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Cheap flights from Vancouver Intl Airport to Chicago from $100

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 12/5. 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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Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

WestJet Logo
6:00 am - 4:43 pmYVR-ORD
8h 43m1 stop
WestJet Logo
5:30 pm - 12:11 amORD-YVR
8h 41m1 stop
$144WestJet
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
$146WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
WestJet Logo
6:00 am - 4:43 pmYVR-ORD
8h 43m2 stops
WestJet Logo
5:30 pm - 12:11 amORD-YVR
8h 41m1 stop
$149WestJet
Find Deal
Fri, Oct 17 - Sun, Oct 19
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
8:45 am - 3:00 pmYVR-ORD
4h 15mnonstop
Logo
2:20 pm - 7:45 pmORD-YVR
7h 25m1 stop
$161
Find Deal
Fri, Oct 24 - Fri, Oct 31
Air Canada Logo
8:30 am - 2:41 pmYVR-ORD
4h 11mnonstop
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
$162Air Canada
Find Deal
Sat, Nov 22 - Tue, Nov 25
Logo
7:25 pm - 9:51 amYVR-ORD
12h 26m2 stops
Logo
2:20 pm - 7:45 pmORD-YVR
7h 25m1 stop
$166
Find Deal
Fri, Oct 24 - Fri, Oct 31
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 17 - Wed, Oct 22
United Airlines Logo
10:30 am - 4:44 pmYVR-ORD
4h 14mnonstop
United Airlines Logo
9:18 pm - 11:30 amORD-YVR
16h 12m1 stop
$174United Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
1:29 pm - 7:57 pmYVR-ORD
4h 28mnonstop
American Airlines Logo
6:55 am - 12:45 pmORD-YVR
7h 50m1 stop
$201American Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29

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

Our best American Airlines deals on Vancouver Intl Airport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Sep 26
YVR1:29 pmVancouver Intl
4h 28m
ORD7:57 pmChicago O'Hare Intl
Sep 29
ORD6:55 amChicago O'Hare Intl
7h 50m
1 stop
YVR12:45 pmVancouver Intl
$201
Find similar
American Airlines
Sep 23
YVR6:30 amVancouver Intl
4h 15m
ORD12:45 pmChicago O'Hare Intl
Oct 1
ORD8:25 pmChicago O'Hare Intl
4h 30m
YVR10:55 pmVancouver Intl
$250
Find similar
American Airlines
Sep 23
YVR6:00 amVancouver Intl
12h 01m
1 stop
ORD8:01 pmChicago O'Hare Intl
Sep 26
ORD8:25 pmChicago O'Hare Intl
4h 30m
YVR10:55 pmVancouver Intl
$256
Find similar

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

Our best Air Canada deals on Vancouver Intl Airport 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 22
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Nov 25
ORD3:40 pmChicago O'Hare Intl
4h 35m
YVR6:15 pmVancouver Intl
$162
Find similar
Air Canada
Oct 22
YVR8:45 amVancouver Intl
4h 15m
ORD3:00 pmChicago O'Hare Intl
Oct 25
ORD9:55 amChicago O'Hare Intl
13h 21m
2 stops
YVR9:16 pmVancouver Intl
$163
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 832,500 searches. Data last updated September 11, 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

Fri 10/17

6:00 am-4:43 pm

1 stop8h 43m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-12:11 am

1 stop8h 41m

$144

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

$146

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/17

6:00 am-4:43 pm

2 stops8h 43m

Chicago O'Hare Intl

Sun 10/19

5:30 pm-12:11 am

1 stop8h 41m

$149

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

Fri 10/24

8:45 am-3:00 pm

Nonstop4h 15m

Chicago O'Hare Intl

Fri 10/31

2:20 pm-7:45 pm

1 stop7h 25m

$161

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 11/22

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 11/25

3:40 pm-6:15 pm

Nonstop4h 35m

$162

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/24

7:25 pm-9:51 am

2 stops12h 26m

Chicago O'Hare Intl

Fri 10/31

2:20 pm-7:45 pm

1 stop7h 25m

$166

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 10/17

10:30 am-4:42 pm

Nonstop4h 12m

Chicago O'Hare Intl

Wed 10/22

7:41 pm-10:18 pm

Nonstop4h 37m

$168

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 11/14

10:30 am-4:44 pm

Nonstop4h 14m

Chicago O'Hare Intl

Mon 11/17

9:18 pm-11:30 am

1 stop16h 12m

$174

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/26

1:29 pm-7:57 pm

Nonstop4h 28m

Chicago O'Hare Intl

Mon 9/29

6:55 am-12:45 pm

1 stop7h 50m

$201

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 typical price of a round-trip flight between Vancouver Intl Airport and Chicago O'Hare Intl Airport?

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 Intl Airport 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 $332. 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 Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $443.

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 Intl Airport 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 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 $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 Intl Airport for as low as $260 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 September 2025, prices for Vancouver Intl Airport to Chicago O'Hare Intl Airport flights are approximately 56% 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

$188

Fastest flight time

4h 11m

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 $188. 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 $225.
The fastest flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport takes 4h 11m
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?

    A flight from Vancouver Intl to Chicago O'Hare Intl will travel around 1757.9 mi. In terms of flight time, this usually takes a little over 4h 11m.

  • 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 refreshed on a daily basis.

  • 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 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 Intl Airport 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.

  • 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
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
American AirlinesPriceFrom $208Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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

    United Airlines flies from Vancouver Intl Airport to Chicago O'Hare Intl Airport around 18 times per week, with 8,937 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Vancouver Intl Airport to Chicago O'Hare Intl Airport in the last 72 hours was $186 (round-trip), much lower than the average airfare cost of $381 for United Airlines flights on this route.

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

    American Airlines is also a popular choice for this route. American Airlines flight deals for Vancouver Intl Airport to Chicago O'Hare Intl Airport start from as low as $208 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $370. American Airlines operates 14 flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport in an average week. Users have rated it 7.2/10 across 10,000 reviews.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Vancouver.

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

Flights from Vancouver to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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 not ready to book a flight from Vancouver to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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