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Cheap flights from Vancouver Intl Airport to Chicago from $135

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
2:05 pm - 1:31 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
22h 26m1 stop Phoenix Sky Harbor Intl
Multiple Airlines Logo
6:21 am - 4:20 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
10h 59m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl
$343Multiple Airlines
Wed, Dec 2 - Sat, Dec 5
Multiple Airlines Logo
8:50 am - 12:53 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
15h 03m2 stops Phoenix Sky Harbor Intl Denver Intl
Multiple Airlines Logo
11:38 am - 11:59 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
13h 21m1 stop Phoenix Sky Harbor Intl
$343Multiple Airlines
Wed, Dec 2 - Sun, Dec 6
Air Canada Logo
9:25 am - 2:37 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 12mnonstop
Air Canada Logo
3:30 pm - 7:17 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 47mnonstop
$359Air Canada
Fri, Nov 27 - Sun, Nov 29
Air Canada Logo
9:25 am - 2:37 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 12mnonstop
Air Canada Logo
3:30 pm - 7:17 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 47mnonstop
$359Air Canada
Mon, Dec 7 - Tue, Dec 8
WestJet Logo
2:32 pm - 9:33 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
6h 01m1 stop Minneapolis St Paul
WestJet Logo
7:05 am - 1:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
7h 10m1 stop Salt Lake City
$425WestJet
Sat, Nov 21 - Sat, Dec 12
United Airlines Logo
2:50 pm - 7:59 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 09mnonstop
United Airlines Logo
8:49 am - 12:45 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 56mnonstop
$432United Airlines
Thu, Nov 12 - Tue, Nov 17
United Airlines Logo
2:50 pm - 8:01 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
4h 11mnonstop
United Airlines Logo
8:49 am - 12:45 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
4h 56mnonstop
$432United Airlines
Wed, Dec 2 - Tue, Dec 8
WestJet Logo
2:17 pm - 9:47 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
6h 30m1 stop Salt Lake City
WestJet Logo
7:25 am - 1:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
6h 50m1 stop Salt Lake City
$433WestJet
Tue, Nov 17 - Thu, Dec 3
American Airlines Logo
2:45 pm - 6:29 amYVR  Vancouver Intl-ORD Chicago O'Hare Intl
14h 44m1 stop Los Angeles
American Airlines Logo
1:44 pm - 10:37 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
9h 53m1 stop Dallas/Fort Worth
$449American Airlines
Tue, Jan 12 - Sat, Jan 16
American Airlines Logo
1:15 pm - 11:59 pmYVR  Vancouver Intl-ORD Chicago O'Hare Intl
9h 44m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 12:15 pmORD  Chicago O'Hare Intl-YVR Vancouver Intl
8h 15m1 stop Dallas/Fort Worth
$457American Airlines
Wed, Nov 11 - Sun, Nov 15

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Alaska Airlines flights from Vancouver Intl Airport to Chicago

Our best Alaska Airlines deals on Vancouver Intl Airport to Chicago flight tickets
Alaska Airlines
Dec 1
YVR2:35 pmVancouver Intl
8h 24m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 6
ORD6:00 amChicago O'Hare Intl
7h 05m
1 stop
YVR12:05 pmVancouver Intl
$393
Alaska Airlines
Nov 9
YVR2:35 pmVancouver Intl
8h 24m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 12
ORD7:00 amChicago O'Hare Intl
7h 35m
1 stop
YVR1:35 pmVancouver Intl
$436
Alaska Airlines
Nov 7
YVR2:35 pmVancouver Intl
8h 24m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 26
ORD6:00 amChicago O'Hare Intl
8h 35m
1 stop
YVR1:35 pmVancouver Intl
$482

American Airlines flights from Vancouver Intl Airport to Chicago

Our best American Airlines deals on Vancouver Intl Airport to Chicago flight tickets
American Airlines
Nov 11
YVR1:15 pmVancouver Intl
9h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 15
ORD5:00 amChicago O'Hare Intl
8h 15m
1 stop
YVR12:15 pmVancouver Intl
$457
American Airlines
Nov 1
YVR7:00 amVancouver Intl
8h 00m
1 stop
ORD4:00 pmChicago O'Hare Intl
Nov 4
ORD1:44 pmChicago O'Hare Intl
9h 53m
1 stop
YVR10:37 pmVancouver Intl
$529

momondo Fare Finder

 
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 Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 12/2

2:05 pm-1:31 pm

1 stop22h 26m

Chicago O'Hare Intl

Sat 12/5

6:21 am-4:20 pm

2 stops10h 59m

$343

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 12/2

8:50 am-12:53 am

2 stops15h 03m

Chicago O'Hare Intl

Sun 12/6

11:38 am-11:59 pm

1 stop13h 21m

$343
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 11/27

9:25 am-2:37 pm

Nonstop4h 12m

Chicago O'Hare Intl

Sun 11/29

3:30 pm-7:17 pm

Nonstop4h 47m

$359

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Mon 12/7

9:25 am-2:37 pm

Nonstop4h 12m

Chicago O'Hare Intl

Tue 12/8

3:30 pm-7:17 pm

Nonstop4h 47m

$359

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sat 11/21

2:32 pm-9:33 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 12/12

7:05 am-1:15 pm

1 stop7h 10m

$425

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 11/12

2:50 pm-7:59 pm

Nonstop4h 09m

Chicago O'Hare Intl

Tue 11/17

8:49 am-12:45 pm

Nonstop4h 56m

$432

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 12/2

2:50 pm-8:01 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 12/8

8:49 am-12:45 pm

Nonstop4h 56m

$432

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 11/17

2:17 pm-9:47 pm

1 stop6h 30m

Chicago O'Hare Intl

Thu 12/3

7:25 am-1:15 pm

1 stop6h 50m

$433

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 1/12

2:45 pm-6:29 am

1 stop14h 44m

Chicago O'Hare Intl

Sat 1/16

1:44 pm-10:37 pm

1 stop9h 53m

$449

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 11/11

1:15 pm-11:59 pm

1 stop9h 44m

Chicago O'Hare Intl

Sun 11/15

5:00 am-12:15 pm

1 stop8h 15m

$457

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 typical price of a round-trip flight between Vancouver Intl Airport and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $391 to $494.
The lowest price recently found on this route was $343.

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Vancouver Intl Airport, with most prices found around $430. If you’re not able to fly to Chicago in January, then May is your next best option. Flight prices from Vancouver Intl Airport to Chicago during May average around $441.

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 Thursday when prices can be found for as low as $472. 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 $643.

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 $514. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $560.

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 $481 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 $121 on momondo.

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

There are 4 cabin classes available to choose from on Vancouver Intl Airport 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 13% 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 October 2026, prices for Vancouver Intl Airport to Chicago flights are approximately 24% 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

$135

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 $135. The best round-trip flight deal from Vancouver Intl Airport to Chicago found on momondo in the last 72 hours is $343.
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

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 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
WestJetPriceFrom $169Free CancellationRating
7.2
3,443 reviews
Search WestJet flights
Air CanadaPriceFrom $295Free CancellationRating
7.1
11,830 reviews
Search Air Canada flights
United AirlinesPriceFrom $403Free CancellationRating
7.3
10,449 reviews
Search United Airlines flights
American AirlinesPriceFrom $410Free CancellationRating
7.0
12,209 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 $403. Generally, United Airlines has 7 flights on this route every week with an average price of $552. United Airlines is rated 7.3/10 by our users.

  • Air Canada Flights From Vancouver Intl Airport to Chicago

    Across 11,830 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Vancouver Intl Airport to Chicago about 8 times each week, with ticket deals ranging from $295 to $470. 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
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport