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Cheap flights from Vancouver Intl Airport to Chicago from $113

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 5/31. 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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Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
$194Air Canada
Wed, Feb 4 - Tue, Feb 10
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
$199WestJet
Thu, May 14 - Mon, May 18
Air Canada Logo
8:30 am - 2:41 pm
YVR
-
ORD
4h 11mnonstop
Air Canada Logo
2:00 pm - 8:47 pm
ORD
-
YVR
8h 47m
1 stop
$203Air Canada
Sat, Feb 28 - Sat, Mar 7
WestJet Logo
6:00 am - 4:43 pm
YVR
-
ORD
8h 43m
1 stop
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$204WestJet
Fri, May 1 - Mon, May 4
Air Canada Logo
5:30 am - 3:10 pm
YVR
-
ORD
7h 40m
1 stop
Air Canada Logo
3:35 pm - 6:10 pm
ORD
-
YVR
4h 35mnonstop
$208Air Canada
Wed, Feb 4 - Tue, Feb 10
United Airlines Logo
1:45 pm - 7:58 pm
YVR
-
ORD
4h 13mnonstop
United Airlines Logo
10:49 am - 6:18 pm
ORD
-
YVR
9h 29m
1 stop
$213United Airlines
Tue, Apr 7 - Wed, Apr 15
Multiple Airlines Logo
4:35 pm - 5:56 pm
YVR
-
ORD
23h 21m
1 stop
Multiple Airlines Logo
8:10 am - 11:59 pm
ORD
-
YVR
17h 49m
1 stop
$216Multiple Airlines
Wed, Feb 4 - Tue, Feb 17
Multiple Airlines Logo
12:05 pm - 3:58 pm
YVR
-
MDW
25h 53m
1 stop
Multiple Airlines Logo
8:58 pm - 11:59 pm
MDW
-
YVR
29h 01m
1 stop
$221Multiple Airlines
Thu, Feb 5 - Mon, Feb 16
Delta Logo
7:37 pm - 12:51 pm
YVR
-
MDW
15h 14m
2 stops
Delta Logo
1:49 pm - 11:59 pm
MDW
-
YVR
12h 10m
2 stops
$262Delta
Tue, Feb 3 - Tue, Feb 17
Delta Logo
7:37 pm - 8:52 am
YVR
-
MDW
11h 15m
2 stops
Delta Logo
9:33 am - 6:44 pm
MDW
-
YVR
11h 11m
2 stops
$289Delta
Mon, Jan 26 - Thu, Jan 29

Air Canada flights from Vancouver Intl Airport to Chicago

Our best Air Canada deals on Vancouver Intl Airport to Chicago flight tickets
Air Canada
Feb 4
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Feb 10
ORD3:35 pmChicago O'Hare Intl
4h 35m
YVR6:10 pmVancouver Intl
$194
Air Canada
Feb 28
YVR8:30 amVancouver Intl
4h 11m
ORD2:41 pmChicago O'Hare Intl
Mar 7
ORD2:00 pmChicago O'Hare Intl
8h 47m
1 stop
YVR8:47 pmVancouver Intl
$203
Air Canada
Feb 4
YVR5:30 amVancouver Intl
7h 40m
1 stop
ORD3:10 pmChicago O'Hare Intl
Feb 10
ORD3:35 pmChicago O'Hare Intl
4h 35m
YVR6:10 pmVancouver Intl
$208

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 23
YVR6:00 amVancouver Intl
9h 10m
1 stop
ORD5:10 pmChicago O'Hare Intl
Jan 27
ORD3:35 pmChicago O'Hare Intl
7h 20m
1 stop
YVR8:55 pmVancouver Intl
$332
Alaska Airlines
Jan 21
YVR6:00 amVancouver Intl
9h 10m
1 stop
ORD5:10 pmChicago O'Hare Intl
Jan 23
ORD3:35 pmChicago O'Hare Intl
7h 20m
1 stop
YVR8:55 pmVancouver Intl
$385
Alaska Airlines
Jan 21
YVR6:00 amVancouver Intl
9h 10m
1 stop
ORD5:10 pmChicago O'Hare Intl
Jan 26
ORD6:06 pmChicago O'Hare Intl
8h 04m
1 stop
YVR12:10 amVancouver Intl
$387

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 16, 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 2/4

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 2/10

3:35 pm-6:10 pm

Nonstop4h 35m

$194

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 5/14

7:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 5/18

5:30 pm-12:10 am

1 stop8h 40m

$199

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 2/28

8:30 am-2:41 pm

Nonstop4h 11m

Chicago O'Hare Intl

Sat 3/7

2:00 pm-8:47 pm

1 stop8h 47m

$203

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/1

6:00 am-4:43 pm

1 stop8h 43m

Chicago O'Hare Intl

Mon 5/4

5:30 pm-10:35 pm

1 stop7h 05m

$204

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/4

5:30 am-3:10 pm

1 stop7h 40m

Chicago O'Hare Intl

Tue 2/10

3:35 pm-6:10 pm

Nonstop4h 35m

$208

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 4/7

1:45 pm-7:58 pm

Nonstop4h 13m

Chicago O'Hare Intl

Wed 4/15

10:49 am-6:18 pm

1 stop9h 29m

$213

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/4

4:35 pm-5:56 pm

1 stop23h 21m

Chicago O'Hare Intl

Tue 2/17

8:10 am-11:59 pm

1 stop17h 49m

$216

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 2/5

12:05 pm-3:58 pm

1 stop25h 53m

Chicago Midway

Mon 2/16

8:58 pm-11:59 pm

1 stop29h 01m

$221

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 2/3

7:37 pm-12:51 pm

2 stops15h 14m

Chicago Midway

Tue 2/17

1:49 pm-11:59 pm

2 stops12h 10m

$262

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 1/26

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Thu 1/29

9:33 am-6:44 pm

2 stops11h 11m

$289

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 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 $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 $385. 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 $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

$258

Fastest flight time

4h 08m

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 $258. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $444.
The fastest flight from Vancouver Intl Airport to Chicago takes 4h 08m
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 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
9,163 reviews
Search United Airlines flights
Air CanadaPriceFrom $144Free CancellationRating
7.1
10,625 reviews
Search Air Canada flights
American AirlinesPriceFrom $167Free CancellationRating
7.2
11,138 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 10,625 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 13 times each week, with ticket deals ranging from $144 to $407. 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.

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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