Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver Intl Airport 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 Intl Airport 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.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Vancouver Intl Airport to Chicago

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
7:55 am - 7:29 pm
ORD
-
YVR
13h 34m
1 stop
$238Multiple Airlines
Wed, Feb 18 - Sat, Feb 21
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 - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$250WestJet
Mon, Jun 1 - Mon, Jun 8
Multiple Airlines Logo
12:05 pm - 11:41 pm
YVR
-
MDW
9h 36m
1 stop
Multiple Airlines Logo
3:24 pm - 11:59 pm
MDW
-
YVR
10h 35m
1 stop
$251Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
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 flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago 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
Jun 1
YVR7:00 amVancouver Intl
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Jun 8
ORD5:30 pmChicago O'Hare Intl
7h 05m
1 stop
YVR10:35 pmVancouver Intl
$250
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

Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
Feb 17
YVR6:20 amVancouver Intl
15h 32m
1 stop
ORD11:52 pmChicago O'Hare Intl
Feb 25
ORD2:20 pmChicago O'Hare Intl
11h 39m
1 stop
YVR11:59 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
Mar 2
YVR7:37 pmVancouver Intl
15h 09m
2 stops
MDW12:46 pmChicago Midway
Mar 4
MDW1:29 pmChicago Midway
12h 30m
2 stops
YVR11:59 pmVancouver Intl
$380

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver Intl Airport to Chicago 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 22, 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago 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

Sat 2/21

7:55 am-7:29 pm

1 stop13h 34m

$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

Mon 6/1

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 6/8

5:30 pm-10:35 pm

1 stop7h 05m

$250

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 2/19

12:05 pm-11:41 pm

1 stop9h 36m

Chicago Midway

Mon 2/23

3:24 pm-11:59 pm

1 stop10h 35m

$251

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

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Vancouver Intl Airport to Chicago

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?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $264. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Vancouver Intl Airport to Chicago during September average around $287.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago 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. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver Intl Airport to Chicago for around $504.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Vancouver Intl Airport to Chicago during this time can be as low as $378. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $424.

What is the cheapest Vancouver Intl to Chicago flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Vancouver Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago 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 from Vancouver Intl Airport for as low as $271 on momondo.

What cabin class options are available on Vancouver Intl to Chicago flights?

There are 4 cabin classes available to choose from on Vancouver Intl to Chicago 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 flights?

You could potentially save up to 40% on your flight if you consider stops on a Vancouver Intl Airport to Chicago flight.

How have Vancouver Intl Airport to Chicago flight prices changed over time?

As of January 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 23% more expensive when compared to flights at the same time last year.

When to book flights from Vancouver Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Vancouver Intl Airport to Chicago 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 (YVR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver Intl Airport to Chicago

Best Price Found

$221

Fastest flight time

4h 08m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Vancouver Intl Airport in the past 72 hours is $221. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $330.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 08m
Direct flights go from Vancouver Intl Airport to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is United Airlines.
There are 3 airports in Chicago. From Vancouver Intl Airport there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Vancouver Intl to Chicago by plane?

    Vancouver Intl and Chicago are 1773.8 mi apart from one another. 4h 08m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Vancouver Intl Airport to Chicago?

    Prices for flights from Vancouver Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Vancouver Intl Airport to Chicago?

  • How old do you have to be to fly from Vancouver Intl Airport to Chicago?

    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 Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Vancouver Intl Airport to Chicago?

  • What is the most popular airline from Vancouver Intl Airport to Chicago?

Best airlines flying from Vancouver Intl Airport to Chicago

Compare and see reviews for airlines that fly from Vancouver Intl Airport to Chicago 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
10,646 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,173 reviews
Search American Airlines flights

  • United Airlines Flights From Vancouver Intl Airport to Chicago

    The lowest priced United Airlines flight from Vancouver Intl Airport to Chicago from the last 72 hours was $90. Generally, United Airlines has 13 flights on this route every week with an average price of $381. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 10,646 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 10 times each week, with ticket deals ranging from $151 to $394. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

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?

All flight searches from Vancouver to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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?

Yes momondo offers price alerts on flights to Chicago from Vancouver. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/21
Sat 2/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport