$190+ Cheap flights from Vancouver Intl (YVR) to Chicago (CHI)
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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Jun 20 — Jun 271
Round-trip
1 adult, Economy
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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 October, booked 76 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Vancouver Intl to Chicago
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Cheapest flights from Vancouver Intl to ChicagoExplore 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 May 21, 2026.
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 May 21, 2026.
This Justfly.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:00 pm
YVR
- ORD
2 stops21h 40m
WestJet
Sun 9/275:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/18![WestJet logo]()
$358
This WestJet deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Mon 9/75:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 5/17![WestJet logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sat 6/135:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 5/17![WestJet logo]()
$365
This Booking.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/74:30 pm
YVR
- ORD
1 stop22h 10m
WestJet
Sat 6/135:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/18![WestJet logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Wed 9/302:46 pm
ORD
- YVR
2 stops21h 59m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$372
This Trip.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 7/145:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/19![WestJet logo]()
$375
This Trip.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:15 pm
YVR
- ORD
1 stop16h 25m
WestJet
Thu 8/135:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/20![WestJet logo]()
$378
This oojo deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Thu 6/45:30 pm
ORD
- YVR
1 stop27h 10m
WestJet
Deal found 5/16![WestJet logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
YVR
- ORD
2 stops12h 42m
Multiple Airlines
Fri 9/185:30 pm
ORD
- YVR
1 stop8h 45m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$380
This oojo deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Sun 6/75:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 5/19![WestJet logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:00 am
YVR
- ORD
2 stops14h 34m
Multiple Airlines
Fri 10/95:30 pm
ORD
- YVR
1 stop8h 45m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$383
This FlightHub deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am
YVR
- ORD
2 stops8h 40m
WestJet
Mon 9/215:30 pm
ORD
- YVR
2 stops16h 05m
WestJet
Deal found 5/17![WestJet logo]()
$384
Best flights from Vancouver Intl to ChicagoDiscover 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 May 21, 2026.
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 May 21, 2026.
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:35 pm
YVR
- ORD
Nonstop4h 05m
United Airlines
Sun 6/215:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 5/20![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:40 pm
YVR
- ORD
2 stops13h 57m
Delta
Wed 7/155:55 pm
ORD
- YVR
1 stop7h 03m
Delta
Deal found 5/16![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
YVR
- MDW
1 stop10h 18m
Delta
Mon 7/131:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 5/16![Delta logo]()
$430
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:35 am
YVR
- ORD
1 stop14h 09m
United Airlines
Wed 6/245:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 5/17![United Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
YVR
- ORD
2 stops12h 31m
Delta
Tue 7/72:02 pm
ORD
- YVR
1 stop10h 26m
Delta
Deal found 5/20![Delta logo]()
$430
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:32 pm
YVR
- ORD
1 stop10h 21m
United Airlines
Wed 6/105:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 5/17![United Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:15 pm
YVR
- MDW
2 stops17h 18m
Delta
Sat 10/2412:30 pm
MDW
- YVR
1 stop10h 02m
Delta
Deal found 5/17![Delta logo]()
$431
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Sun 9/275:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 5/16![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:15 am
YVR
- ORD
2 stops9h 12m
Delta
Sat 6/205:55 pm
ORD
- YVR
1 stop7h 03m
Delta
Deal found 5/20![Delta logo]()
$452
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:35 am
YVR
- ORD
1 stop12h 11m
United Airlines
Sat 9/197:48 pm
ORD
- YVR
Nonstop4h 37m
United Airlines
Deal found 5/20![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:35 pm
YVR
- MDW
2 stops13h 02m
Delta
Mon 7/209:19 am
MDW
- YVR
2 stops13h 10m
Delta
Deal found 5/20![Delta logo]()
$458
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:35 pm
YVR
- ORD
Nonstop4h 05m
United Airlines
Sat 6/205:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 5/20![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
YVR
- ORD
2 stops12h 31m
Delta
Fri 7/103:55 pm
ORD
- YVR
2 stops8h 33m
Delta
Deal found 5/18![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:36 pm
YVR
- MDW
2 stops11h 01m
Delta
Wed 7/221:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 5/20![Delta logo]()
$481
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:40 pm
YVR
- MDW
2 stops12h 28m
Delta
Wed 7/159:49 am
MDW
- YVR
2 stops13h 14m
Delta
Deal found 5/16![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:19 am
YVR
- MDW
2 stops9h 06m
Delta
Wed 7/159:49 am
MDW
- YVR
2 stops13h 14m
Delta
Deal found 5/16![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
YVR
- MDW
1 stop10h 01m
Delta
Mon 8/311:00 pm
MDW
- YVR
2 stops9h 22m
Delta
Deal found 5/21![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:15 pm
YVR
- MDW
2 stops13h 34m
Delta
Tue 10/1312:30 pm
MDW
- YVR
2 stops8h 40m
Delta
Deal found 5/20![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:15 am
YVR
- MDW
1 stop8h 35m
Delta
Sun 10/1112:30 pm
MDW
- YVR
1 stop10h 02m
Delta
Deal found 5/20![Delta logo]()
$510
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:00 am
YVR
- MDW
1 stop9h 56m
Delta
Sat 6/131:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 5/19![Delta logo]()
$551
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
YVR
- MDW
1 stop10h 18m
Delta
Sat 7/41:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 5/21![Delta logo]()
$578
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated May 21, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated May 21, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Thu 6/45:30 pm
ORD
- YVR
1 stop27h 10m
WestJet
Deal found 5/16![WestJet logo]()
$379
This oojo deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Sun 6/75:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 5/19![WestJet logo]()
$382
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:57 pm
YVR
- ORD
Nonstop4h 10m
American Airlines
Sun 6/78:10 pm
ORD
- YVR
Nonstop4h 49m
American Airlines
Deal found 5/21![American Airlines logo]()
$396
This flygcity.se deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:25 pm
YVR
- ORD
2 stops14h 00m
Air Canada
Sun 6/147:44 pm
ORD
- YVR
Nonstop4h 36m
Air Canada
Deal found 5/19![Air Canada logo]()
$400
This AOBTravel deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure AOBTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:35 pm
YVR
- ORD
Nonstop4h 05m
Lufthansa
Sun 6/147:44 pm
ORD
- YVR
Nonstop4h 36m
Lufthansa
Deal found 5/19![Lufthansa logo]()
$403
This Booking.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/74:30 pm
YVR
- ORD
1 stop22h 10m
WestJet
Sat 6/135:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/18![WestJet logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sat 6/135:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 5/17![WestJet logo]()
$365
This Trip.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 7/145:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 5/19![WestJet logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Tue 7/149:13 pm
ORD
- YVR
2 stops27h 22m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:57 pm
YVR
- ORD
Nonstop4h 10m
American Airlines
Sun 6/218:10 pm
ORD
- YVR
Nonstop4h 49m
American Airlines
Deal found 5/20![American Airlines logo]()
$397
This Air Canada deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:35 pm
YVR
- ORD
Nonstop4h 05m
Air Canada
Sun 6/217:44 pm
ORD
- YVR
Nonstop4h 36m
Air Canada
Deal found 5/20![Air Canada logo]()
$399
This Air Canada deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2511:35 pm
YVR
- ORD
Nonstop4h 05m
Air Canada
Wed 7/15:00 am
ORD
- YVR
1 stop8h 10m
Air Canada
Deal found 5/20![Air Canada logo]()
$404
One-way flights from Vancouver Intl to ChicagoSearch for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
This oojo deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Deal found 5/17![WestJet logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 5/16![WestJet logo]()
$191
This Justfly.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Deal found 5/18![WestJet logo]()
$194
This Trip.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Deal found 5/21![WestJet logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:45 pm
YVR
- ORD
2 stops33h 03m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$196
This FlipMilhas deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:57 pm
YVR
- ORD
Nonstop4h 12m
GOL
Deal found 5/18![GOL logo]()
$197
This oojo deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:30 pm
YVR
- ORD
1 stop19h 05m
WestJet
Deal found 5/20![WestJet logo]()
$201
This oojo deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:40 pm
YVR
- ORD
1 stop20h 00m
WestJet
Deal found 5/21![WestJet logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Deal found 5/18![WestJet logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:20 am
YVR
- ORD
2 stops23h 41m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:40 pm
YVR
- MDW
2 stops25h 31m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$205
This oojo deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:40 pm
YVR
- ORD
1 stop21h 00m
WestJet
Deal found 5/20![WestJet logo]()
$205
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 May 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $358 (Justfly.com) |
One-way from | $190 (oojo) |
Popular in | December |
Cheapest in | September |
Average price | $381 |
Good round-trip deal | $444 or less |
Good one-way deal | $248 or less |
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated May 21, 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
Cheapest round-trip
Quickest round-trip
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 6/18
11:35 pm-5:40 am
Nonstop4h 05m
Chicago O'Hare Intl
Sun 6/21
5:00 am-9:51 am
1 stop6h 51m
$407
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 7/13
6:40 pm-10:37 am
2 stops13h 57m
Chicago O'Hare Intl
Wed 7/15
5:55 pm-10:58 pm
1 stop7h 03m
$421
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 7/9
6:00 am-6:18 pm
1 stop10h 18m
Chicago Midway
Mon 7/13
1:49 pm-8:29 pm
1 stop8h 40m
$430
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 7/3
6:00 am-8:31 pm
2 stops12h 31m
Chicago O'Hare Intl
Tue 7/7
2:02 pm-10:28 pm
1 stop10h 26m
$430
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Tue 10/20
5:15 pm-12:33 pm
2 stops17h 18m
Chicago Midway
Sat 10/24
12:30 pm-8:32 pm
1 stop10h 02m
$431
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 6/23
8:35 am-12:44 am
1 stop14h 09m
Chicago O'Hare Intl
Wed 6/24
5:00 am-9:51 am
1 stop6h 51m
$448
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 6/8
5:32 pm-5:53 am
1 stop10h 21m
Chicago O'Hare Intl
Wed 6/10
5:00 am-9:51 am
1 stop6h 51m
$448
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 6/13
6:15 am-5:27 pm
2 stops9h 12m
Chicago O'Hare Intl
Sat 6/20
5:55 pm-10:58 pm
1 stop7h 03m
$452
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 9/23
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Sun 9/27
5:00 am-9:51 am
1 stop6h 51m
$454
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 7/17
5:35 pm-8:37 am
2 stops13h 02m
Chicago Midway
Mon 7/20
9:19 am-8:29 pm
2 stops13h 10m
$458
Showing 1-10 of 38 resultsSorted by cheapest first
Compare providers for flights from Vancouver Intl to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
YVR-CHI
YVR-ORD
YVR-MDW
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
YVR-CHI
YVR-ORD
YVR-MDW
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 $87). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $320). 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 May 21, 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 May 21, 2026.
The most flights from YVR to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Vancouver Intl Airport to Chicago?
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 42 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
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Vancouver Intl Airport to Chicago trip
Our travel experts
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 May 21, 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, 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.
Food
6.6
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Food
6.6
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Food
6.6
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Food
6.6
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Food
6.6
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 21, 2026.
Complete your trip
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on May 21, 2026.
Other flights from Vancouver Intl
Browse through other flights departing from Vancouver Intl. Flights are based on user searches made on Cheapflights and were last updated on May 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Vancouver Intl to Chicago
Discover the top 3 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 2,558,603 searches. Data last updated May 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$476 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$435 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$316 | FlexibilityNo cancel fee | On-time71% |