct 19
Air Canada Logo
8:30 am - 2:41 pmYVR-ORD
4h 11mnonstop
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
$167Air Canada
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Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
1:45 pm - 8:04 pmYVR-ORD
4h 19mnonstop
United Airlines Logo
8:51 am - 11:33 amORD-YVR
4h 42mnonstop
$168United Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 12
United Airlines Logo
1:45 pm - 8:04 pmYVR-ORD
4h 19mnonstop
United Airlines Logo
8:51 am - 11:33 amORD-YVR
4h 42mnonstop
$173United Airlines
Find Deal
Wed, Oct 1 - Tue, Oct 7
American Airlines Logo
1:28 pm - 7:43 pmYVR-ORD
4h 15mnonstop
American Airlines Logo
9:53 am - 12:33 pmORD-YVR
4h 40mnonstop
$176American Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Air Canada Logo
8:30 am - 2:41 pmYVR-ORD
4h 11mnonstop
Air Canada Logo
2:00 pm - 10:20 pmORD-YVR
10h 20m1 stop
$177Air Canada
Find Deal
Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
10:45 am - 11:44 pmYVR-ORD
10h 59m1 stop
Multiple Airlines Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
$192Multiple Airlines
Find Deal
Mon, Oct 13 - Thu, Oct 23
Multiple Airlines Logo
10:45 am - 11:44 pmYVR-ORD
10h 59m1 stop
Multiple Airlines Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
$194Multiple Airlines
Find Deal
Mon, Oct 13 - Sat, Oct 18
American Airlines Logo
6:00 am - 11:59 pmYVR-ORD
15h 59m1 stop
American Airlines Logo
8:25 pm - 10:55 pmORD-YVR
4h 30mnonstop
$207American Airlines
Find Deal
Mon, Sep 29 - Thu, Oct 2

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

Our best United Airlines deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 30
YVR1:45 pmVancouver Intl
4h 19m
ORD8:04 pmChicago O'Hare Intl
Oct 12
ORD8:51 amChicago O'Hare Intl
4h 42m
YVR11:33 amVancouver Intl
$168
Find similar
United Airlines
Oct 1
YVR1:45 pmVancouver Intl
4h 19m
ORD8:04 pmChicago O'Hare Intl
Oct 7
ORD8:51 amChicago O'Hare Intl
4h 42m
YVR11:33 amVancouver Intl
$173
Find similar
United Airlines
Sep 27
YVR1:45 pmVancouver Intl
4h 19m
ORD8:04 pmChicago O'Hare Intl
Oct 3
ORD7:41 pmChicago O'Hare Intl
4h 37m
YVR10:18 pmVancouver Intl
$175
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Lufthansa flights from Vancouver to Chicago O'Hare Intl Airport

Our best Lufthansa deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
Lufthansa
Sep 25
YVR1:45 pmVancouver Intl
4h 19m
ORD8:04 pmChicago O'Hare Intl
Oct 1
ORD8:51 amChicago O'Hare Intl
4h 42m
YVR11:33 amVancouver Intl
$177
Find similar
Lufthansa
Sep 25
YVR1:45 pmVancouver Intl
4h 19m
ORD8:04 pmChicago O'Hare Intl
Oct 1
ORD2:53 pmChicago O'Hare Intl
8h 56m
1 stop
YVR9:49 pmVancouver Intl
$187
Find similar
Lufthansa
Sep 25
YVR11:00 amVancouver Intl
7h 18m
1 stop
ORD8:18 pmChicago O'Hare Intl
Oct 1
ORD5:01 amChicago O'Hare Intl
6h 50m
1 stop
YVR9:51 amVancouver Intl
$204
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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 17, 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 10/17

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-10:36 pm

1 stop7h 06m

$149

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 10/12

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-10:36 pm

1 stop7h 06m

$153

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 11/1

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

Sat 11/8

3:40 pm-6:15 pm

Nonstop4h 35m

$167

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 9/30

1:45 pm-8:04 pm

Nonstop4h 19m

Chicago O'Hare Intl

Sun 10/12

8:51 am-11:33 am

Nonstop4h 42m

$168

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 10/1

1:45 pm-8:04 pm

Nonstop4h 19m

Chicago O'Hare Intl

Tue 10/7

8:51 am-11:33 am

Nonstop4h 42m

$173

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/24

1:28 pm-7:43 pm

Nonstop4h 15m

Chicago O'Hare Intl

Mon 10/27

9:53 am-12:33 pm

Nonstop4h 40m

$176

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 11/1

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

Sat 11/8

2:00 pm-10:20 pm

1 stop10h 20m

$177

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 10/13

10:45 am-11:44 pm

1 stop10h 59m

Chicago O'Hare Intl

Thu 10/23

5:30 pm-10:36 pm

1 stop7h 06m

$192

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 10/13

10:45 am-11:44 pm

1 stop10h 59m

Chicago O'Hare Intl

Sat 10/18

5:30 pm-10:36 pm

1 stop7h 06m

$194

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 9/29

6:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Thu 10/2

8:25 pm-10:55 pm

Nonstop4h 30m

$207

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?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver averaging around $277.

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 $327. 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 $441.

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 $365 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 $264 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
United AirlinesPriceFrom $110Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
Air CanadaPriceFrom $151Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
American AirlinesPriceFrom $208Free CancellationRating
7.2
10,000 reviews
Search American 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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