$193+ Cheap flights from Vancouver Intl (YVR) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Oct 10 — Oct 171
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 October or September, booked 42 days in advance, depart on a Thursday or Friday 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 September 10, 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 September 10, 2026.
This Booking.com deal was found by Cheapflights users on 9/8. 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 10/186:45 am -
1 stop7h 55m
Thu 10/225:30 pm -
1 stop21h 10m
Deal found 9/8![WestJet logo]()
$289
This FlightHub deal was found by Cheapflights users on 9/5. 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.
Mon 10/196:00 am -
1 stop8h 40m
Fri 10/235:30 pm -
2 stops15h 25m
Deal found 9/5![WestJet logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sun 10/186:45 am -
1 stop7h 55m
Fri 10/235:30 pm -
1 stop7h 05m
Deal found 9/9![WestJet logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 10/117:30 am -
1 stop7h 10m
Thu 10/155:30 pm -
2 stops15h 35m
Deal found 9/8![WestJet logo]()
$296
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Sun 10/188:25 am -
Nonstop4h 18m
Thu 10/223:40 pm -
Nonstop4h 35m
Deal found 9/9![Air Canada logo]()
$298
This FlightHub deal was found by Cheapflights users on 9/9. 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.
Sat 10/1710:30 pm -
2 stops16h 10m
Thu 10/225:30 pm -
1 stop8h 45m
Deal found 9/9![WestJet logo]()
$304
This FlightHub deal was found by Cheapflights users on 9/5. 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.
Wed 10/218:25 pm -
1 stop18h 15m
Fri 10/235:30 pm -
1 stop7h 05m
Deal found 9/5![WestJet logo]()
$306
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Wed 12/96:25 am -
1 stop7h 13m
Thu 12/103:30 pm -
Nonstop5h 47m
Deal found 9/9![Air Canada logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/110:45 pm -
2 stops15h 55m
Mon 10/55:30 pm -
1 stop7h 05m
Deal found 9/7![WestJet logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/117:30 am -
1 stop7h 10m
Tue 10/208:01 pm -
1 stop20h 29m
Deal found 9/7![Multiple Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 9/8. 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 10/246:00 am -
1 stop8h 47m
Tue 10/2712:27 pm -
1 stop10h 06m
Deal found 9/8![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 9/5. 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.
Wed 10/217:36 pm -
2 stops11h 08m
Tue 1/1212:30 pm -
2 stops12h 54m
Deal found 9/5![Delta logo]()
$372
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 September 10, 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 September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/6. 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 11/252:50 pm -
Nonstop3h 09m
Sun 11/298:49 am -
Nonstop5h 56m
Deal found 9/6![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/143:45 pm -
1 stop5h 49m
Tue 10/2012:30 pm -
1 stop10h 03m
Deal found 9/9![Delta logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/1510:55 pm -
1 stop22h 48m
Sun 10/186:40 pm -
1 stop18h 05m
Deal found 9/9![Multiple Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 9/5. 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 1/142:50 pm -
Nonstop3h 14m
Mon 1/181:05 pm -
1 stop7h 43m
Deal found 9/5![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/5. 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 10/246:00 am -
1 stop8h 47m
Tue 10/2712:27 pm -
1 stop10h 06m
Deal found 9/5![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/8. 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 9/241:45 pm -
Nonstop4h 21m
Sat 9/265:00 am -
1 stop6h 51m
Deal found 9/8![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 9/6. 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 12/48:26 am -
2 stops7h 35m
Sat 1/161:00 pm -
2 stops12h 24m
Deal found 9/6![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 9/5. 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 10/106:00 am -
2 stops10h 00m
Wed 10/1412:27 pm -
1 stop10h 06m
Deal found 9/5![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/37:20 pm -
1 stop9h 36m
Wed 10/76:07 am -
1 stop9h 05m
Deal found 9/7![United Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 9/5. 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.
Sun 10/47:15 am -
1 stop8h 46m
Wed 10/76:20 am -
1 stop6h 30m
Deal found 9/5![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/8. 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 11/262:00 pm -
2 stops19h 19m
Sun 11/298:49 am -
Nonstop5h 56m
Deal found 9/8![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/5. 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 11/67:45 am -
2 stops14h 12m
Wed 11/115:55 pm -
1 stop8h 01m
Deal found 9/5![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 9/5. 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 11/72:18 pm -
1 stop5h 47m
Wed 11/113:47 pm -
2 stops10h 09m
Deal found 9/5![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/82:20 pm -
1 stop7h 39m
Tue 10/135:00 am -
1 stop6h 51m
Deal found 9/4![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 9/8. 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 10/276:00 am -
1 stop8h 47m
Fri 10/3012:27 pm -
1 stop10h 06m
Deal found 9/8![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/510:30 am -
Nonstop4h 15m
Wed 10/77:45 pm -
Nonstop4h 41m
Deal found 9/7![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 9/9. 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 10/246:00 am -
1 stop8h 47m
Sat 10/311:27 pm -
2 stops11h 09m
Deal found 9/9![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 9/5. 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 10/207:36 pm -
2 stops11h 56m
Mon 1/1112:30 pm -
2 stops12h 54m
Deal found 9/5![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 9/6. 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 10/57:35 pm -
2 stops11h 18m
Wed 10/75:30 pm -
1 stop7h 29m
Deal found 9/6![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 9/9. 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 10/166:00 am -
1 stop8h 47m
Tue 10/209:29 am -
2 stops13h 04m
Deal found 9/9![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 9/10. 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 10/107:36 pm -
2 stops11h 08m
Tue 10/1312:27 pm -
2 stops8h 43m
Deal found 9/10![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 9/7. 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.
Sun 10/117:36 pm -
2 stops11h 56m
Tue 10/2012:27 pm -
2 stops12h 32m
Deal found 9/7![Delta logo]()
$483
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated September 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/110:45 pm -
2 stops15h 55m
Mon 10/55:30 pm -
1 stop7h 05m
Deal found 9/7![WestJet logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 10/117:30 am -
1 stop7h 10m
Thu 10/155:30 pm -
2 stops15h 35m
Deal found 9/8![WestJet logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/117:30 am -
1 stop7h 10m
Tue 10/208:01 pm -
1 stop20h 29m
Deal found 9/7![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/157:30 am -
1 stop7h 10m
Tue 10/208:01 pm -
2 stops19h 39m
Deal found 9/9![Multiple Airlines logo]()
$316
This FlightHub deal was found by Cheapflights users on 9/9. 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.
Sat 10/1710:30 pm -
2 stops16h 10m
Thu 10/225:30 pm -
1 stop8h 45m
Deal found 9/9![WestJet logo]()
$304
This Booking.com deal was found by Cheapflights users on 9/8. 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 10/186:45 am -
1 stop7h 55m
Thu 10/225:30 pm -
1 stop21h 10m
Deal found 9/8![WestJet logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sun 10/186:45 am -
1 stop7h 55m
Fri 10/235:30 pm -
1 stop7h 05m
Deal found 9/9![WestJet logo]()
$293
This Air Canada deal was found by Cheapflights users on 9/9. 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.
Sun 10/188:25 am -
Nonstop4h 18m
Thu 10/223:40 pm -
Nonstop4h 35m
Deal found 9/9![Air Canada logo]()
$298
This FlightHub deal was found by Cheapflights users on 9/5. 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.
Mon 10/196:00 am -
1 stop8h 40m
Fri 10/235:30 pm -
2 stops15h 25m
Deal found 9/5![WestJet logo]()
$292
This FlightHub deal was found by Cheapflights users on 9/5. 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.
Wed 10/218:25 pm -
1 stop18h 15m
Fri 10/235:30 pm -
1 stop7h 05m
Deal found 9/5![WestJet logo]()
$306
This Delta deal was found by Cheapflights users on 9/5. 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.
Wed 10/217:36 pm -
2 stops11h 08m
Tue 1/1212:30 pm -
2 stops12h 54m
Deal found 9/5![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 9/8. 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 10/246:00 am -
1 stop8h 47m
Tue 10/2712:27 pm -
2 stops12h 32m
Deal found 9/8![Delta logo]()
$370
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 September 10, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This iWofly deal was found by Cheapflights users on 9/6. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:55 am -
1 stop8h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Air Canada logo]()
$193
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Fri 10/21:45 pm -
Nonstop4h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![United Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/106:00 am -
2 stops22h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$195
This FlightHub deal was found by Cheapflights users on 9/9. 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.
Sat 10/247:00 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Porter Airlines logo]()
$196
This Alaska Airlines deal was found by Cheapflights users on 9/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:35 pm -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Alaska Airlines logo]()
$197
This Air Canada deal was found by Cheapflights users on 9/9. 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 12/109:25 am -
Nonstop3h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$198
This Air Canada deal was found by Cheapflights users on 9/4. 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.
Tue 10/137:30 am -
1 stop10h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Air Canada logo]()
$199
This Justfly.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/67:00 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Porter Airlines logo]()
$200
This Mytrip deal was found by Cheapflights users on 9/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:30 am -
1 stop10h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$201
This United Airlines deal was found by Cheapflights users on 9/6. 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 12/52:50 pm -
Nonstop3h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/286:00 am -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$203
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/2812:00 pm -
2 stops9h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$203
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Booking.com) |
One-way from | $193 (iWofly) |
Popular in | December |
Cheapest in | October |
Average price | $366 |
Good round-trip deal | $398 or less |
Good one-way deal | $255 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 7,457,451 searches. Data last updated September 10, 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
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Fri 10/2
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$194
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Mon 10/5
10:30 am-4:45 pm
Nonstop4h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$194
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Tue 10/20
8:05 am-4:50 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$197
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Tue 10/6
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$199
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Sat 12/5
2:50 pm-7:01 pm
Nonstop3h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$202
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Mon 2/15
2:35 pm-10:59 pm
1 stop7h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$205
Quickest round-trip
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Fri 11/6
2:50 pm-6:59 pm
Nonstop3h 09m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$206
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Tue 10/13
7:36 pm-9:32 am
2 stops11h 56m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$209
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Tue 10/6
6:00 am-4:47 pm
1 stop8h 47m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$209
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Tue 12/8
8:45 pm-9:59 am
2 stops12h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$209
Showing 1-10 of 40 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 September.
| 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 $351). 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?
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 September 10, 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 September 10, 2026.
The most flights from YVR to CHI are scheduled on a Tuesday (13 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 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 $309 and $454 in October.The cheapest round-trip price found within the last 5 days was $289 on WestJet (Oct 18-Oct 22).
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 41 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 September 10, 2026.
Get a feel of what it's like to fly with United Airlines,American Airlines, andAir Canada 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.
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.1
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.1
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.1
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.1
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on September 10, 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 September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Vancouver Intl to Chicago
Discover the top 4 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$167 | Average$508 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$167 | Average$552 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$329 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$225 | Average$472 | FlexibilityNo cancel fee | On-time67% |