Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver Intl Airport to Chicago from $108

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 2/24. 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
1:45 pm - 1:35 pm
YVR
-
ORD
21h 50m1 stop
Multiple Airlines Logo
5:29 pm - 8:55 pm
ORD
-
YVR
29h 26m1 stop
$331Multiple Airlines
jue., feb. 12 - lun., feb. 16
Multiple Airlines Logo
6:15 pm - 9:03 pm
YVR
-
ORD
24h 48m3 stops
Multiple Airlines Logo
6:57 pm - 10:40 pm
ORD
-
YVR
29h 43m3 stops
$335Multiple Airlines
lun., ene. 26 - lun., feb. 2
Multiple Airlines Logo
3:40 pm - 9:32 pm
YVR
-
ORD
27h 52m1 stop
Multiple Airlines Logo
6:15 am - 4:31 pm
ORD
-
YVR
12h 16m1 stop
$336Multiple Airlines
jue., ene. 8 - dom., ene. 11
Air Canada Logo
8:30 am - 2:41 pm
YVR
-
ORD
4h 11mnonstop
Air Canada Logo
3:35 pm - 6:10 pm
ORD
-
YVR
4h 35mnonstop
$337Air Canada
jue., ene. 15 - mié., ene. 21
Alaska Airlines Logo
6:00 am - 2:38 pm
YVR
-
ORD
6h 38m1 stop
Alaska Airlines Logo
3:35 pm - 12:10 am
ORD
-
YVR
10h 35m1 stop
$340Alaska Airlines
lun., ene. 12 - jue., ene. 15
Air Canada Logo
9:20 am - 8:10 pm
YVR
-
ORD
8h 50m1 stop
Air Canada Logo
3:35 pm - 6:10 pm
ORD
-
YVR
4h 35mnonstop
$345Air Canada
jue., ene. 15 - mié., ene. 21
Delta Logo
6:20 am - 11:53 pm
YVR
-
ORD
15h 33m1 stop
Delta Logo
1:55 pm - 11:59 pm
ORD
-
YVR
12h 04m2 stops
$346Delta
mar., ene. 20 - sáb., ene. 24
Alaska Airlines Logo
7:55 am - 11:50 pm
YVR
-
ORD
13h 55m1 stop
Alaska Airlines Logo
2:06 pm - 8:55 pm
ORD
-
YVR
8h 49m2 stops
$350Alaska Airlines
sáb., ene. 17 - dom., ene. 18
Delta Logo
7:37 pm - 8:52 am
YVR
-
MDW
11h 15m2 stops
Delta Logo
1:49 pm - 11:59 pm
MDW
-
YVR
12h 10m2 stops
$356Delta
mié., ene. 21 - vie., ene. 23
KLM Logo
7:37 pm - 8:52 am
YVR
-
MDW
11h 15m2 stops
KLM Logo
9:50 am - 6:44 pm
MDW
-
YVR
10h 54m2 stops
$374KLM
jue., ene. 22 - mié., ene. 28

Alaska Airlines flights from Vancouver Intl Airport to Chicago

Our best Alaska Airlines deals on Vancouver Intl Airport to Chicago flight tickets
Alaska Airlines
Jan 12
YVR6:00 amVancouver Intl
6h 38m
1 stop
ORD2:38 pmChicago O'Hare Intl
Jan 15
ORD3:35 pmChicago O'Hare Intl
10h 35m
1 stop
YVR12:10 amVancouver Intl
$340
Find similar
Alaska Airlines
Jan 17
YVR7:55 amVancouver Intl
13h 55m
1 stop
ORD11:50 pmChicago O'Hare Intl
Jan 18
ORD2:06 pmChicago O'Hare Intl
8h 49m
2 stops
YVR8:55 pmVancouver Intl
$350
Find similar
Alaska Airlines
Jan 18
YVR6:00 amVancouver Intl
9h 10m
1 stop
ORD5:10 pmChicago O'Hare Intl
Jan 20
ORD2:06 pmChicago O'Hare Intl
8h 49m
2 stops
YVR8:55 pmVancouver Intl
$351
Find similar

Delta flights from Vancouver Intl Airport to Chicago

Our best Delta deals on Vancouver Intl Airport to Chicago flight tickets
Delta
Jan 20
YVR6:20 amVancouver Intl
15h 33m
1 stop
ORD11:53 pmChicago O'Hare Intl
Jan 24
ORD1:55 pmChicago O'Hare Intl
12h 04m
2 stops
YVR11:59 pmVancouver Intl
$346
Find similar
Delta
Jan 21
YVR6:20 amVancouver Intl
13h 32m
2 stops
ORD9:52 pmChicago O'Hare Intl
Jan 25
ORD7:20 amChicago O'Hare Intl
18h 39m
2 stops
YVR11:59 pmVancouver Intl
$356
Find similar
Delta
Jan 11
YVR12:11 pmVancouver Intl
7h 32m
1 stop
ORD9:43 pmChicago O'Hare Intl
Jan 18
ORD7:30 amChicago O'Hare Intl
13h 14m
1 stop
YVR6:44 pmVancouver Intl
$365
Find similar

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 diciembre 30, 2025.
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

jue. 2/12

1:45 pm-1:35 pm

1 stop21h 50m

Chicago O'Hare Intl

lun. 2/16

5:29 pm-8:55 pm

1 stop29h 26m

$331

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

lun. 1/26

6:15 pm-9:03 pm

3 stops24h 48m

Chicago O'Hare Intl

lun. 2/2

6:57 pm-10:40 pm

3 stops29h 43m

$335

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

jue. 1/8

3:40 pm-9:32 pm

1 stop27h 52m

Chicago O'Hare Intl

dom. 1/11

6:15 am-4:31 pm

1 stop12h 16m

$336

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

jue. 1/15

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

mié. 1/21

3:35 pm-6:10 pm

Nonstop4h 35m

$337

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

lun. 1/12

6:00 am-2:38 pm

1 stop6h 38m

Chicago O'Hare Intl

jue. 1/15

3:35 pm-12:10 am

1 stop10h 35m

$340

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

jue. 1/15

9:20 am-8:10 pm

1 stop8h 50m

Chicago O'Hare Intl

mié. 1/21

3:35 pm-6:10 pm

Nonstop4h 35m

$345

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

mar. 1/20

6:20 am-11:53 pm

1 stop15h 33m

Chicago O'Hare Intl

sáb. 1/24

1:55 pm-11:59 pm

2 stops12h 04m

$346

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

sáb. 1/17

7:55 am-11:50 pm

1 stop13h 55m

Chicago O'Hare Intl

dom. 1/18

2:06 pm-8:55 pm

2 stops8h 49m

$350

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

mié. 1/21

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

vie. 1/23

1:49 pm-11:59 pm

2 stops12h 10m

$356

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

jue. 1/22

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

mié. 1/28

9:50 am-6:44 pm

2 stops10h 54m

$374

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 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 $261. 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 $286.

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 $338. 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 $495.

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 $386. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $425.

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 $359 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 $257 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 22% 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 December 2025, prices for Vancouver Intl Airport to Chicago flights are approximately 20% 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

$251

Fastest flight time

4h 11m

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 $251. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $491.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 11m
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

  • How far is Vancouver Intl to Chicago by plane?

    Vancouver Intl and Chicago are 1773.8 mi apart from one another. 4h 11m 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 $110Free CancellationRating
7.4
9,123 reviews
Search United Airlines flights
Air CanadaPriceFrom $155Free CancellationRating
7.1
10,564 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,074 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 $110. Generally, United Airlines has 14 flights on this route every week with an average price of $389. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 10,564 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 $419. 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
Valparaiso
Schererville
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
jue. 1/29
jue. 2/5
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