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Cheap flights from Vancouver to Chicago from $125

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 5/27. 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.
Multiple Airlines Logo
4:35 pm - 2:54 pm
YVR
-
ORD
20h 19m
1 stop
Multiple Airlines Logo
4:28 pm - 10:20 pm
ORD
-
YVR
31h 52m
2 stops
$234Multiple Airlines
Wed, Feb 11 - Wed, Mar 11
Multiple Airlines Logo
12:30 pm - 9:03 pm
YVR
-
ORD
30h 33m
2 stops
Multiple Airlines Logo
6:34 pm - 10:20 pm
ORD
-
YVR
29h 46m
1 stop
$238Multiple Airlines
Wed, Feb 18 - Thu, Feb 26
Multiple Airlines Logo
4:35 pm - 4:53 pm
YVR
-
ORD
22h 18m
1 stop
Multiple Airlines Logo
9:05 am - 11:59 pm
ORD
-
YVR
16h 54m
1 stop
$246Multiple Airlines
Fri, Feb 20 - Tue, Feb 24
WestJet Logo
6:00 am - 4:43 pm
YVR
-
ORD
8h 43m
1 stop
WestJet Logo
5:30 pm - 12:10 am
ORD
-
YVR
8h 40m
1 stop
$247WestJet
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
7:00 am - 11:03 pm
YVR
-
ORD
38h 03m
2 stops
Multiple Airlines Logo
6:34 pm - 10:20 pm
ORD
-
YVR
29h 46m
1 stop
$248Multiple Airlines
Thu, Feb 19 - Thu, Feb 26
Multiple Airlines Logo
12:30 pm - 9:03 pm
YVR
-
ORD
30h 33m
2 stops
Multiple Airlines Logo
9:05 am - 11:59 pm
ORD
-
YVR
16h 54m
1 stop
$249Multiple Airlines
Wed, Feb 18 - Tue, Feb 24
WestJet Logo
7:00 am - 4:43 pm
YVR
-
ORD
7h 43m
1 stop
WestJet Logo
5:30 pm - 12:10 am
ORD
-
YVR
8h 40m
1 stop
$258WestJet
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
4:35 pm - 2:54 pm
YVR
-
ORD
20h 19m
1 stop
Multiple Airlines Logo
8:55 pm - 10:20 pm
ORD
-
YVR
27h 25m
1 stop
$260Multiple Airlines
Wed, Feb 11 - Wed, Mar 11
WestJet Logo
7:00 am - 4:43 pm
YVR
-
ORD
7h 43m
1 stop
WestJet Logo
5:30 pm - 12:10 am
ORD
-
YVR
8h 40m
1 stop
$261WestJet
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
12:30 pm - 9:03 pm
YVR
-
ORD
30h 33m
2 stops
Multiple Airlines Logo
9:05 am - 11:59 pm
ORD
-
YVR
16h 54m
1 stop
$263Multiple Airlines
Wed, Feb 18 - Tue, Feb 24

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 7
YVR6:00 amVancouver Intl
8h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
May 10
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YVR12:10 amVancouver Intl
$247
WestJet
May 7
YVR7:00 amVancouver Intl
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
May 10
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YVR12:10 amVancouver Intl
$258
WestJet
May 7
YVR7:00 amVancouver Intl
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
May 10
ORD5:30 pmChicago O'Hare Intl
8h 40m
1 stop
YVR12:10 amVancouver Intl
$261

Delta flights from Vancouver to Chicago O'Hare Intl Airport

Our best Delta deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
Delta
Feb 17
YVR3:35 pmVancouver Intl
6h 17m
1 stop
ORD11:52 pmChicago O'Hare Intl
Feb 28
ORD7:40 amChicago O'Hare Intl
13h 07m
1 stop
YVR6:47 pmVancouver Intl
$330
Delta
Feb 17
YVR3:35 pmVancouver Intl
6h 17m
1 stop
ORD11:52 pmChicago O'Hare Intl
Feb 25
ORD2:20 pmChicago O'Hare Intl
6h 27m
1 stop
YVR6:47 pmVancouver Intl
$332
Delta
Feb 17
YVR6:20 amVancouver Intl
15h 32m
1 stop
ORD11:52 pmChicago O'Hare Intl
Feb 19
ORD7:40 amChicago O'Hare Intl
15h 20m
1 stop
YVR9:00 pmVancouver Intl
$333

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 January 21, 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

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/11

4:35 pm-2:54 pm

1 stop20h 19m

Chicago O'Hare Intl

Wed 3/11

4:28 pm-10:20 pm

2 stops31h 52m

$234

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/18

12:30 pm-9:03 pm

2 stops30h 33m

Chicago O'Hare Intl

Thu 2/26

6:34 pm-10:20 pm

1 stop29h 46m

$238

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 2/20

4:35 pm-4:53 pm

1 stop22h 18m

Chicago O'Hare Intl

Tue 2/24

9:05 am-11:59 pm

1 stop16h 54m

$246

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/7

6:00 am-4:43 pm

1 stop8h 43m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-12:10 am

1 stop8h 40m

$247

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/19

7:00 am-11:03 pm

2 stops38h 03m

Chicago O'Hare Intl

Thu 2/26

6:34 pm-10:20 pm

1 stop29h 46m

$248

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/18

12:30 pm-9:03 pm

2 stops30h 33m

Chicago O'Hare Intl

Tue 2/24

9:05 am-11:59 pm

1 stop16h 54m

$249

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/7

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-12:10 am

1 stop8h 40m

$258

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/11

4:35 pm-2:54 pm

1 stop20h 19m

Chicago O'Hare Intl

Wed 3/11

8:55 pm-10:20 pm

1 stop27h 25m

$260

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/7

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sun 5/10

5:30 pm-12:10 am

1 stop8h 40m

$261

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/18

12:30 pm-9:03 pm

2 stops30h 33m

Chicago O'Hare Intl

Tue 2/24

9:05 am-11:59 pm

1 stop16h 54m

$263

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 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 $266.

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 $340. 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 $504.

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 morning is the least expensive time of day to depart. momondo users have found prices as low as $378 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $424. 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 $358 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 $271 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 4h 08m 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
9,190 reviews
Search United Airlines flights
Air CanadaPriceFrom $151Free CancellationRating
7.1
10,644 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,171 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
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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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