Cheap flights from Vancouver Intl Airport to Chicago from C$ 149
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/4. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
27 Feb — 6 Mar1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in October or September, booked 32 days in advance, depart on a Wednesday or Friday and return on a Thursday
Cheap flight deals from Vancouver Intl to Chicago
Enter your travel dates to find the best prices.
Cheapest flights from Vancouver Intl to Chicago
Explore the most affordable flight options available from Vancouver Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 January 2026.
Wed 25/212:30 p.m.
YVR
-
MDW
2 stops33h 11m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 327
Thu 7/57:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Mon 11/55:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 27/1C$ 327
Thu 26/28:55 a.m.
YVR
-
ORD
2 stops26h 40m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 26/1C$ 329
Tue 24/24:35 p.m.
YVR
-
ORD
1 stop22h 28m
Multiple Airlines
Tue 3/39:15 a.m.
ORD
-
YVR
1 stop9h 12m
Multiple Airlines
Deal found 27/1C$ 331
Thu 26/28:00 a.m.
YVR
-
MDW
2 stops32h 30m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 334
Thu 26/26:55 a.m.
YVR
-
ORD
2 stops28h 40m
Multiple Airlines
Sat 28/27:55 a.m.
ORD
-
YVR
1 stop13h 34m
Multiple Airlines
Deal found 27/1C$ 334
Sat 28/212:05 p.m.
YVR
-
ORD
2 stops17h 49m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 26/1C$ 340
Mon 1/67:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Mon 8/65:30 p.m.
ORD
-
YVR
1 stop18h 40m
WestJet
Deal found 25/1C$ 343
Sun 26/47:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Fri 1/55:30 p.m.
ORD
-
YVR
1 stop16h 10m
WestJet
Deal found 27/1C$ 344
Mon 23/25:30 p.m.
YVR
-
ORD
2 stops45h 33m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 25/1C$ 347
Sat 25/45:00 p.m.
YVR
-
ORD
2 stops21h 40m
WestJet
Thu 30/45:30 p.m.
ORD
-
YVR
1 stop16h 10m
WestJet
Deal found 27/1C$ 349
Wed 25/27:00 a.m.
YVR
-
ORD
2 stops15h 40m
Multiple Airlines
Sat 28/27:55 a.m.
ORD
-
YVR
1 stop13h 34m
Multiple Airlines
Deal found 27/1C$ 351
Best flights from Vancouver Intl to Chicago
Discover carefully curated flight deals from Vancouver Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 January 2026.
Wed 25/212:30 p.m.
YVR
-
MDW
2 stops33h 11m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 327
Mon 2/311:40 a.m.
YVR
-
ORD
1 stop10h 12m
Delta
Wed 4/32:20 p.m.
ORD
-
YVR
1 stop8h 40m
Delta
Deal found 25/1C$ 467
Sat 9/510:15 p.m.
YVR
-
ORD
1 stop16h 25m
WestJet
Mon 11/55:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 27/1C$ 499
Sat 7/26:00 a.m.
YVR
-
ORD
1 stop6h 38m
Alaska Airlines
Tue 3/35:29 p.m.
ORD
-
YVR
1 stop8h 41m
Alaska Airlines
Deal found 27/1C$ 500
Thu 26/28:00 a.m.
YVR
-
MDW
2 stops32h 30m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 334
Fri 20/29:10 a.m.
YVR
-
MDW
1 stop8h 50m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 361
Thu 5/33:35 p.m.
YVR
-
ORD
1 stop6h 17m
Delta
Tue 10/32:20 p.m.
ORD
-
YVR
1 stop6h 24m
Delta
Deal found 26/1C$ 469
Mon 23/22:25 p.m.
YVR
-
MDW
2 stops17h 45m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 25/1C$ 420
Sat 25/47:55 a.m.
YVR
-
ORD
1 stop14h 04m
Alaska Airlines
Tue 28/48:50 a.m.
ORD
-
YVR
2 stops17h 22m
Alaska Airlines
Deal found 26/1C$ 511
Sat 21/26:20 a.m.
YVR
-
ORD
1 stop15h 32m
Delta
Wed 25/27:40 a.m.
ORD
-
YVR
1 stop13h 07m
Delta
Deal found 27/1C$ 478
Mon 16/27:25 a.m.
YVR
-
ORD
1 stop14h 27m
Delta
Mon 23/27:40 a.m.
ORD
-
YVR
1 stop9h 01m
Delta
Deal found 25/1C$ 480
Wed 1/411:00 p.m.
YVR
-
ORD
1 stop9h 50m
Multiple Airlines
Fri 3/48:25 a.m.
ORD
-
YVR
1 stop17h 34m
Multiple Airlines
Deal found 25/1C$ 477
Sat 25/411:18 a.m.
YVR
-
ORD
1 stop10h 40m
Delta
Tue 28/412:46 p.m.
ORD
-
YVR
1 stop7h 54m
Delta
Deal found 26/1C$ 485
Mon 23/27:37 p.m.
YVR
-
ORD
1 stop15h 45m
Delta
Thu 26/22:20 p.m.
ORD
-
YVR
1 stop11h 39m
Delta
Deal found 27/1C$ 488
Thu 14/56:00 a.m.
YVR
-
ORD
2 stops22h 46m
Multiple Airlines
Mon 18/54:28 p.m.
ORD
-
YVR
1 stop20h 17m
Multiple Airlines
Deal found 27/1C$ 515
Mon 23/28:55 a.m.
YVR
-
MDW
1 stop12h 49m
Multiple Airlines
Tue 24/211:05 a.m.
MDW
-
YVR
1 stop25h 15m
Multiple Airlines
Deal found 26/1C$ 597
Tue 21/47:30 p.m.
YVR
-
MDW
2 stops15h 13m
Delta
Tue 28/49:27 a.m.
MDW
-
YVR
2 stops15h 34m
Delta
Deal found 27/1C$ 599
Tue 21/47:30 p.m.
YVR
-
MDW
2 stops15h 13m
Delta
Sat 25/49:27 a.m.
MDW
-
YVR
2 stops13h 43m
Delta
Deal found 27/1C$ 608
Fri 6/310:30 p.m.
YVR
-
MDW
1 stop11h 20m
Multiple Airlines
Tue 10/37:30 a.m.
MDW
-
YVR
2 stops17h 55m
Multiple Airlines
Deal found 27/1C$ 629
Mon 2/37:37 p.m.
YVR
-
MDW
2 stops15h 09m
Delta
Wed 4/31:29 p.m.
MDW
-
YVR
2 stops12h 30m
Delta
Deal found 27/1C$ 610
Thu 23/47:30 p.m.
YVR
-
MDW
2 stops11h 21m
Delta
Sat 25/49:27 a.m.
MDW
-
YVR
2 stops13h 43m
Delta
Deal found 27/1C$ 627
Mon 23/27:37 p.m.
YVR
-
MDW
2 stops11h 17m
Delta
Mon 2/31:29 p.m.
MDW
-
YVR
2 stops12h 30m
Delta
Deal found 25/1C$ 634
Direct flights from Vancouver Intl to Chicago
Explore direct flight options from Vancouver Intl to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 28 January 2026.
Mon 23/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Tue 24/23:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 496
Fri 27/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Mon 2/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 525
Sun 8/38:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Wed 11/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 27/1C$ 577
Sun 15/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Fri 20/23:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 582
Wed 4/38:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Thu 12/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 599
Thu 5/38:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Sun 8/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 27/1C$ 608
Mon 23/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Mon 2/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 25/1C$ 610
Thu 19/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Sun 1/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 619
Fri 27/28:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Tue 3/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 27/1C$ 626
Thu 26/210:30 a.m.
YVR
-
ORD
Nonstop4h 08m
United Airlines
Mon 2/31:05 p.m.
ORD
-
YVR
Nonstop4h 45m
United Airlines
Deal found 26/1C$ 629
Thu 5/31:50 p.m.
YVR
-
ORD
Nonstop4h 10m
United Airlines
Tue 10/31:05 p.m.
ORD
-
YVR
Nonstop4h 45m
United Airlines
Deal found 26/1C$ 632
Wed 11/38:30 a.m.
YVR
-
ORD
Nonstop4h 11m
Air Canada
Sun 15/33:35 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 26/1C$ 634
Last-minute flights from Vancouver Intl to Chicago
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated 28 January 2026 and is based on user searches.
Fri 20/27:00 a.m.
YVR
-
ORD
2 stops15h 40m
Multiple Airlines
Sat 28/27:55 a.m.
ORD
-
YVR
1 stop13h 34m
Multiple Airlines
Deal found 27/1C$ 358
Fri 20/29:10 a.m.
YVR
-
MDW
1 stop8h 50m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 361
Fri 20/29:10 a.m.
YVR
-
MDW
1 stop8h 50m
Multiple Airlines
Fri 27/27:32 p.m.
MDW
-
YVR
1 stop25h 57m
Multiple Airlines
Deal found 27/1C$ 384
Mon 23/25:30 p.m.
YVR
-
ORD
2 stops45h 33m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 25/1C$ 347
Tue 24/24:35 p.m.
YVR
-
ORD
1 stop22h 28m
Multiple Airlines
Tue 3/39:15 a.m.
ORD
-
YVR
1 stop9h 12m
Multiple Airlines
Deal found 27/1C$ 331
Wed 25/212:30 p.m.
YVR
-
MDW
2 stops33h 11m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 327
Wed 25/27:00 a.m.
YVR
-
ORD
2 stops15h 40m
Multiple Airlines
Sat 28/27:55 a.m.
ORD
-
YVR
1 stop13h 34m
Multiple Airlines
Deal found 27/1C$ 351
Thu 26/28:55 a.m.
YVR
-
ORD
2 stops26h 40m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 26/1C$ 329
Thu 26/28:00 a.m.
YVR
-
MDW
2 stops32h 30m
Multiple Airlines
Mon 2/33:29 p.m.
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Deal found 27/1C$ 334
Thu 26/26:55 a.m.
YVR
-
ORD
2 stops28h 40m
Multiple Airlines
Sat 28/27:55 a.m.
ORD
-
YVR
1 stop13h 34m
Multiple Airlines
Deal found 27/1C$ 334
Thu 26/210:10 p.m.
YVR
-
ORD
2 stops13h 25m
WestJet
Mon 2/32:20 p.m.
ORD
-
YVR
1 stop7h 20m
WestJet
Deal found 27/1C$ 370
Sat 28/212:05 p.m.
YVR
-
ORD
2 stops17h 49m
Multiple Airlines
Mon 2/36:00 a.m.
ORD
-
YVR
1 stop19h 59m
Multiple Airlines
Deal found 26/1C$ 340
One-way flights from Vancouver Intl to Chicago
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated 28 January 2026.
Mon 27/46:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 26/1C$ 149
Wed 27/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 27/1C$ 150
Wed 20/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 26/1C$ 153
Mon 9/33:40 p.m.
YVR
-
ORD
1 stop12h 28m
Multiple Airlines
Deal found 25/1C$ 163
Tue 24/24:35 p.m.
YVR
-
ORD
1 stop22h 28m
Multiple Airlines
Deal found 26/1C$ 168
Sun 26/46:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 27/1C$ 171
Sun 10/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 27/1C$ 178
Sat 23/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 26/1C$ 180
Fri 22/56:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 26/1C$ 182
Wed 10/66:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Deal found 27/1C$ 189
Mon 9/27:00 a.m.
YVR
-
MDW
3 stops34h 07m
Multiple Airlines
Deal found 26/1C$ 236
Mon 27/410:55 p.m.
YVR
-
MDW
1 stop21h 24m
Multiple Airlines
Deal found 26/1C$ 239
Find flight deals from Vancouver Intl to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 January 2026.
Customize your flight search to find flights from Vancouver Intl 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, Cheapflights users made 629,999 searches. Data last updated 28 January 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago that are best for you.
Fly from
Vancouver Intl
Fly to
Chicago
Route
Depart
Return
Price
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Wed 25/2
12:30 p.m.-11:41 p.m.
2 stops33h 11m
Chicago Midway
Mon 2/3
3:29 p.m.-11:59 p.m.
1 stop10h 30m
C$ 327
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 26/2
8:00 a.m.-6:30 p.m.
2 stops32h 30m
Chicago Midway
Mon 2/3
3:29 p.m.-11:59 p.m.
1 stop10h 30m
C$ 334
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 20/2
9:10 a.m.-8:00 p.m.
1 stop8h 50m
Chicago Midway
Mon 2/3
3:29 p.m.-11:59 p.m.
1 stop10h 30m
C$ 361
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 23/2
2:25 p.m.-10:10 a.m.
2 stops17h 45m
Chicago Midway
Mon 2/3
3:29 p.m.-11:59 p.m.
1 stop10h 30m
C$ 420
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 2/3
11:40 a.m.-11:52 p.m.
1 stop10h 12m
Chicago O'Hare Intl
Wed 4/3
2:20 p.m.-9:00 p.m.
1 stop8h 40m
C$ 467
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 5/3
3:35 p.m.-11:52 p.m.
1 stop6h 17m
Chicago O'Hare Intl
Tue 10/3
2:20 p.m.-6:44 p.m.
1 stop6h 24m
C$ 469
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 1/4
11:00 p.m.-10:50 a.m.
1 stop9h 50m
Chicago O'Hare Intl
Fri 3/4
8:25 a.m.-11:59 p.m.
1 stop17h 34m
C$ 477
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 21/2
6:20 a.m.-11:52 p.m.
1 stop15h 32m
Chicago O'Hare Intl
Wed 25/2
7:40 a.m.-6:47 p.m.
1 stop13h 07m
C$ 478
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 16/2
7:25 a.m.-11:52 p.m.
1 stop14h 27m
Chicago O'Hare Intl
Mon 23/2
7:40 a.m.-2:41 p.m.
1 stop9h 01m
C$ 480
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 25/4
11:18 a.m.-11:58 p.m.
1 stop10h 40m
Chicago O'Hare Intl
Tue 28/4
12:46 p.m.-6:40 p.m.
1 stop7h 54m
C$ 485
Flights are sorted by cheapest round-trip flights first.
Deals found on 26/1
Showing 1-10 of 43 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Vancouver Intl Airport to Chicago
How far ahead should I book a flight from Vancouver Intl Airport to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Vancouver Intl to Chicago. Price data was last updated on 23 January 2026.
Booking 32 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.
What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?
Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 149). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of C$ 402). 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?
Find hourly flight availability from Vancouver Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 January 2026.
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
Explore weekly flight availability from Vancouver Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 28 January 2026.
The most flights from YVR to CHI are scheduled on a Tuesday (6 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).
What’s the top layover airport for flights from Vancouver Intl Airport to Chicago?
Share of one-stop round-trip flights from Vancouver Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Calgary (YYC) – chosen by Cheapflights users on 83% 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?
Average round-trip fare for 1-stop flights from Vancouver Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 333.
What’s the fastest layover option from Vancouver Intl Airport to Chicago?
Shortest average travel time for 1-stop one-way flights from Vancouver Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 7h 00m.
Which airport typically offers the quickest layover for flights from Vancouver Intl Airport to Chicago?
Average layover duration for 1-stop one-way flights from Vancouver Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 14m.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 28 January 2026.
See what other customers who have flown with United Airlines,American 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.
Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Related info for your journey
Find useful and relevant information for your journey from Vancouver Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
How long is the flight from Vancouver Intl Airport to Chicago?
For as low as C$ 467, Delta can have you in Chicago from Vancouver Intl Airport in 10h 12m. The distance from Vancouver Intl Airport to Chicago is about 2829 km.
What are the cheapest airlines flying from Vancouver Intl Airport to Chicago round-trip?
United Airlines, at C$ 196, was found to be the cheapest airline from Vancouver Intl Airport to Chicago.Alternate airlines to your destination round-trip include WestJet and American Airlines. United Airlines is 58% 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 United Airlines (C$ 166), WestJet (C$ 170), and Air Canada (C$ 194).
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 (90%), Avianca (82%), Air Canada (80%).
What are the cheapest flights from Vancouver Intl Airport to Chicago?
On average you can expect to pay C$ 542 for a flight from Vancouver Intl Airport to Chicago. The cheapest flight overall is C$ 212 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 347.
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, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of C$ 149). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of C$ 402). 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.
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Fly from Vancouver Intl to Chicago on these airlines
Choose from the following airlines for your flight from Vancouver Intl to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 28 January 2026.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 28 January 2026.
Browse through other flights departing from Vancouver Intl. Flights are based on user searches made on Cheapflights and were last updated on 28 January 2026.
Top 5 airlines flying from Vancouver Intl to Chicago
Discover the top 5 airlines that operate flights from Vancouver Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 January 2026.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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?
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Vancouver Intl to Chicago for you. Better yet — we are completely free to use.
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.
Can Cheapflights notify me if prices for flights from Vancouver Intl to Chicago become cheaper?
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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