Chicago

$197+ Cheap flights from Vancouver Intl (YVR) to Chicago (CHI)

YVR — CHI
Dec 10 — Dec 171
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Find cheap flights from Vancouver Intl to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in September or May, booked 82 days in advance, depart on a Thursday or Wednesday and return on a Thursday

Cheap flight deals from Vancouver Intl to Chicago

Cheapest flights from Vancouver Intl to Chicago

Tue 12/87:00 am -
1 stop8h 31m
Tue 12/155:29 pm -
1 stop7h 15m
Deal found 11/10$361
Fri 12/45:05 pm -
2 stops30h 49m
Fri 12/116:21 am -
2 stops19h 14m
Deal found 11/5$380
Thu 12/38:50 am -
1 stop27h 39m
Thu 12/106:21 am -
2 stops10h 59m
Deal found 11/5$381
Thu 12/105:00 am -
3 stops18h 54m
Wed 12/167:25 am -
2 stops17h 34m
Deal found 11/5$382
Wed 12/162:05 pm -
1 stop9h 14m
Fri 1/810:03 pm -
2 stops17h 57m
Deal found 11/8$386
Thu 12/34:00 pm -
2 stops20h 29m
Sun 12/611:29 am -
1 stop13h 30m
Deal found 11/9$393
Wed 12/95:00 am -
3 stops18h 54m
Sat 12/127:25 am -
2 stops33h 15m
Deal found 11/8$403
Tue 12/810:15 pm -
2 stops15h 15m
Tue 12/158:30 am -
2 stops15h 15m
Deal found 11/10$404
Mon 11/232:50 pm -
Nonstop4h 09m
Fri 11/273:30 pm -
Nonstop4h 47m
Deal found 11/9$406
Thu 11/267:45 am -
2 stops14h 09m
Sat 12/512:39 pm -
2 stops10h 33m
Deal found 11/10$422
Wed 12/98:30 pm -
2 stops18h 36m
Sat 12/1210:40 am -
3 stops29h 20m
Deal found 11/8$456
Wed 12/97:16 am -
2 stops8h 34m
Sat 12/129:37 am -
2 stops13h 35m
Deal found 11/8$481

Find flight deals from Vancouver Intl to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Kiwi.com)

One-way from

$197
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$471

Good round-trip deal

$471 or less

Good one-way deal

$280 or less
Provider with most accurate pricing for Vancouver Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Vancouver Intl-Chicago (CHI) flights.
From Vancouver Intl to Chicago (CHI)
One-way flight from Vancouver Intl to Chicago (CHI)
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Vancouver Intl to Chicago (CHI).
Price to beat on a one-way flight from Vancouver Intl to Chicago (CHI).

Cheapflights 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

Fri 12/25

6:40 pm-5:40 am

1 stop10h 00m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$206
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 12/25

9:25 am-2:37 pm

Nonstop4h 12m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$207

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/12

8:45 pm-8:55 am

2 stops11h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$233

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 11/25

8:00 am-11:59 pm

2 stops14h 59m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$233

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 12/25

7:16 am-5:44 pm

2 stops9h 28m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$233

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 12/25

7:16 am-9:39 pm

2 stops13h 23m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$233

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Mon 12/21

4:25 pm-12:30 am

1 stop7h 05m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$234

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Tue 1/19

4:40 pm-11:59 pm

1 stop6h 19m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$236

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sun 1/10

6:00 am-6:00 am

3 stops23h 00m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$242

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 12/4

2:05 pm-9:45 am

2 stops18h 40m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 40 resultsSorted by cheapest first
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Compare providers for flights from Vancouver Intl to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Vancouver Intl to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Vancouver Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Vancouver Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Vancouver Intl with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Vancouver Intl Airport to Chicago

What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?

Currently, May is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $441). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of $544). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YVR to CHI?

When flying from Vancouver Intl Airport to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Vancouver Intl Airport to Chicago

The most flights from YVR to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).

How much does it cost to fly round-trip from Vancouver Intl Airport to Chicago?

Airfare is below average for this route at the moment.
Vancouver Intl Airport to Chicago flights typically cost between $408 and $495 in January.
The cheapest round-trip price found within the last 5 days was $347 on Multiple Airlines (Jan 11-Jan 18).

How far ahead should I book a flight from Vancouver Intl Airport to Chicago?

The price you pay for your flight from Vancouver Intl Airport to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 38 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

The best insider tips for Vancouver Intl Airport to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Vancouver Intl Airport to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Brandon Schultz

Brandon Schultz

Expert on YVR

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with United Airlines,Air Canada, andAmerican Airlines from Vancouver Intl Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Overall

7.3

Entertainment

7.1

Food

6.7

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Overall

7.3

Entertainment

7.1

Food

6.7

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Overall

7.3

Entertainment

7.1

Food

6.7

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Overall

7.3

Entertainment

7.1

Food

6.7

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • How long is the flight from Vancouver Intl Airport to Chicago?

    For as low as $415, United Airlines can have you in Chicago from Vancouver Intl Airport in 4h 11m. Airlines will cover a distance of 1758 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Vancouver Intl Airport to Chicago round-trip?

    Cheapflights users have booked flights from Vancouver Intl Airport to Chicago round-trip from $169. Other airlines that can offer you cheap pricing are Air Canada, from $311, and United Airlines, from $403. Users have found that WestJet is 63% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Vancouver Intl Airport to Chicago one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as $98. Users have also found prices from $192 and $194 on United Airlines and Delta, respectively.

  • What are the most reliable airlines from Vancouver Intl Airport to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Vancouver Intl Airport to Chicago on time: Emirates (85%), Avianca (79%), Air Canada (78%).

  • What are the cheapest flights from Vancouver Intl Airport to Chicago?

    While on average a flight from Vancouver Intl Airport to Chicago is generally $590, our data shows the cheapest flight currently is $243. When looking at the most popular route, (Vancouver Intl - Chicago O'Hare Intl), you can expect to pay $314 for that flight.

  • Can I find deals for flights from Vancouver Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Vancouver Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vancouver Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vancouver Intl to Chicago.

  • Can I find deals for business class flights from Vancouver Intl to Chicago?

    Yes. Cheapflights offers flight deals from Vancouver Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?

    Currently, May is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $441). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of $544). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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Alternative routes for Vancouver Intl to Chicago

Top 4 airlines flying from Vancouver Intl to Chicago

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$169Average$329FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$311Average$470FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$403Average$561FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$410Average$510FlexibilityNo cancel feeOn-time71%

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