Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver Intl Airport 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 Intl Airport 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

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.
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
Delta Logo
6:00 am - 6:18 pm
YVR
-
MDW
10h 18m
1 stop
Delta Logo
1:49 pm - 8:31 pm
MDW
-
YVR
8h 42m
1 stop
$438Delta
Sun, Jun 7 - Mon, Jun 29
Delta Logo
6:00 am - 6:18 pm
YVR
-
MDW
10h 18m
1 stop
Delta Logo
6:58 pm - 1:30 pm
MDW
-
YVR
20h 32m
2 stops
$439Delta
Sun, Jun 7 - Wed, Jul 1
Delta Logo
6:00 am - 6:18 pm
YVR
-
MDW
10h 18m
1 stop
Delta Logo
1:26 pm - 8:31 pm
MDW
-
YVR
9h 05m
2 stops
$450Delta
Tue, Jun 23 - Mon, Jun 29
Multiple Airlines Logo
10:55 pm - 11:07 am
YVR
-
MDW
10h 12m
1 stop
Multiple Airlines Logo
12:11 pm - 12:15 am
MDW
-
YVR
14h 04m
2 stops
$471Multiple Airlines
Thu, Aug 13 - Mon, Aug 17

WestJet flights from Vancouver Intl Airport to Chicago

Our best WestJet deals on Vancouver Intl Airport to Chicago 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 Intl Airport to Chicago

Our best United Airlines deals on Vancouver Intl Airport to Chicago flight tickets
United Airlines
Jun 4
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
$400
United Airlines
Jun 10
YVR11:35 pmVancouver Intl
4h 05m
ORD5:40 amChicago O'Hare Intl
Jun 17
ORD5:00 amChicago O'Hare Intl
6h 51m
1 stop
YVR9:51 amVancouver Intl
$409
United Airlines
Jun 4
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
$412

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 May 11, 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

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 - MDW

YVRMDW

Vancouver Intl

Sun 6/7

6:00 am-6:18 pm

1 stop10h 18m

Chicago Midway

Mon 6/29

1:49 pm-8:31 pm

1 stop8h 42m

$438

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 6/7

6:00 am-6:18 pm

1 stop10h 18m

Chicago Midway

Wed 7/1

6:58 pm-1:30 pm

2 stops20h 32m

$439

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 6/23

6:00 am-6:18 pm

1 stop10h 18m

Chicago Midway

Mon 6/29

1:26 pm-8:31 pm

2 stops9h 05m

$450

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 8/13

10:55 pm-11:07 am

1 stop10h 12m

Chicago Midway

Mon 8/17

12:11 pm-12:15 am

2 stops14h 04m

$471

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 August is, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $76. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from Vancouver Intl Airport to Chicago during October average around $87.

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 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. 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 $595.

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 evening. Flights from Vancouver Intl Airport to Chicago during this time can be as low as $405. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $458.

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 from Vancouver Intl Airport 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 $384 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 $116 on momondo.

Can stopping save me money on Vancouver Intl Airport to Chicago flights?

You could potentially save up to 10% 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 May 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 22% cheaper 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

$229

Fastest flight time

4h 05m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Vancouver Intl Airport in the past 72 hours is $229. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $398.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 05m
Direct flights go from Vancouver Intl Airport to Chicago every day.
There are 3 airports in Chicago. From Vancouver Intl Airport there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Vancouver Intl Airport to Chicago

  • How far is Vancouver Intl to Chicago by plane?

    Vancouver Intl and Chicago are 1773.8 mi apart from one another. 4h 05m 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
9,701 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
11,019 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,661 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 20 flights on this route every week with an average price of $428. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 11,019 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 14 times each week, with ticket deals ranging from $155 to $435. 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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
Wed 6/10
Wed 6/17
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