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Cheap flights from Vancouver to Chicago from $186

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 5/19. 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
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
8:34 pm - 1:40 pm
ORD
-
YVR
19h 06m
2 stops
$363Multiple Airlines
Fr, Aug 14 - Mo, Aug 17
American Airlines Logo
1:45 pm - 5:00 am
YVR
-
ORD
13h 15m
1 stop
American Airlines Logo
6:00 am - 3:59 pm
ORD
-
YVR
11h 59m
1 stop
$364American Airlines
Di, Jun 9 - Di, Jun 16
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 pm - 7:40 am
ORD
-
YVR
16h 10m
1 stop
$365WestJet
Fr, Mai 29 - So, Mai 31
American Airlines Logo
11:57 pm - 6:07 am
YVR
-
ORD
4h 10mnonstop
American Airlines Logo
8:10 pm - 10:59 pm
ORD
-
YVR
4h 49mnonstop
$366American Airlines
Do, Jun 18 - So, Jun 21
Multiple Airlines Logo
9:30 am - 10:48 am
YVR
-
ORD
23h 18m
2 stops
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$367Multiple Airlines
So, Sep 13 - Do, Sep 17
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
5:11 pm - 9:15 pm
ORD
-
YVR
30h 04m
2 stops
$369Multiple Airlines
Fr, Mai 22 - Do, Mai 28
Multiple Airlines Logo
8:20 am - 5:59 am
YVR
-
ORD
19h 39m
1 stop
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$370Multiple Airlines
Sa, Jun 6 - Di, Jun 9
American Airlines Logo
11:57 pm - 6:07 am
YVR
-
ORD
4h 10mnonstop
American Airlines Logo
6:00 am - 3:59 pm
ORD
-
YVR
11h 59m
1 stop
$371American Airlines
Di, Jun 9 - Di, Jun 16
WestJet Logo
6:45 am - 4:40 pm
YVR
-
ORD
7h 55m
1 stop
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
$372WestJet
Fr, Sep 4 - Di, Sep 8
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 pm - 9:00 am
ORD
-
YVR
17h 30m
1 stop
$373WestJet
Mi, Mai 27 - Sa, Mai 30

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

Our best American Airlines deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 9
YVR1:45 pmVancouver Intl
13h 15m
1 stop
ORD5:00 amChicago O'Hare Intl
Jun 16
ORD6:00 amChicago O'Hare Intl
11h 59m
1 stop
YVR3:59 pmVancouver Intl
$364
American Airlines
Jun 18
YVR11:57 pmVancouver Intl
4h 10m
ORD6:07 amChicago O'Hare Intl
Jun 21
ORD8:10 pmChicago O'Hare Intl
4h 49m
YVR10:59 pmVancouver Intl
$366
American Airlines
Jun 9
YVR11:57 pmVancouver Intl
4h 10m
ORD6:07 amChicago O'Hare Intl
Jun 16
ORD6:00 amChicago O'Hare Intl
11h 59m
1 stop
YVR3:59 pmVancouver Intl
$371

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 29
YVR7:30 amVancouver Intl
7h 10m
1 stop
ORD4:40 pmChicago O'Hare Intl
May 31
ORD5:30 pmChicago O'Hare Intl
16h 10m
1 stop
YVR7:40 amVancouver Intl
$365
WestJet
May 4
YVR5:00 amVancouver Intl
9h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
May 11
ORD5:30 pmChicago O'Hare Intl
8h 45m
1 stop
YVR12:15 amVancouver Intl
$370
WestJet
Sep 4
YVR6:45 amVancouver Intl
7h 55m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 8
ORD5:30 pmChicago O'Hare Intl
8h 45m
1 stop
YVR12:15 amVancouver Intl
$372

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 April 28, 2026.
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

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fr 8/14

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Mo 8/17

8:34 pm-1:40 pm

2 stops19h 06m

$363

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Di 6/9

1:45 pm-5:00 am

1 stop13h 15m

Chicago O'Hare Intl

Di 6/16

6:00 am-3:59 pm

1 stop11h 59m

$364

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fr 5/29

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

So 5/31

5:30 pm-7:40 am

1 stop16h 10m

$365
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Do 6/18

11:57 pm-6:07 am

Nonstop4h 10m

Chicago O'Hare Intl

So 6/21

8:10 pm-10:59 pm

Nonstop4h 49m

$366

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

So 9/13

9:30 am-10:48 am

2 stops23h 18m

Chicago O'Hare Intl

Do 9/17

5:30 pm-10:35 pm

1 stop7h 05m

$367

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fr 5/22

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Do 5/28

5:11 pm-9:15 pm

2 stops30h 04m

$369

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sa 6/6

8:20 am-5:59 am

1 stop19h 39m

Chicago O'Hare Intl

Di 6/9

5:30 pm-10:35 pm

1 stop7h 05m

$370

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Di 6/9

11:57 pm-6:07 am

Nonstop4h 10m

Chicago O'Hare Intl

Di 6/16

6:00 am-3:59 pm

1 stop11h 59m

$371

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fr 9/4

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Di 9/8

5:30 pm-12:15 am

1 stop8h 45m

$372

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mi 5/27

7:30 am-4:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Sa 5/30

5:30 pm-9:00 am

1 stop17h 30m

$373

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 $110.

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 Friday when prices can be found for as low as $379. 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 $595.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $393 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $445. 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 from Vancouver 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 $380 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 $116 on momondo.

What cabin class options are available on Vancouver to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Vancouver to Chicago O'Hare Intl Airport 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 05m

Direct flights

Every day
The fastest flight from Vancouver to Chicago O'Hare Intl Airport takes 4h 05m
Direct flights go from Vancouver to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Vancouver to Chicago O'Hare Intl Airport

  • How far is Vancouver to Chicago O'Hare Intl by plane?

    The distance between Vancouver and Chicago O'Hare Intl is about 1755.2 mi. Typically, this will take 4h 05m 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 $90Free CancellationRating
7.4
9,672 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,974 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,671 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Janesville
Racine
Hammond
Tinley Park
Elgin
Evanston

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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