$206+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Aug 22 — Aug 291
Round-trip
1 adult, Economy
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Find cheap flights from Vancouver Intl to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in September or October, booked 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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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 23, 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 23, 2026.
This oojo deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/157:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Thu 10/225:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/22![WestJet logo]()
$288
This oojo deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/106:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Fri 10/235:30 pm
ORD
- YVR
1 stop8h 45m
WestJet
Deal found 7/22![WestJet logo]()
$298
This oojo deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Mon 9/215:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/22![WestJet logo]()
$302
This Trip.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 9/295:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/22![WestJet logo]()
$304
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:25 am
YVR
- ORD
Nonstop4h 18m
Air Canada
Tue 9/223:40 pm
ORD
- YVR
Nonstop4h 35m
Air Canada
Deal found 7/20![Air Canada logo]()
$308
This oojo deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Wed 8/265:30 pm
ORD
- YVR
1 stop18h 40m
WestJet
Deal found 7/18![WestJet logo]()
$309
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am
YVR
- ORD
1 stop8h 59m
Delta
Wed 9/165:44 pm
ORD
- YVR
1 stop7h 15m
Delta
Deal found 7/20![Delta logo]()
$314
This Booking.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Thu 8/205:30 pm
ORD
- YVR
1 stop22h 10m
WestJet
Deal found 7/18![WestJet logo]()
$315
This Booking.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Thu 9/105:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/20![WestJet logo]()
$316
This Air Canada deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:10 am
YVR
- ORD
1 stop7h 42m
Air Canada
Tue 9/83:40 pm
ORD
- YVR
Nonstop4h 35m
Air Canada
Deal found 7/18![Air Canada logo]()
$317
This Gotogate deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:30 pm
YVR
- ORD
1 stop20h 10m
WestJet
Tue 9/295:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/18![WestJet logo]()
$318
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:00 am
YVR
- MDW
1 stop10h 19m
Delta
Tue 9/299:29 am
MDW
- YVR
2 stops9h 26m
Delta
Deal found 7/18![Delta logo]()
$326
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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:35 pm
YVR
- ORD
1 stop6h 22m
Delta
Wed 10/712:50 pm
ORD
- YVR
1 stop10h 23m
Delta
Deal found 7/18![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/151:45 pm
YVR
- ORD
Nonstop4h 21m
United Airlines
Wed 9/165:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/22![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:15 am
YVR
- ORD
1 stop9h 46m
Delta
Wed 9/165:44 pm
ORD
- YVR
1 stop7h 15m
Delta
Deal found 7/19![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:15 am
YVR
- ORD
1 stop9h 46m
Delta
Fri 10/237:35 am
ORD
- YVR
2 stops13h 11m
Delta
Deal found 7/18![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:35 pm
YVR
- ORD
1 stop6h 24m
United Airlines
Wed 9/167:48 pm
ORD
- YVR
Nonstop4h 37m
United Airlines
Deal found 7/18![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:20 pm
YVR
- ORD
1 stop6h 26m
United Airlines
Tue 9/85:51 pm
ORD
- YVR
1 stop7h 05m
United Airlines
Deal found 7/21![United Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:00 am
YVR
- MDW
1 stop10h 19m
Delta
Wed 10/712:28 pm
MDW
- YVR
2 stops12h 08m
Delta
Deal found 7/18![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1910:30 am
YVR
- ORD
Nonstop4h 15m
United Airlines
Mon 10/1910:00 pm
ORD
- YVR
1 stop13h 51m
United Airlines
Deal found 7/19![United Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am
YVR
- MDW
1 stop7h 57m
Delta
Thu 9/102:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/20![Delta logo]()
$415
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am
YVR
- ORD
1 stop11h 40m
United Airlines
Tue 8/255:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 7/20![United Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:50 am
YVR
- ORD
2 stops9h 57m
Delta
Mon 8/315:30 pm
ORD
- YVR
1 stop7h 05m
Delta
Deal found 7/20![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:35 pm
YVR
- MDW
2 stops11h 04m
Delta
Tue 9/82:00 pm
MDW
- YVR
2 stops10h 59m
Delta
Deal found 7/17![Delta logo]()
$442
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 stops8h 42m
Delta
Deal found 7/22![Delta logo]()
$517
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
YVR
- MDW
1 stop10h 19m
Delta
Wed 9/162:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/19![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:30 pm
YVR
- MDW
2 stops11h 18m
Delta
Mon 9/282:00 pm
MDW
- YVR
2 stops10h 59m
Delta
Deal found 7/21![Delta logo]()
$541
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated July 23, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Thu 8/205:30 pm
ORD
- YVR
1 stop22h 10m
WestJet
Deal found 7/18![WestJet logo]()
$315
This oojo deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Wed 8/265:30 pm
ORD
- YVR
1 stop18h 40m
WestJet
Deal found 7/18![WestJet logo]()
$309
This CheapOair deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Mon 8/315:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 7/19![WestJet logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/277:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Tue 9/15:30 pm
ORD
- YVR
1 stop15h 15m
WestJet
Deal found 7/22![WestJet logo]()
$325
This Gotogate deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Mon 8/315:30 pm
ORD
- YVR
1 stop22h 10m
WestJet
Deal found 7/18![WestJet logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/276:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Wed 9/25:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/22![WestJet logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/277:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Mon 8/319:20 pm
ORD
- YVR
2 stops28h 55m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/2810:15 pm
YVR
- ORD
1 stop16h 25m
WestJet
Wed 9/25:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/22![WestJet logo]()
$329
This FlightHub deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Mon 8/315:30 pm
ORD
- YVR
2 stops21h 05m
WestJet
Deal found 7/18![WestJet logo]()
$330
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:45 am
YVR
- ORD
1 stop9h 34m
Delta
Tue 9/85:44 pm
ORD
- YVR
1 stop7h 15m
Delta
Deal found 7/18![Delta logo]()
$326
This FlightHub deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Tue 9/85:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 7/18![WestJet logo]()
$322
This Mytrip deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:45 pm
YVR
- MDW
1 stop10h 15m
Multiple Airlines
Tue 9/811:45 am
MDW
- YVR
1 stop12h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$520
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 23, 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 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:15 pm
YVR
- ORD
3 stops14h 27m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$206
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:25 am
YVR
- ORD
Nonstop4h 18m
Air Canada
Deal found 7/19![Air Canada logo]()
$207
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/17:35 pm
YVR
- ORD
2 stops10h 55m
Delta
Deal found 7/22![Delta logo]()
$208
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:44 pm
YVR
- MDW
2 stops12h 55m
Delta
Deal found 7/21![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:45 am
YVR
- MDW
2 stops9h 20m
Delta
Deal found 7/19![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:50 am
YVR
- ORD
2 stops9h 43m
Delta
Deal found 7/20![Delta logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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
- ORD
3 stops16h 21m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2910:40 am
YVR
- MDW
3 stops31h 51m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/2310:15 pm
YVR
- ORD
1 stop16h 25m
WestJet
Deal found 7/22![WestJet logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/193:00 pm
YVR
- ORD
3 stops31h 49m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:40 pm
YVR
- ORD
2 stops12h 02m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$214
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:25 pm
YVR
- ORD
1 stop9h 52m
Air Canada
Deal found 7/19![Air Canada logo]()
$215
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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $288 (oojo) |
One-way from | $206 (Kiwi.com) |
Popular in | July |
Cheapest in | September |
Average price | $511 |
Good round-trip deal | $479 or less |
Good one-way deal | $284 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 23, 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
Mon 10/5
3:35 pm-11:57 pm
1 stop6h 22m
Chicago O'Hare Intl
Wed 10/7
12:50 pm-9:13 pm
1 stop10h 23m
$326
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 9/10
6:15 am-6:01 pm
1 stop9h 46m
Chicago O'Hare Intl
Wed 9/16
5:44 pm-10:59 pm
1 stop7h 15m
$326
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 9/10
6:15 am-6:01 pm
1 stop9h 46m
Chicago O'Hare Intl
Fri 10/23
7:35 am-6:46 pm
2 stops13h 11m
$338
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 9/15
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Wed 9/16
5:00 am-9:51 am
1 stop6h 51m
$365
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 10/5
6:00 am-6:19 pm
1 stop10h 19m
Chicago Midway
Wed 10/7
12:28 pm-10:36 pm
2 stops12h 08m
$367
Quickest round-trip
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 9/10
3:35 pm-11:59 pm
1 stop6h 24m
Chicago O'Hare Intl
Wed 9/16
7:48 pm-10:25 pm
Nonstop4h 37m
$380
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 8/31
2:20 pm-10:46 pm
1 stop6h 26m
Chicago O'Hare Intl
Tue 9/8
5:51 pm-10:56 pm
1 stop7h 05m
$381
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Mon 10/19
10:30 am-4:45 pm
Nonstop4h 15m
Chicago O'Hare Intl
Mon 10/19
10:00 pm-9:51 am
1 stop13h 51m
$390
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 9/5
6:00 am-3:57 pm
1 stop7h 57m
Chicago Midway
Thu 9/10
2:00 pm-8:26 pm
1 stop8h 26m
$415
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Tue 8/25
9:50 am-9:47 pm
2 stops9h 57m
Chicago O'Hare Intl
Mon 8/31
5:30 pm-10:35 pm
1 stop7h 05m
$415
Showing 1-10 of 33 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-ORD
YVR-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Vancouver Intl Airport to Chicago
YVR-CHI
YVR-ORD
YVR-MDW
What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?
Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $250). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of $552). 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 23, 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 23, 2026.
The most flights from YVR to CHI are scheduled on a Thursday (11 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 44 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 23, 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.
Crew
8.1
Food
6.7
Boarding
7.7
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Food
6.7
Boarding
7.7
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Food
6.7
Boarding
7.7
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Food
6.7
Boarding
7.7
Overall
7.4
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Related info for your journey
Find useful and relevant information for your journey from Vancouver Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on July 23, 2026.
Other flights from Vancouver Intl
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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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$504 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$467 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$480 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$169 | Average$333 | FlexibilityNo cancel fee | On-time60% |