$191+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
May 29 — Jun 51
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 32 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 April 29, 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 April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 8/147:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Mon 8/178:34 pm
ORD
- YVR
2 stops19h 06m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 6/91:45 pm
YVR
- ORD
1 stop13h 15m
American Airlines
Tue 6/166:00 am
ORD
- YVR
1 stop11h 59m
American Airlines
Deal found 4/27![American Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/297:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sun 5/315:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 4/25![WestJet logo]()
$365
This American Airlines deal was found by Cheapflights users on 4/28. 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 4/28![American Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 9/139:30 am
YVR
- ORD
2 stops23h 18m
Multiple Airlines
Thu 9/175:30 pm
ORD
- YVR
1 stop7h 05m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/227:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Thu 5/285:11 pm
ORD
- YVR
2 stops30h 04m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$369
This deal was found by Cheapflights users on 4/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:00 am
YVR
- ORD
1 stop9h 40m
WestJet
Mon 5/115:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 4/24![WestJet logo]()
$370
This deal was found by Cheapflights users on 4/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Tue 9/85:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 4/27![WestJet logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/277:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sat 5/305:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 4/26![WestJet logo]()
$373
This Kissandfly.com deal was found by Cheapflights users on 4/28. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sun 5/316:00 am
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 4/28![WestJet logo]()
$374
This Delta deal was found by Cheapflights users on 4/24. 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 6/206:00 am
YVR
- MDW
1 stop9h 54m
Delta
Tue 6/309:17 am
MDW
- YVR
2 stops10h 30m
Delta
Deal found 4/24![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 4/26. 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 5/236:00 am
YVR
- MDW
1 stop9h 56m
Delta
Thu 6/111:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 4/26![Delta logo]()
$410
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 April 29, 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 April 29, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/192:20 pm
YVR
- ORD
1 stop8h 24m
United Airlines
Mon 6/227:40 pm
ORD
- YVR
Nonstop4h 40m
United Airlines
Deal found 4/28![United Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 4/25. 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 6/196:45 am
YVR
- ORD
1 stop10h 13m
Delta
Mon 6/226:55 am
ORD
- YVR
1 stop11h 35m
Delta
Deal found 4/25![Delta logo]()
$387
This Porter Airlines deal was found by Cheapflights users on 4/25. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:00 pm
YVR
- MDW
2 stops33h 45m
Porter Airlines
Mon 6/110:25 am
MDW
- YVR
2 stops12h 54m
Porter Airlines
Deal found 4/25![Porter Airlines logo]()
$614
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/1711:35 pm
YVR
- ORD
Nonstop4h 05m
United Airlines
Sun 6/215:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 4/28![United Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 4/25. 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 8/156:15 am
YVR
- ORD
1 stop8h 33m
Delta
Mon 8/173:50 pm
ORD
- YVR
1 stop6h 32m
Delta
Deal found 4/25![Delta logo]()
$401
This Delta deal was found by Cheapflights users on 4/24. 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 6/176:00 am
YVR
- ORD
2 stops12h 31m
Delta
Sun 6/217:45 am
ORD
- YVR
1 stop6h 26m
Delta
Deal found 4/24![Delta logo]()
$410
This United Airlines deal was found by Cheapflights users on 4/26. 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 5/271:45 pm
YVR
- ORD
Nonstop4h 20m
United Airlines
Sat 5/302:21 pm
ORD
- YVR
1 stop10h 05m
United Airlines
Deal found 4/26![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 4/27. 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 8/206:20 am
YVR
- ORD
2 stops9h 41m
Delta
Wed 8/2611:10 am
ORD
- YVR
2 stops11h 12m
Delta
Deal found 4/27![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 4/28. 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 6/146:45 am
YVR
- ORD
2 stops10h 46m
Delta
Fri 6/192:09 pm
ORD
- YVR
1 stop10h 26m
Delta
Deal found 4/28![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 4/27. 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 7/76:45 am
YVR
- ORD
2 stops10h 45m
Delta
Thu 7/912:27 pm
ORD
- YVR
2 stops8h 43m
Delta
Deal found 4/27![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 4/27. 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 6/16:00 am
YVR
- MDW
1 stop9h 56m
Delta
Tue 6/91:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 4/27![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 4/26. 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 6/56:00 am
YVR
- MDW
1 stop9h 56m
Delta
Tue 6/99:17 am
MDW
- YVR
2 stops10h 30m
Delta
Deal found 4/26![Delta logo]()
$500
This Delta deal was found by Cheapflights users on 4/28. 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 6/146:00 am
YVR
- MDW
1 stop10h 18m
Delta
Fri 6/191:49 pm
MDW
- YVR
2 stops10h 46m
Delta
Deal found 4/28![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 4/26. 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 10/106:15 am
YVR
- MDW
1 stop8h 35m
Delta
Tue 10/1312:30 pm
MDW
- YVR
1 stop10h 02m
Delta
Deal found 4/26![Delta logo]()
$511
This Delta deal was found by Cheapflights users on 4/28. 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 5/216:00 am
YVR
- MDW
1 stop9h 56m
Delta
Wed 5/271:22 pm
MDW
- YVR
2 stops12h 53m
Delta
Deal found 4/28![Delta logo]()
$513
This Delta deal was found by Cheapflights users on 4/27. 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 6/117:23 am
YVR
- MDW
2 stops9h 08m
Delta
Thu 6/181:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 4/27![Delta logo]()
$523
This Delta deal was found by Cheapflights users on 4/25. 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 6/96:15 am
YVR
- MDW
2 stops10h 03m
Delta
Tue 6/161:49 pm
MDW
- YVR
2 stops10h 46m
Delta
Deal found 4/25![Delta logo]()
$561
This Delta deal was found by Cheapflights users on 4/28. 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 5/226:45 am
YVR
- MDW
2 stops9h 48m
Delta
Sun 5/319:22 am
MDW
- YVR
2 stops10h 32m
Delta
Deal found 4/28![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 4/24. 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 6/16:20 am
YVR
- MDW
2 stops10h 13m
Delta
Thu 6/49:23 am
MDW
- YVR
2 stops10h 31m
Delta
Deal found 4/24![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 4/27. 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 5/136:00 am
YVR
- MDW
1 stop9h 56m
Delta
Fri 5/151:22 pm
MDW
- YVR
2 stops12h 53m
Delta
Deal found 4/27![Delta logo]()
$589
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated April 29, 2026 and is based on user searches.
This deal was found by Cheapflights users on 4/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:00 am
YVR
- ORD
1 stop9h 40m
WestJet
Mon 5/115:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 4/24![WestJet logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Mon 5/186:00 am
YVR
- ORD
2 stops22h 39m
Multiple Airlines
Thu 5/215:30 pm
ORD
- YVR
1 stop16h 10m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/2110:30 pm
YVR
- ORD
2 stops16h 10m
WestJet
Fri 5/295:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 4/28![WestJet logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/217:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Fri 5/225:30 pm
ORD
- YVR
1 stop7h 45m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/227:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Thu 5/285:11 pm
ORD
- YVR
2 stops30h 04m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$369
This Kissandfly.com deal was found by Cheapflights users on 4/28. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sun 5/316:00 am
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 4/28![WestJet logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/227:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Sun 5/319:37 pm
ORD
- YVR
2 stops19h 28m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 4/26. 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 5/236:00 am
YVR
- MDW
1 stop9h 56m
Delta
Thu 6/111:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 4/26![Delta logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/277:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sat 5/305:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 4/26![WestJet logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/297:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sun 5/315:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 4/25![WestJet logo]()
$365
This Justfly.com deal was found by Cheapflights users on 4/25. 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.
Fri 5/297:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Mon 6/17:40 am
ORD
- YVR
1 stop6h 37m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/306:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sun 5/315:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 4/25![WestJet logo]()
$364
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 April 29, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This oojo deal was found by Cheapflights users on 4/25. 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 6/95:00 am
YVR
- ORD
1 stop9h 40m
WestJet
Deal found 4/25![WestJet logo]()
$191
This Justfly.com deal was found by Cheapflights users on 4/26. 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.
Sat 10/246:45 am
YVR
- ORD
1 stop28h 50m
WestJet
Deal found 4/26![WestJet logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 10/2510:10 pm
YVR
- ORD
1 stop13h 25m
WestJet
Deal found 4/27![WestJet logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 6/226:45 am
YVR
- ORD
3 stops21h 34m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/1711:15 am
YVR
- ORD
3 stops17h 24m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/293:40 pm
YVR
- ORD
2 stops12h 54m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/2310:40 am
YVR
- ORD
2 stops17h 19m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 6/164:55 pm
YVR
- ORD
1 stop12h 20m
American Airlines
Deal found 4/27![American Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 10/226:00 am
YVR
- ORD
2 stops10h 43m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/271:45 pm
YVR
- ORD
Nonstop4h 20m
United Airlines
Deal found 4/28![United Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Mon 5/117:30 pm
YVR
- MDW
2 stops13h 39m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/287:30 pm
YVR
- MDW
2 stops24h 32m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$209
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 April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (Kiwi.com) |
One-way from | $191 (oojo) |
Popular in | December |
Cheapest in | October |
Average price | $441 |
Good round-trip deal | $350 or less |
Good one-way deal | $235 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 April 29, 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 - ORD
YVRORD
Vancouver Intl
Fri 6/19
2:20 pm-12:44 am
1 stop8h 24m
Chicago O'Hare Intl
Mon 6/22
7:40 pm-10:20 pm
Nonstop4h 40m
$381
Quickest round-trip
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 6/17
11:35 pm-5:40 am
Nonstop4h 05m
Chicago O'Hare Intl
Sun 6/21
5:00 am-9:51 am
1 stop6h 51m
$383
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 6/19
6:45 am-6:58 pm
1 stop10h 13m
Chicago O'Hare Intl
Mon 6/22
6:55 am-4:30 pm
1 stop11h 35m
$387
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 8/15
6:15 am-4:48 pm
1 stop8h 33m
Chicago O'Hare Intl
Mon 8/17
3:50 pm-8:22 pm
1 stop6h 32m
$401
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 6/17
6:00 am-8:31 pm
2 stops12h 31m
Chicago O'Hare Intl
Sun 6/21
7:45 am-12:11 pm
1 stop6h 26m
$410
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 8/20
6:20 am-6:01 pm
2 stops9h 41m
Chicago O'Hare Intl
Wed 8/26
11:10 am-8:22 pm
2 stops11h 12m
$423
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 5/27
1:45 pm-8:05 pm
Nonstop4h 20m
Chicago O'Hare Intl
Sat 5/30
2:21 pm-10:26 pm
1 stop10h 05m
$444
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sun 6/14
6:45 am-7:31 pm
2 stops10h 46m
Chicago O'Hare Intl
Fri 6/19
2:09 pm-10:35 pm
1 stop10h 26m
$455
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 7/7
6:45 am-7:30 pm
2 stops10h 45m
Chicago O'Hare Intl
Thu 7/9
12:27 pm-7:10 pm
2 stops8h 43m
$463
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 6/1
6:00 am-5:56 pm
1 stop9h 56m
Chicago Midway
Tue 6/9
1:49 pm-8:31 pm
1 stop8h 42m
$469
Showing 1-10 of 36 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 April.
| 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
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 31 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?
Currently, August is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $76). 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 April 29, 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.
How much does it cost to fly round-trip from Vancouver Intl Airport to Chicago?
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 April 29, 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.
Entertainment
7.1
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Entertainment
7.1
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Entertainment
7.1
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Entertainment
7.1
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Entertainment
7.1
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
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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Alternative routes for Vancouver Intl to Chicago
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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 April 29, 2026.
Complete your trip
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on April 29, 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 April 29, 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$442 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$370 | FlexibilityNo cancel fee | On-time71% |