$217+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Aug 6 — Aug 131
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 Friday 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 July 7, 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 July 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/246:00 am
YVR
- ORD
2 stops8h 40m
WestJet
Fri 8/285:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/2![WestJet logo]()
$360
This WestJet deal was found by Cheapflights users on 7/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Wed 9/25:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$361
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 10/76:15 am
YVR
- ORD
2 stops13h 45m
Delta
Tue 10/135:59 pm
ORD
- YVR
1 stop7h 09m
Delta
Deal found 7/6![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/6. 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 10/101:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Tue 10/136:00 am
ORD
- YVR
1 stop9h 53m
United Airlines
Deal found 7/6![United Airlines logo]()
$363
This Kissandfly.com deal was found by Cheapflights users on 7/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:59 pm
YVR
- ORD
Nonstop4h 05m
British Airways
Tue 9/86:00 am
ORD
- YVR
1 stop17h 20m
British Airways
Deal found 7/6![British Airways logo]()
$364
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:10 am
YVR
- ORD
1 stop8h 25m
American Airlines
Tue 11/179:00 pm
ORD
- YVR
1 stop18h 25m
American Airlines
Deal found 7/4![American Airlines logo]()
$365
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:30 pm
YVR
- ORD
1 stop20h 10m
WestJet
Mon 8/315:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 10/47:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Thu 10/156:00 am
ORD
- YVR
1 stop6h 52m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm
YVR
- ORD
1 stop13h 15m
American Airlines
Mon 8/318:10 pm
ORD
- YVR
Nonstop4h 48m
American Airlines
Deal found 7/6![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/271:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Wed 9/25:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/2![United Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:30 am
YVR
- ORD
Nonstop4h 15m
United Airlines
Mon 10/58:49 am
ORD
- YVR
Nonstop4h 44m
United Airlines
Deal found 7/3![United Airlines logo]()
$371
This Trip.com deal was found by Cheapflights users on 7/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Wed 8/265:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/5![WestJet 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 July 7, 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 July 7, 2026.
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 10/76:15 am
YVR
- ORD
2 stops13h 45m
Delta
Tue 10/135:59 pm
ORD
- YVR
1 stop7h 09m
Delta
Deal found 7/6![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/6. 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 10/71:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Mon 10/125:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/6![United Airlines logo]()
$363
This United deal was found by Cheapflights users on 7/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:35 pm
YVR
- ORD
1 stop7h 09m
Multiple Airlines
Thu 8/133:40 pm
ORD
- YVR
Nonstop4h 32m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$410
This Porter Airlines deal was found by Cheapflights users on 7/5. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:00 am
YVR
- MDW
2 stops24h 45m
Porter Airlines
Wed 8/2610:25 am
MDW
- YVR
2 stops13h 07m
Porter Airlines
Deal found 7/5![Porter Airlines logo]()
$725
This Delta deal was found by Cheapflights users on 7/5. 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.
Thu 8/205:44 pm
YVR
- ORD
2 stops12h 46m
Delta
Wed 8/262:00 pm
ORD
- YVR
2 stops10h 59m
Delta
Deal found 7/5![Delta logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Sun 9/67:20 pm
YVR
- ORD
1 stop9h 36m
United Airlines
Sun 9/137:48 pm
ORD
- YVR
Nonstop4h 37m
United Airlines
Deal found 7/3![United Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 7/6. 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 10/17:30 pm
YVR
- MDW
2 stops11h 18m
Delta
Mon 10/56:05 am
MDW
- YVR
2 stops18h 29m
Delta
Deal found 7/6![Delta logo]()
$391
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Fri 10/167:45 pm
ORD
- YVR
Nonstop4h 41m
United Airlines
Deal found 7/2![United Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 7/3. 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 8/143:35 pm
YVR
- ORD
1 stop6h 24m
United Airlines
Wed 8/197:48 pm
ORD
- YVR
Nonstop4h 37m
United Airlines
Deal found 7/3![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 7/7. 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 10/106:00 am
YVR
- MDW
2 stops10h 05m
Delta
Tue 10/1312:28 pm
MDW
- YVR
2 stops12h 40m
Delta
Deal found 7/7![Delta logo]()
$435
This United Airlines deal was found by Cheapflights users on 7/5. 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 10/81:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Sat 10/108:49 am
ORD
- YVR
Nonstop4h 44m
United Airlines
Deal found 7/5![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 7/2. 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 10/45:45 pm
YVR
- ORD
2 stops12h 45m
Delta
Thu 10/152:03 pm
ORD
- YVR
2 stops9h 10m
Delta
Deal found 7/2![Delta logo]()
$447
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Mon 7/207:30 pm
YVR
- MDW
3 stops17h 05m
Multiple Airlines
Wed 7/2210:25 am
MDW
- YVR
2 stops14h 10m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$609
This Delta deal was found by Cheapflights users on 7/2. 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 10/410:55 pm
YVR
- MDW
1 stop8h 55m
Delta
Thu 10/151:28 pm
MDW
- YVR
2 stops11h 40m
Delta
Deal found 7/2![Delta logo]()
$450
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/712:09 pm
YVR
- ORD
1 stop11h 06m
United Airlines
Mon 8/105:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/2![United Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 10/76:45 am
YVR
- MDW
2 stops9h 20m
Delta
Mon 10/1212:28 pm
MDW
- YVR
2 stops8h 42m
Delta
Deal found 7/6![Delta logo]()
$462
This United Airlines deal was found by Cheapflights users on 7/4. 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.
Sat 8/17:50 pm
YVR
- ORD
1 stop11h 52m
United Airlines
Fri 8/145:55 am
ORD
- YVR
1 stop7h 15m
United Airlines
Deal found 7/4![United Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:45 am
YVR
- ORD
1 stop7h 55m
Delta
Sat 8/1512:29 pm
ORD
- YVR
2 stops8h 41m
Delta
Deal found 7/4![Delta logo]()
$472
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:00 am
YVR
- MDW
1 stop10h 18m
Delta
Thu 7/301:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 7/2![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 7/2. 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 8/277:35 pm
YVR
- MDW
2 stops11h 42m
Delta
Wed 9/21:51 pm
MDW
- YVR
1 stop8h 41m
Delta
Deal found 7/2![Delta logo]()
$654
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated July 7, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated July 7, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 7/3. 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.
Thu 8/66:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Thu 8/137:48 pm
ORD
- YVR
Nonstop4h 37m
WestJet
Deal found 7/3![WestJet logo]()
$375
This WestJet deal was found by Cheapflights users on 7/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Tue 8/255:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$362
This Trip.com deal was found by Cheapflights users on 7/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Wed 8/265:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/5![WestJet logo]()
$372
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:30 pm
YVR
- ORD
1 stop20h 10m
WestJet
Mon 8/315:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/246:00 am
YVR
- ORD
2 stops8h 40m
WestJet
Fri 8/285:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/2![WestJet logo]()
$360
This WestJet deal was found by Cheapflights users on 7/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Wed 9/25:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$361
This Delta deal was found by Cheapflights users on 7/6. 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 8/256:00 am
YVR
- MDW
1 stop10h 01m
Delta
Tue 9/19:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/6![Delta logo]()
$421
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm
YVR
- ORD
1 stop13h 15m
American Airlines
Mon 8/318:10 pm
ORD
- YVR
Nonstop4h 48m
American Airlines
Deal found 7/6![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/271:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Wed 9/25:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/2![United Airlines logo]()
$370
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
YVR
- ORD
2 stops8h 40m
WestJet
Tue 9/15:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/6![WestJet logo]()
$363
This Kissandfly.com deal was found by Cheapflights users on 7/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:59 pm
YVR
- ORD
Nonstop4h 05m
British Airways
Tue 9/86:00 am
ORD
- YVR
1 stop17h 20m
British Airways
Deal found 7/6![British Airways logo]()
$364
This Delta deal was found by Cheapflights users on 7/6. 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 8/315:44 pm
YVR
- MDW
2 stops12h 55m
Delta
Tue 9/82:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/6![Delta logo]()
$418
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 July 7, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 9/110:40 am
YVR
- MDW
3 stops22h 15m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 8/511:15 am
YVR
- ORD
3 stops16h 22m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 7/3. 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 10/247:35 pm
YVR
- MDW
2 stops11h 43m
Delta
Deal found 7/3![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 7/5. 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 8/217:24 am
YVR
- ORD
2 stops8h 55m
Delta
Deal found 7/5![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 8/217:20 pm
YVR
- ORD
1 stop8h 39m
United Airlines
Deal found 7/6![United Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/236:45 am
YVR
- MDW
3 stops35h 46m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:40 pm
YVR
- MDW
3 stops28h 18m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Sat 8/158:15 am
YVR
- ORD
3 stops19h 22m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/285:00 am
YVR
- ORD
2 stops13h 52m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 9/183:40 pm
YVR
- MDW
3 stops28h 18m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$224
This Air Canada deal was found by Cheapflights users on 7/2. 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.
Fri 8/218:25 am
YVR
- ORD
Nonstop4h 11m
Air Canada
Deal found 7/2![Air Canada logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:20 am
YVR
- MDW
2 stops24h 38m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$225
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 July 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $360 (Kiwi.com) |
One-way from | $217 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $489 |
Good round-trip deal | $472 or less |
Good one-way deal | $270 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 July 7, 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
Wed 10/7
6:15 am-10:00 pm
2 stops13h 45m
Chicago O'Hare Intl
Tue 10/13
5:59 pm-11:08 pm
1 stop7h 09m
$362
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 10/7
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Mon 10/12
5:00 am-9:51 am
1 stop6h 51m
$363
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 8/20
5:44 pm-8:30 am
2 stops12h 46m
Chicago O'Hare Intl
Wed 8/26
2:00 pm-10:59 pm
2 stops10h 59m
$377
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 10/1
7:30 pm-8:48 am
2 stops11h 18m
Chicago Midway
Mon 10/5
6:05 am-10:34 pm
2 stops18h 29m
$391
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sun 9/6
7:20 pm-6:56 am
1 stop9h 36m
Chicago O'Hare Intl
Sun 9/13
7:48 pm-10:25 pm
Nonstop4h 37m
$392
Quickest round-trip
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 10/13
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Fri 10/16
7:45 pm-10:26 pm
Nonstop4h 41m
$404
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 8/14
3:35 pm-11:59 pm
1 stop6h 24m
Chicago O'Hare Intl
Wed 8/19
7:48 pm-10:25 pm
Nonstop4h 37m
$407
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 8/6
3:35 pm-12:44 am
1 stop7h 09m
Chicago O'Hare Intl
Thu 8/13
3:40 pm-6:12 pm
Nonstop4h 32m
$410
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 10/8
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Sat 10/10
8:49 am-11:33 am
Nonstop4h 44m
$419
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 10/10
6:00 am-6:05 pm
2 stops10h 05m
Chicago Midway
Tue 10/13
12:28 pm-11:08 pm
2 stops12h 40m
$435
Showing 1-10 of 39 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 July.
| 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-MDW
YVR-ORD
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-MDW
YVR-ORD
What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?
Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $87). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YVR to CHI?
Find hourly flight availability from Vancouver Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 7, 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 July 7, 2026.
The most flights from YVR to CHI are scheduled on a Thursday (12 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Vancouver Intl Airport to Chicago?
How far ahead should I book a flight from Vancouver Intl Airport to Chicago?
The price you pay for your flight from Vancouver Intl Airport to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 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 July 7, 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
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
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 locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
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 July 7, 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 July 7, 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 2,558,603 searches. Data last updated July 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$467 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$169 | Average$333 | FlexibilityNo cancel fee | On-time60% |