$200+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
Sep 5 — Sep 121
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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Best
Last-minute
One-way
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 August 6, 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 August 6, 2026.
This FlightHub deal was found by Cheapflights users on 8/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:45 am -
1 stop7h 55m
Mon 8/315:30 pm -
1 stop7h 05m
Deal found 8/2![WestJet logo]()
$285
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop8h 40m
Tue 9/225:30 pm -
1 stop8h 45m
Deal found 8/1![WestJet logo]()
$287
This oojo deal was found by Cheapflights users on 8/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:45 am -
1 stop7h 55m
Sun 9/135:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$288
This Trip.com deal was found by Cheapflights users on 8/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am -
1 stop7h 55m
Mon 9/145:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Thu 9/107:30 am -
1 stop7h 10m
Mon 9/145:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$294
This Trip.com deal was found by Cheapflights users on 8/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop8h 40m
Sun 9/275:30 pm -
1 stop18h 40m
Deal found 8/2![WestJet logo]()
$305
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am -
1 stop7h 10m
Sun 9/135:30 pm -
1 stop8h 45m
Deal found 8/3![WestJet logo]()
$307
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:45 pm -
1 stop25h 55m
Fri 10/235:30 pm -
1 stop8h 45m
Deal found 8/3![WestJet logo]()
$315
This FlightHub deal was found by Cheapflights users on 8/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am -
1 stop8h 40m
Mon 8/315:30 pm -
1 stop7h 05m
Deal found 8/2![WestJet logo]()
$316
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 9/296:00 am -
1 stop10h 19m
Tue 10/2712:27 pm -
1 stop10h 06m
Deal found 8/2![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 8/2. 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.
Fri 10/26:00 am -
1 stop10h 19m
Wed 10/289:29 am -
2 stops13h 44m
Deal found 8/2![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 8/2. 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.
Fri 10/26:00 am -
1 stop10h 19m
Thu 10/2912:27 pm -
1 stop10h 06m
Deal found 8/2![Delta logo]()
$367
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 August 6, 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 August 6, 2026.
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 9/296:00 am -
1 stop10h 19m
Wed 10/2812:27 pm -
1 stop10h 06m
Deal found 8/2![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Tue 9/151:45 pm -
Nonstop4h 21m
Thu 9/175:00 am -
1 stop6h 51m
Deal found 8/5![United Airlines logo]()
$383
This United deal was found by Cheapflights users on 8/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:55 am -
1 stop11h 04m
Wed 9/163:40 pm -
Nonstop4h 35m
Deal found 8/5![Multiple Airlines logo]()
$395
This Porter Airlines deal was found by Cheapflights users on 8/6. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am -
2 stops26h 00m
Tue 9/811:45 am -
2 stops35h 50m
Deal found 8/6![Porter Airlines logo]()
$657
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/108:35 am -
1 stop9h 45m
Tue 10/137:45 pm -
Nonstop4h 41m
Deal found 8/4![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 8/6. 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 9/106:15 am -
2 stops12h 15m
Wed 9/165:44 pm -
1 stop7h 15m
Deal found 8/6![Delta logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/103:15 pm -
1 stop7h 44m
Wed 9/165:00 am -
1 stop6h 51m
Deal found 8/5![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:20 pm -
1 stop7h 39m
Mon 9/78:49 am -
Nonstop4h 44m
Deal found 8/5![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 8/4. 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 10/106:00 am -
2 stops10h 00m
Tue 10/1312:27 pm -
2 stops8h 43m
Deal found 8/4![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/172:20 pm -
1 stop7h 39m
Sun 9/207:48 pm -
Nonstop4h 37m
Deal found 8/5![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/2. 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 9/106:00 am -
1 stop10h 19m
Wed 9/162:00 pm -
1 stop8h 26m
Deal found 8/2![Delta logo]()
$476
This United Airlines deal was found by Cheapflights users on 8/3. 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 8/195:25 pm -
1 stop16h 00m
Wed 8/265:00 am -
1 stop6h 51m
Deal found 8/3![United Airlines logo]()
$413
This Porter Airlines deal was found by Cheapflights users on 8/2. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
2 stops26h 00m
Wed 9/2311:45 am -
2 stops35h 50m
Deal found 8/2![Porter Airlines logo]()
$657
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Tue 9/11:45 pm -
Nonstop4h 21m
Sun 9/610:00 pm -
1 stop13h 51m
Deal found 8/6![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/227:35 pm -
2 stops19h 15m
Mon 1/2512:30 pm -
2 stops12h 54m
Deal found 8/6![Delta logo]()
$557
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sun 9/137:10 pm -
1 stop12h 02m
Sun 9/203:40 pm -
Nonstop4h 35m
Deal found 8/2![United Airlines logo]()
$427
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated August 6, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am -
1 stop8h 40m
Mon 8/315:30 pm -
1 stop7h 05m
Deal found 8/2![WestJet logo]()
$316
This FlightHub deal was found by Cheapflights users on 8/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:45 am -
1 stop7h 55m
Mon 8/315:30 pm -
1 stop7h 05m
Deal found 8/2![WestJet logo]()
$285
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 8/287:35 pm -
2 stops11h 04m
Fri 10/3012:27 pm -
2 stops8h 19m
Deal found 8/3![Delta logo]()
$370
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am -
1 stop7h 10m
Sun 9/135:30 pm -
1 stop8h 45m
Deal found 8/3![WestJet logo]()
$307
This Trip.com deal was found by Cheapflights users on 8/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am -
1 stop7h 55m
Mon 9/145:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$291
This oojo deal was found by Cheapflights users on 8/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:45 am -
1 stop7h 55m
Sun 9/135:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$288
This oojo deal was found by Cheapflights users on 8/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:45 pm -
1 stop25h 55m
Fri 10/235:30 pm -
1 stop8h 45m
Deal found 8/3![WestJet logo]()
$315
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop8h 40m
Tue 9/225:30 pm -
1 stop8h 45m
Deal found 8/1![WestJet logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Thu 9/107:30 am -
1 stop7h 10m
Mon 9/145:30 pm -
1 stop8h 45m
Deal found 8/2![WestJet logo]()
$294
This Trip.com deal was found by Cheapflights users on 8/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop8h 40m
Sun 9/275:30 pm -
1 stop18h 40m
Deal found 8/2![WestJet logo]()
$305
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 9/296:00 am -
1 stop10h 19m
Wed 10/2812:27 pm -
1 stop10h 06m
Deal found 8/2![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 9/295:45 pm -
2 stops16h 54m
Thu 10/2912:27 pm -
2 stops12h 32m
Deal found 8/2![Delta logo]()
$354
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 August 6, 2026.
Search for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Fri 9/183:40 pm -
3 stops18h 19m
Deal found 8/6![Multiple Airlines logo]()
$200
This Flightnetwork deal was found by Cheapflights users on 8/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:30 pm -
1 stop19h 10m
Deal found 8/6![WestJet logo]()
$201
This Air Canada deal was found by Cheapflights users on 8/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:35 am -
1 stop7h 48m
Deal found 8/3![Air Canada logo]()
$204
This Mytrip deal was found by Cheapflights users on 8/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:30 pm -
2 stops11h 30m
Deal found 8/3![Air Canada logo]()
$205
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 10/247:36 pm -
2 stops11h 08m
Deal found 8/2![Delta logo]()
$206
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 10/248:35 am -
1 stop6h 30m
Deal found 8/2![United Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:50 pm -
Nonstop3h 11m
Deal found 8/6![United Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:30 pm -
2 stops18h 29m
Deal found 8/3![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/219:25 am -
3 stops24h 26m
Deal found 8/5![Multiple Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 8/3. 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.
Tue 9/16:15 am -
1 stop8h 45m
Deal found 8/3![Delta logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Thu 9/179:50 am -
2 stops23h 10m
Deal found 8/6![Multiple Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 8/5. 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 9/236:00 am -
2 stops14h 44m
Deal found 8/5![Delta logo]()
$212
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 August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $285 (FlightHub) |
One-way from | $200 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $399 |
Good round-trip deal | $448 or less |
Good one-way deal | $285 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 August 6, 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Tue 9/29
6:00 am-6:19 pm
1 stop10h 19m
Chicago Midway
Wed 10/28
12:27 pm-8:33 pm
1 stop10h 06m
$341
Quickest round-trip
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Tue 9/15
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Thu 9/17
5:00 am-9:51 am
1 stop6h 51m
$383
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Sat 10/10
8:35 am-8:20 pm
1 stop9h 45m
Chicago O'Hare Intl
Tue 10/13
7:45 pm-10:26 pm
Nonstop4h 41m
$389
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Thu 9/10
6:15 am-8:30 pm
2 stops12h 15m
Chicago O'Hare Intl
Wed 9/16
5:44 pm-10:59 pm
1 stop7h 15m
$390
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Thu 9/10
10:55 am-11:59 pm
1 stop11h 04m
Chicago O'Hare Intl
Wed 9/16
3:40 pm-6:15 pm
Nonstop4h 35m
$395
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Thu 9/10
3:15 pm-12:59 am
1 stop7h 44m
Chicago O'Hare Intl
Wed 9/16
5:00 am-9:51 am
1 stop6h 51m
$395
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Fri 9/4
2:20 pm-11:59 pm
1 stop7h 39m
Chicago O'Hare Intl
Mon 9/7
8:49 am-11:33 am
Nonstop4h 44m
$405
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Thu 9/17
2:20 pm-11:59 pm
1 stop7h 39m
Chicago O'Hare Intl
Sun 9/20
7:48 pm-10:25 pm
Nonstop4h 37m
$409
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Wed 8/19
5:25 pm-11:25 am
1 stop16h 00m
Chicago O'Hare Intl
Wed 8/26
5:00 am-9:51 am
1 stop6h 51m
$413
VancouverChicago
YVR Vancouver Intl - ORD Chicago O'Hare Intl
YVRORD
Vancouver Intl
Tue 9/1
1:45 pm-8:06 pm
Nonstop4h 21m
Chicago O'Hare Intl
Sun 9/6
10:00 pm-9:51 am
1 stop13h 51m
$419
Showing 1-10 of 30 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 August.
| 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 $251). Flying from Vancouver Intl Airport to Chicago in July is currently the most expensive (average of $535). 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 August 6, 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 August 6, 2026.
The most flights from YVR to CHI are scheduled on a Wednesday (8 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Vancouver Intl Airport to Chicago?
Airfare is typical for this route at the moment.
Vancouver Intl Airport to Chicago flights typically cost between $251 and $501 in August.The cheapest round-trip price found within the last 5 days was $285 on WestJet (Aug 28-Aug 31).
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 August 6, 2026.
Get a feel of what it's like to fly with United Airlines,American Airlines, andAir Canada from Vancouver Intl Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Crew
8.1
Overall
7.4
Food
6.7
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Overall
7.4
Food
6.7
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Overall
7.4
Food
6.7
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Comfort
7.3
Crew
8.1
Overall
7.4
Food
6.7
Boarding
7.7
Entertainment
7.1
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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Other flights to Chicago
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on August 6, 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 August 6, 2026.
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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 August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$507 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$467 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$473 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$169 | Average$329 | FlexibilityNo cancel fee | On-time60% |