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Cheap flights from Vancouver to Chicago from $189

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 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Vancouver to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 10:10 am
ORD
-
YVR
18h 40m
1 stop
$353WestJet
Sat, May 30 - Tue, Jun 2
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 8:40 pm
ORD
-
YVR
29h 10m
1 stop
$355WestJet
Fri, Sep 11 - Sun, Sep 13
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$356WestJet
Fri, Sep 11 - Sun, Sep 13
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$359WestJet
Mon, Sep 14 - Mon, Sep 21
WestJet Logo
5:40 pm - 4:40 pm
YVR
-
ORD
21h 00m
1 stop
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
$361WestJet
Sat, Aug 29 - Mon, Sep 7
WestJet Logo
6:45 am - 4:40 pm
YVR
-
ORD
7h 55m
1 stop
WestJet Logo
5:30 pm - 8:40 pm
ORD
-
YVR
29h 10m
1 stop
$362WestJet
Sat, May 30 - Fri, Jun 5
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$365WestJet
Mon, Aug 31 - Mon, Sep 7
WestJet Logo
10:40 am - 4:40 pm
YVR
-
ORD
28h 00m
1 stop
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
$367WestJet
Mon, Jun 1 - Fri, Jun 5
WestJet Logo
12:45 pm - 4:40 pm
YVR
-
ORD
25h 55m
1 stop
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$376WestJet
Mon, Aug 10 - Mon, Aug 17
WestJet Logo
10:15 pm - 4:40 pm
YVR
-
ORD
16h 25m
1 stop
WestJet Logo
5:30 pm - 7:40 am
ORD
-
YVR
16h 10m
1 stop
$381WestJet
Thu, May 28 - Sat, Jun 6

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 30
YVR6:00 amVancouver Intl
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Jun 2
ORD5:30 pmChicago O'Hare Intl
18h 40m
1 stop
YVR10:10 amVancouver Intl
$353
WestJet
Sep 11
YVR6:00 amVancouver Intl
8h 40m
1 stop
ORD4:40 pmChicago O'Hare Intl
Sep 13
ORD5:30 pmChicago O'Hare Intl
29h 10m
1 stop
YVR8:40 pmVancouver Intl
$355
WestJet
Sep 11
YVR6:00 amVancouver Intl
8h 40m
2 stops
ORD4:40 pmChicago O'Hare Intl
Sep 13
ORD5:30 pmChicago O'Hare Intl
7h 05m
1 stop
YVR10:35 pmVancouver Intl
$356

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
Jun 18
YVR11:35 pmVancouver Intl
4h 05m
ORD5:40 amChicago O'Hare Intl
Jun 21
ORD5:00 amChicago O'Hare Intl
6h 51m
1 stop
YVR9:51 amVancouver Intl
$409
United Airlines
Jun 1
YVR11:35 pmVancouver Intl
4h 05m
ORD5:40 amChicago O'Hare Intl
Jun 9
ORD7:44 pmChicago O'Hare Intl
4h 36m
YVR10:20 pmVancouver Intl
$416
United Airlines
Jun 18
YVR2:20 pmVancouver Intl
8h 24m
1 stop
ORD12:44 amChicago O'Hare Intl
Jun 21
ORD5:00 amChicago O'Hare Intl
6h 51m
1 stop
YVR9:51 amVancouver Intl
$425

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 May 11, 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

Sat 5/30

6:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Tue 6/2

5:30 pm-10:10 am

1 stop18h 40m

$353

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/11

6:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Sun 9/13

5:30 pm-8:40 pm

1 stop29h 10m

$355
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/11

6:00 am-4:40 pm

2 stops8h 40m

Chicago O'Hare Intl

Sun 9/13

5:30 pm-10:35 pm

1 stop7h 05m

$356

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 9/14

6:00 am-4:40 pm

2 stops8h 40m

Chicago O'Hare Intl

Mon 9/21

5:30 pm-10:35 pm

1 stop7h 05m

$359

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 8/29

5:40 pm-4:40 pm

1 stop21h 00m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-12:15 am

1 stop8h 45m

$361

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 5/30

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Fri 6/5

5:30 pm-8:40 pm

1 stop29h 10m

$362

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 8/31

6:00 am-4:40 pm

1 stop8h 40m

Chicago O'Hare Intl

Mon 9/7

5:30 pm-10:35 pm

1 stop7h 05m

$365

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 6/1

10:40 am-4:40 pm

1 stop28h 00m

Chicago O'Hare Intl

Fri 6/5

5:30 pm-12:15 am

1 stop8h 45m

$367

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 8/10

12:45 pm-4:40 pm

1 stop25h 55m

Chicago O'Hare Intl

Mon 8/17

5:30 pm-10:35 pm

1 stop7h 05m

$376

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/28

10:15 pm-4:40 pm

1 stop16h 25m

Chicago O'Hare Intl

Sat 6/6

5:30 pm-7:40 am

1 stop16h 10m

$381

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 $378. 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 $405 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $458. 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 $384 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.

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
9,702 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
11,017 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,665 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
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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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