$114+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Mar 10 — Mar 171
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 Tuesday or Thursday and return on a Thursday
Cheap flight deals from Vancouver Intl to Chicago
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Best
Last-minute
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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 February 8, 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 February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 4/307:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 6/25:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 2/7![WestJet logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 6/16:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Sat 6/65:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 2/7![WestJet logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 5/47:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Wed 6/35:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 2/7![WestJet logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 5/47:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 6/25:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 2/7![WestJet logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 5/47:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sat 5/305:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 2/7![WestJet logo]()
$218
This oojo deal was found by Cheapflights users on 2/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sun 5/175:30 pm
ORD
- YVR
1 stop19h 10m
WestJet
Deal found 2/7![WestJet logo]()
$228
This oojo deal was found by Cheapflights users on 2/6. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sun 5/105:30 pm
ORD
- YVR
1 stop17h 30m
WestJet
Deal found 2/6![WestJet logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 5/37:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Fri 5/295:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 2/7![WestJet logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 pm
YVR
- ORD
1 stop10h 38m
Multiple Airlines
Tue 3/107:31 pm
ORD
- YVR
1 stop20h 24m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 5/117:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Tue 5/197:21 pm
ORD
- YVR
2 stops21h 19m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 2/1912:05 pm
YVR
- MDW
1 stop29h 55m
Multiple Airlines
Wed 2/257:00 am
MDW
- YVR
2 stops17h 40m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 3/27:37 pm
YVR
- MDW
2 stops11h 17m
Delta
Wed 3/41:29 pm
MDW
- YVR
2 stops12h 30m
Delta
Deal found 2/7![Delta logo]()
$468
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 February 8, 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 February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Wed 5/277:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Sun 5/315:30 pm
ORD
- YVR
2 stops15h 30m
WestJet
Deal found 2/7![WestJet logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:15 am
YVR
- ORD
2 stops19h 24m
Multiple Airlines
Thu 4/236:00 am
ORD
- YVR
1 stop10h 51m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 2/7. 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.
Sat 4/2511:18 am
YVR
- ORD
1 stop10h 40m
Delta
Tue 4/2812:46 pm
ORD
- YVR
1 stop7h 54m
Delta
Deal found 2/7![Delta logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:15 am
YVR
- ORD
2 stops18h 34m
Multiple Airlines
Tue 3/107:31 pm
ORD
- YVR
1 stop20h 24m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$310
This FlightHub deal was found by Cheapflights users on 2/5. 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.
Thu 5/710:30 pm
YVR
- ORD
2 stops16h 10m
WestJet
Sun 5/105:30 pm
ORD
- YVR
2 stops21h 05m
WestJet
Deal found 2/5![WestJet logo]()
$356
This Delta deal was found by Cheapflights users on 2/6. 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 3/27:37 pm
YVR
- ORD
1 stop15h 45m
Delta
Wed 3/42:20 pm
ORD
- YVR
1 stop6h 27m
Delta
Deal found 2/6![Delta logo]()
$361
This Delta deal was found by Cheapflights users on 2/6. 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.
Tue 3/3111:40 am
YVR
- ORD
1 stop11h 00m
Delta
Mon 4/62:20 pm
ORD
- YVR
1 stop6h 25m
Delta
Deal found 2/6![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 3/511:40 am
YVR
- ORD
1 stop10h 12m
Delta
Tue 3/102:20 pm
ORD
- YVR
1 stop11h 39m
Delta
Deal found 2/6![Delta logo]()
$370
This Delta deal was found by Cheapflights users on 2/7. 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.
Fri 4/311:40 am
YVR
- ORD
1 stop10h 12m
Delta
Sat 4/257:15 am
ORD
- YVR
1 stop15h 55m
Delta
Deal found 2/7![Delta logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:00 am
YVR
- MDW
2 stops12h 45m
Multiple Airlines
Thu 3/1211:00 am
MDW
- YVR
1 stop15h 38m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:30 am
YVR
- MDW
1 stop11h 23m
Multiple Airlines
Wed 3/1111:00 am
MDW
- YVR
1 stop14h 25m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 2/8. 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 3/106:20 am
YVR
- MDW
2 stops10h 20m
Delta
Tue 3/171:10 pm
MDW
- YVR
2 stops12h 49m
Delta
Deal found 2/8![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 2/6. 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 3/27:37 pm
YVR
- MDW
2 stops11h 17m
Delta
Wed 3/49:34 am
MDW
- YVR
2 stops16h 25m
Delta
Deal found 2/6![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 2/7. 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.
Thu 3/56:20 am
YVR
- MDW
2 stops9h 17m
Delta
Tue 3/101:10 pm
MDW
- YVR
2 stops12h 49m
Delta
Deal found 2/7![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 2/5. 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 4/17:35 pm
YVR
- MDW
2 stops11h 18m
Delta
Sun 4/59:30 am
MDW
- YVR
2 stops11h 15m
Delta
Deal found 2/5![Delta logo]()
$523
This Delta deal was found by Cheapflights users on 2/8. 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.
Thu 2/196:20 am
YVR
- MDW
2 stops9h 17m
Delta
Wed 2/259:50 am
MDW
- YVR
2 stops10h 53m
Delta
Deal found 2/8![Delta logo]()
$528
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 3/256:20 am
YVR
- MDW
2 stops9h 34m
Delta
Wed 4/19:30 am
MDW
- YVR
2 stops11h 13m
Delta
Deal found 2/8![Delta logo]()
$528
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated February 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 2/1912:05 pm
YVR
- MDW
1 stop29h 55m
Multiple Airlines
Wed 2/257:00 am
MDW
- YVR
2 stops17h 40m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Thu 2/268:50 am
YVR
- ORD
1 stop26h 45m
Multiple Airlines
Mon 3/98:55 pm
ORD
- YVR
2 stops43h 00m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 2/6. 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 3/27:37 pm
YVR
- MDW
2 stops11h 17m
Delta
Wed 3/49:34 am
MDW
- YVR
2 stops16h 25m
Delta
Deal found 2/6![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 3/56:20 am
YVR
- MDW
2 stops9h 17m
Delta
Tue 3/109:35 am
MDW
- YVR
2 stops13h 19m
Delta
Deal found 2/6![Delta logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 pm
YVR
- ORD
1 stop10h 38m
Multiple Airlines
Tue 3/107:31 pm
ORD
- YVR
1 stop20h 24m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 pm
YVR
- ORD
1 stop10h 38m
Multiple Airlines
Wed 3/117:39 pm
ORD
- YVR
1 stop30h 01m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 pm
YVR
- ORD
1 stop10h 38m
Multiple Airlines
Thu 3/127:39 pm
ORD
- YVR
1 stop20h 16m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:00 am
YVR
- MDW
2 stops12h 45m
Multiple Airlines
Wed 3/1111:00 am
MDW
- YVR
1 stop14h 25m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:00 am
YVR
- ORD
1 stop18h 49m
Multiple Airlines
Tue 3/174:36 pm
ORD
- YVR
2 stops25h 31m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:00 am
YVR
- ORD
2 stops16h 49m
Multiple Airlines
Tue 3/175:29 pm
ORD
- YVR
1 stop8h 41m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:15 am
YVR
- ORD
2 stops19h 53m
Multiple Airlines
Tue 3/178:55 pm
ORD
- YVR
1 stop21h 12m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Wed 3/258:00 am
YVR
- ORD
1 stop18h 49m
Multiple Airlines
Wed 4/17:45 pm
ORD
- YVR
1 stop29h 55m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$261
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 February 8, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 5/47:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Deal found 2/7![WestJet logo]()
$114
This Gotogate deal was found by Cheapflights users on 2/6. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 2/6![WestJet logo]()
$119
This oojo deal was found by Cheapflights users on 2/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 2/7![WestJet logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 2/5![WestJet logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 2/6![WestJet logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:30 pm
YVR
- ORD
1 stop11h 17m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$131
This Trip.com deal was found by Cheapflights users on 2/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 pm
YVR
- ORD
1 stop10h 38m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$132
This oojo deal was found by Cheapflights users on 2/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 2/5![WestJet logo]()
$136
This Trip.com deal was found by Cheapflights users on 2/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/258:00 am
YVR
- ORD
1 stop18h 49m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:25 am
YVR
- ORD
2 stops18h 25m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:55 pm
YVR
- MDW
1 stop18h 36m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 5/58:25 pm
YVR
- MDW
2 stops23h 54m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$163
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 February 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Kiwi.com) |
One-way from | $114 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $388 |
Good round-trip deal | $241 or less |
Good one-way deal | $213 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 February 8, 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago that are best for you.
Fly from
Vancouver Intl
Fly to
Chicago
Route
Depart
Return
Price
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 5/27
7:30 am-4:40 pm
1 stop7h 10m
Chicago O'Hare Intl
Sun 5/31
5:30 pm-7:00 am
2 stops15h 30m
$298
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 4/10
8:15 am-5:39 am
2 stops19h 24m
Chicago O'Hare Intl
Thu 4/23
6:00 am-2:51 pm
1 stop10h 51m
$304
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 3/9
8:15 am-4:49 am
2 stops18h 34m
Chicago O'Hare Intl
Tue 3/10
7:31 pm-1:55 pm
1 stop20h 24m
$310
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 4/25
11:18 am-11:58 pm
1 stop10h 40m
Chicago O'Hare Intl
Tue 4/28
12:46 pm-6:40 pm
1 stop7h 54m
$353
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 5/7
10:30 pm-4:40 pm
2 stops16h 10m
Chicago O'Hare Intl
Sun 5/10
5:30 pm-12:35 pm
2 stops21h 05m
$356
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 3/2
7:37 pm-1:22 pm
1 stop15h 45m
Chicago O'Hare Intl
Wed 3/4
2:20 pm-6:47 pm
1 stop6h 27m
$361
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 3/31
11:40 am-12:40 am
1 stop11h 00m
Chicago O'Hare Intl
Mon 4/6
2:20 pm-6:45 pm
1 stop6h 25m
$370
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 3/5
11:40 am-11:52 pm
1 stop10h 12m
Chicago O'Hare Intl
Tue 3/10
2:20 pm-11:59 pm
1 stop11h 39m
$370
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 4/3
11:40 am-11:52 pm
1 stop10h 12m
Chicago O'Hare Intl
Sat 4/25
7:15 am-9:10 pm
1 stop15h 55m
$371
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Tue 3/10
6:20 am-6:40 pm
2 stops10h 20m
Chicago Midway
Tue 3/17
1:10 pm-11:59 pm
2 stops12h 49m
$468
Showing 1-10 of 35 results
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 February.
| 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?
Use this chart to determine the optimal time to book a round-trip flight from Vancouver Intl to Chicago. Price data was last updated on February 6, 2026.
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 32 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, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $109). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $360). 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 February 8, 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 February 8, 2026.
The most flights from YVR to CHI are scheduled on a Friday (6 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).
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 February 8, 2026.
Get a feel of what it's like to fly with United Airlines, American Airlines, and Air 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.
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Crew
8.1
Food
6.6
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 locationsLansing
Merrillville
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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 February 8, 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 February 8, 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 February 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$382 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$151 | Average$403 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$370 | FlexibilityNo cancel fee | On-time71% |