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Cheap flights from Vancouver Intl Airport to Chicago from C$ 189

YVR — CHI
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags
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 Friday or Wednesday and return on a Friday

Cheap flight deals from Vancouver Intl to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Vancouver Intl to Chicago

Wed 2/122:05 p.m. -
1 stop22h 26m
Sat 5/126:21 a.m. -
2 stops10h 59m
Deal found 26/10C$ 480
Fri 20/115:05 p.m. -
1 stop16h 55m
Tue 1/126:21 a.m. -
1 stop10h 39m
Deal found 26/10C$ 481
Wed 9/128:50 a.m. -
1 stop24h 42m
Wed 16/126:21 a.m. -
1 stop10h 39m
Deal found 26/10C$ 485
Wed 2/124:00 p.m. -
3 stops31h 53m
Tue 8/127:25 a.m. -
2 stops33h 55m
Deal found 27/10C$ 487
Wed 18/118:50 a.m. -
2 stops14h 31m
Thu 3/122:36 p.m. -
3 stops27h 29m
Deal found 26/10C$ 490
Thu 3/128:50 a.m. -
2 stops15h 03m
Fri 4/122:36 p.m. -
1 stop10h 23m
Deal found 28/10C$ 492
Wed 18/115:00 a.m. -
3 stops18h 21m
Wed 2/127:00 a.m. -
2 stops17h 59m
Deal found 26/10C$ 495
Wed 25/112:00 p.m. -
3 stops33h 53m
Wed 2/127:00 a.m. -
2 stops34h 20m
Deal found 28/10C$ 496
Sat 21/118:50 a.m. -
1 stop25h 10m
Sat 12/127:25 a.m. -
2 stops33h 15m
Deal found 27/10C$ 498
Fri 4/129:15 a.m. -
1 stop18h 44m
Mon 7/127:25 a.m. -
2 stops33h 55m
Deal found 26/10C$ 499

Find flight deals from Vancouver Intl to Chicago

Round-trip from

C$ 480

One-way from

C$ 189

Popular in

December

Cheapest in

September

Average price

C$ 696

Good round-trip deal

C$ 679 or less

Good one-way deal

C$ 350 or less
2/12-5/12
  • 2/12-5/12
  • 3 total stops
  • 33h 25m total
  • Vancouver to Chicago
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16/12-31/12
  • 16/12-31/12
  • 1 total stop
  • 14h 29m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Vancouver Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Vancouver Intl to Chicago (CHI).
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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

Sun 22/11

2:35 p.m.-11:59 p.m.

1 stop8h 24m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 306

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Wed 9/12

9:25 a.m.-2:37 p.m.

Nonstop4h 12m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 312

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 14/1

2:50 p.m.-8:04 p.m.

Nonstop4h 14m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 329

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 14/1

9:20 a.m.-2:32 p.m.

Nonstop4h 12m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 329

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sat 24/4

6:20 a.m.-9:53 p.m.

2 stops13h 33m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 334

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Fri 23/4

6:50 a.m.-5:57 p.m.

1 stop9h 07m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 334

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Mon 19/4

3:15 p.m.-11:46 p.m.

1 stop6h 31m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 334

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 22/4

5:15 p.m.-7:33 a.m.

2 stops12h 18m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 334

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Sun 22/11

7:15 a.m.-9:47 p.m.

2 stops13h 32m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 334

VancouverChicago

YVR Vancouver Intl - ORD Chicago O'Hare Intl

YVRORD

Vancouver Intl

Thu 17/12

6:30 p.m.-6:11 a.m.

1 stop10h 41m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 22 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 601). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of C$ 761). 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.

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 C$ 547 and C$ 691 in December.
The cheapest round-trip price found within the last 5 days was C$ 480 on Multiple Airlines (2 Dec-5 Dec).

What’s the top layover airport for flights from Vancouver Intl Airport to Chicago?

Calgary (YYC) – chosen by Cheapflights users on 93% of one-stop itineraries from Vancouver Intl Airport to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Vancouver Intl Airport to Chicago?

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 390.

What’s the fastest layover option from Vancouver Intl Airport to Chicago?

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 7h 03m.

Which airport typically offers the quickest layover for flights from Vancouver Intl Airport to Chicago?

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 51m.

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

Booking 38 days in advance of your planned departure date is, on average, the best time to get cheap flights from Vancouver Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Chicago

See what other customers who have flown with Alaska Airlines,United Airlines, andWestJet from Vancouver Intl Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Alaska Airlines
7.9
Good
13,135 reviews
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
United Airlines
7.3
Good
10,451 reviews
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
WestJet
7.2
Good
3,442 reviews
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Air Canada
7.1
Good
11,833 reviews
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
American Airlines
7.0
Good
12,210 reviews
Alaska Airlines
7.9
Good
13,135 reviews
Check prices

Entertainment

7.0

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

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

    For as low as C$ 629, Delta can have you in Chicago from Vancouver Intl Airport in 8h 24m. The distance from Vancouver Intl Airport to Chicago is about 2829 km. Both multi-stop and direct flights can be found to your destination and back.

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

    WestJet, at C$ 202, was found to be the cheapest airline from Vancouver Intl Airport to Chicago.Alternate airlines to your destination round-trip include United Airlines and American Airlines. WestJet is 68% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Vancouver Intl Airport to Chicago are WestJet (C$ 177), American Airlines (C$ 289), and Air Canada (C$ 328).

  • 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 (84%), United Airlines (77%), Air Canada (74%).

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

    On average you can expect to pay C$ 664 for a flight from Vancouver Intl Airport to Chicago. The cheapest flight overall is C$ 257 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 469.

  • 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, January is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 601). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of C$ 761). 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

Browse thousands of different options on Cheapflights for your next trip

Fly from Vancouver Intl to Chicago on these airlines

Air Canada flights from Vancouver Intl to Chicago
United Airlines flights from Vancouver Intl to Chicago
WestJet flights from Vancouver Intl to Chicago

Top 4 airlines flying from Vancouver Intl to Chicago

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 202AverageC$ 414FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 382AverageC$ 711FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 451AverageC$ 614FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 465AverageC$ 723FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Vancouver Intl to Chicago?

Cheapflights makes it easy to find Vancouver Intl to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Vancouver Intl to Chicago?

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Can Cheapflights find flights from Vancouver Intl to Chicago with no change fees?

Yes, we can. To see specific flights from Vancouver Intl to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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Yes! Start tracking prices for Vancouver Intl to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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