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Cheap flights from Vancouver to Chicago from $91

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 5/22. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:00 am - 4:43 pmYVR-ORD
8h 43m2 stops
WestJet Logo
5:30 pm - 12:10 amORD-YVR
8h 40m1 stop
$211WestJet
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Thu, May 21 - Tue, May 26
Multiple Airlines Logo
9:15 pm - 11:35 pmYVR-ORD
24h 20m2 stops
Multiple Airlines Logo
1:45 pm - 11:59 pmORD-YVR
12h 14m1 stop
$217Multiple Airlines
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Fri, Feb 13 - Wed, Feb 18
Multiple Airlines Logo
10:10 pm - 1:35 pmYVR-ORD
13h 25m1 stop
Multiple Airlines Logo
11:44 am - 2:45 pmORD-YVR
29h 01m2 stops
$219Multiple Airlines
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
7:45 pm - 2:02 pmYVR-ORD
16h 17m2 stops
Multiple Airlines Logo
8:00 am - 4:31 pmORD-YVR
10h 31m1 stop
$223Multiple Airlines
Find Deal
Mon, Jan 26 - Sat, Jan 31
Multiple Airlines Logo
9:10 am - 10:43 amYVR-ORD
23h 33m1 stop
Multiple Airlines Logo
2:20 pm - 9:00 pmORD-YVR
8h 40m1 stop
$224Multiple Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
Multiple Airlines Logo
3:45 pm - 2:57 pmYVR-ORD
21h 12m2 stops
Multiple Airlines Logo
8:08 pm - 4:31 pmORD-YVR
22h 23m1 stop
$227Multiple Airlines
Find Deal
Sat, Jan 10 - Mon, Jan 12
Multiple Airlines Logo
9:10 am - 4:51 pmYVR-ORD
29h 41m1 stop
Multiple Airlines Logo
9:38 pm - 10:20 pmORD-YVR
26h 42m1 stop
$228Multiple Airlines
Find Deal
Fri, Jan 23 - Sun, Jan 25
WestJet Logo
7:45 pm - 1:35 pmYVR-ORD
15h 50m1 stop
WestJet Logo
2:20 pm - 9:00 pmORD-YVR
8h 40m1 stop
$230WestJet
Find Deal
Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
9:10 am - 2:57 pmYVR-ORD
27h 47m1 stop
Multiple Airlines Logo
8:08 pm - 4:31 pmORD-YVR
22h 23m1 stop
$232Multiple Airlines
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Sat, Jan 10 - Mon, Jan 12
Multiple Airlines Logo
10:10 pm - 1:35 pmYVR-ORD
13h 25m1 stop
Multiple Airlines Logo
7:20 am - 10:20 pmORD-YVR
41h 00m2 stops
$234Multiple Airlines
Find Deal
Sun, Dec 14 - Tue, Dec 16

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
Dec 11
YVR1:20 pmVancouver Intl
7h 10m
1 stop
ORD10:30 pmChicago O'Hare Intl
Dec 15
ORD3:35 pmChicago O'Hare Intl
7h 20m
1 stop
YVR8:55 pmVancouver Intl
$280
Find similar
Alaska Airlines
Jan 23
YVR6:00 amVancouver Intl
6h 38m
1 stop
ORD2:38 pmChicago O'Hare Intl
Jan 27
ORD8:00 amChicago O'Hare Intl
14h 55m
1 stop
YVR8:55 pmVancouver Intl
$317
Find similar
Alaska Airlines
Jan 23
YVR7:55 amVancouver Intl
7h 15m
1 stop
ORD5:10 pmChicago O'Hare Intl
Jan 27
ORD2:06 pmChicago O'Hare Intl
12h 04m
2 stops
YVR12:10 amVancouver Intl
$318
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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
May 21
YVR6:00 amVancouver Intl
8h 43m
2 stops
ORD4:43 pmChicago O'Hare Intl
May 26
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YVR12:10 amVancouver Intl
$211
Find similar
WestJet
Jan 8
YVR7:45 pmVancouver Intl
15h 50m
1 stop
ORD1:35 pmChicago O'Hare Intl
Jan 12
ORD2:20 pmChicago O'Hare Intl
8h 40m
1 stop
YVR9:00 pmVancouver Intl
$230
Find similar
WestJet
Feb 12
YVR10:10 pmVancouver Intl
13h 25m
1 stop
ORD1:35 pmChicago O'Hare Intl
Feb 16
ORD2:20 pmChicago O'Hare Intl
8h 35m
1 stop
YVR8:55 pmVancouver Intl
$243
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 November 26, 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 5/21

6:00 am-4:43 pm

2 stops8h 43m

Chicago O'Hare Intl

Tue 5/26

5:30 pm-12:10 am

1 stop8h 40m

$211

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 2/13

9:15 pm-11:35 pm

2 stops24h 20m

Chicago O'Hare Intl

Wed 2/18

1:45 pm-11:59 pm

1 stop12h 14m

$217

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 12/11

10:10 pm-1:35 pm

1 stop13h 25m

Chicago O'Hare Intl

Mon 12/15

11:44 am-2:45 pm

2 stops29h 01m

$219

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 1/26

7:45 pm-2:02 pm

2 stops16h 17m

Chicago O'Hare Intl

Sat 1/31

8:00 am-4:31 pm

1 stop10h 31m

$223

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 1/18

9:10 am-10:43 am

1 stop23h 33m

Chicago O'Hare Intl

Fri 1/23

2:20 pm-9:00 pm

1 stop8h 40m

$224

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/10

3:45 pm-2:57 pm

2 stops21h 12m

Chicago O'Hare Intl

Mon 1/12

8:08 pm-4:31 pm

1 stop22h 23m

$227

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 1/23

9:10 am-4:51 pm

1 stop29h 41m

Chicago O'Hare Intl

Sun 1/25

9:38 pm-10:20 pm

1 stop26h 42m

$228

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 1/8

7:45 pm-1:35 pm

1 stop15h 50m

Chicago O'Hare Intl

Mon 1/12

2:20 pm-9:00 pm

1 stop8h 40m

$230

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/10

9:10 am-2:57 pm

1 stop27h 47m

Chicago O'Hare Intl

Mon 1/12

8:08 pm-4:31 pm

1 stop22h 23m

$232

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 12/14

10:10 pm-1:35 pm

1 stop13h 25m

Chicago O'Hare Intl

Tue 12/16

7:20 am-10:20 pm

2 stops41h 00m

$234

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 $258.

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, Sunday 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 $445.

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 at noon because they tend to be around $416. 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 $350 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 $257 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 1755.3 mi. Typically, this will take 6h 17m 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
9,046 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,476 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,038 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
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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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