$135+ Cheap flights from Vancouver Intl (YVR) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
May 7 — May 141
Round-trip
1 adult, Economy
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Find cheap flights from Vancouver Intl to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Vancouver Intl to Chicago are usually found in October or September, booked 32 days in advance, depart on a Thursday or Tuesday 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 April 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 April 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 5/110:55 pm
YVR
- ORD
1 stop20h 17m
Multiple Airlines
Wed 5/68:56 pm
ORD
- YVR
2 stops18h 44m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Fri 5/297:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Tue 6/29:37 pm
ORD
- YVR
2 stops48h 53m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$323
This FlightHub deal was found by Cheapflights users on 4/2. 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 5/226:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sun 5/245:30 pm
ORD
- YVR
2 stops21h 05m
WestJet
Deal found 4/2![WestJet logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Fri 6/57:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Fri 6/199:07 pm
ORD
- YVR
2 stops18h 28m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$334
This FlightHub deal was found by Cheapflights users on 4/2. 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 6/106:00 am
YVR
- ORD
2 stops8h 40m
WestJet
Fri 6/125:30 pm
ORD
- YVR
1 stop16h 10m
WestJet
Deal found 4/2![WestJet logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 6/1210:15 pm
YVR
- ORD
1 stop16h 25m
WestJet
Sun 6/285:30 pm
ORD
- YVR
1 stop7h 05m
WestJet
Deal found 4/2![WestJet logo]()
$340
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:30 am
YVR
- ORD
1 stop5h 56m
Alaska Airlines
Wed 4/228:48 pm
ORD
- YVR
1 stop14h 52m
Alaska Airlines
Deal found 4/2![Alaska Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Sun 4/1910:10 pm
YVR
- ORD
2 stops34h 13m
Multiple Airlines
Fri 4/242:20 pm
ORD
- YVR
1 stop7h 20m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:57 pm
YVR
- ORD
Nonstop4h 12m
American Airlines
Tue 6/166:00 am
ORD
- YVR
1 stop12h 00m
American Airlines
Deal found 4/3![American Airlines logo]()
$348
This Trip.com deal was found by Cheapflights users on 4/2. 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.
Thu 4/165:30 am
YVR
- ORD
1 stop7h 45m
Air Canada
Wed 4/223:40 pm
ORD
- YVR
Nonstop4h 31m
Air Canada
Deal found 4/2![Air Canada logo]()
$349
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:57 pm
YVR
- ORD
Nonstop4h 12m
American Airlines
Sun 6/218:14 pm
ORD
- YVR
Nonstop4h 45m
American Airlines
Deal found 4/3![American Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 4/1612:50 pm
YVR
- MDW
1 stop24h 30m
Multiple Airlines
Wed 4/222:15 pm
MDW
- YVR
1 stop22h 57m
Multiple Airlines
Deal found 4/2![Multiple Airlines 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 April 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 April 7, 2026.
This United Airlines deal was found by Cheapflights users on 4/2. 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 6/1811:35 pm
YVR
- ORD
Nonstop4h 05m
United Airlines
Sun 6/215:00 am
ORD
- YVR
1 stop6h 51m
United Airlines
Deal found 4/2![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 4/5. 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.
Sun 4/196:35 am
YVR
- ORD
1 stop9h 29m
Delta
Fri 4/2412:46 pm
ORD
- YVR
1 stop7h 54m
Delta
Deal found 4/5![Delta logo]()
$373
This Porter Airlines deal was found by Cheapflights users on 4/6. 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.
Fri 5/17:00 am
YVR
- MDW
2 stops24h 45m
Porter Airlines
Tue 5/510:30 am
MDW
- YVR
2 stops12h 20m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$638
This United Airlines deal was found by Cheapflights users on 4/3. 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 4/1712:40 pm
YVR
- ORD
1 stop8h 48m
United Airlines
Sat 4/252:15 pm
ORD
- YVR
1 stop8h 44m
United Airlines
Deal found 4/3![United Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Thu 4/301:59 pm
YVR
- ORD
Nonstop4h 16m
United Airlines
Mon 5/49:51 pm
ORD
- YVR
1 stop14h 57m
United Airlines
Deal found 4/4![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 4/4. 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 5/26:35 am
YVR
- MDW
2 stops10h 01m
Delta
Sat 5/99:23 am
MDW
- YVR
2 stops10h 31m
Delta
Deal found 4/4![Delta logo]()
$412
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Wed 7/157:00 am
YVR
- ORD
1 stop15h 59m
United Airlines
Wed 7/226:00 am
ORD
- YVR
1 stop18h 26m
United Airlines
Deal found 4/5![United Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Sat 4/258:35 am
YVR
- ORD
1 stop8h 24m
United Airlines
Tue 4/287:00 am
ORD
- YVR
1 stop8h 53m
United Airlines
Deal found 4/3![United Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 4/4. 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.
Wed 5/136:00 am
YVR
- MDW
1 stop9h 56m
Delta
Fri 5/159:23 am
MDW
- YVR
2 stops11h 47m
Delta
Deal found 4/4![Delta logo]()
$472
This United Airlines deal was found by Cheapflights users on 4/2. 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 9/129:47 am
YVR
- ORD
1 stop10h 00m
United Airlines
Sat 9/197:48 pm
ORD
- YVR
Nonstop4h 37m
United Airlines
Deal found 4/2![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 4/3. 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 5/196:00 am
YVR
- MDW
1 stop9h 56m
Delta
Sun 5/241:22 pm
MDW
- YVR
2 stops11h 10m
Delta
Deal found 4/3![Delta logo]()
$488
This Porter Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 5/2112:15 pm
YVR
- MDW
2 stops19h 30m
Porter Airlines
Thu 5/2810:30 am
MDW
- YVR
2 stops12h 45m
Porter Airlines
Deal found 4/6![Porter Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 4/2. 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 5/286:00 am
YVR
- MDW
2 stops10h 33m
Delta
Mon 6/11:59 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 4/2![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Thu 5/211:45 pm
YVR
- ORD
Nonstop4h 20m
United Airlines
Fri 6/52:21 pm
ORD
- YVR
1 stop10h 05m
United Airlines
Deal found 4/4![United Airlines logo]()
$420
This Porter Airlines deal was found by Cheapflights users on 4/4. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:59 pm
YVR
- MDW
2 stops33h 41m
Porter Airlines
Thu 6/1110:25 am
MDW
- YVR
2 stops12h 34m
Porter Airlines
Deal found 4/4![Porter Airlines logo]()
$644
This Delta deal was found by Cheapflights users on 4/6. 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 5/126:00 am
YVR
- MDW
2 stops10h 33m
Delta
Tue 5/191:22 pm
MDW
- YVR
2 stops11h 13m
Delta
Deal found 4/6![Delta logo]()
$495
This United Airlines deal was found by Cheapflights users on 4/5. 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 6/1912:09 pm
YVR
- ORD
1 stop11h 06m
United Airlines
Tue 6/235:00 am
ORD
- YVR
1 stop8h 10m
United Airlines
Deal found 4/5![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 4/6. 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 5/17:30 pm
YVR
- MDW
2 stops11h 17m
Delta
Fri 5/81:22 pm
MDW
- YVR
2 stops11h 29m
Delta
Deal found 4/6![Delta logo]()
$586
Last-minute flights from Vancouver Intl to ChicagoDiscover last-minute flight deals from Vancouver Intl to Chicago. Data last updated April 7, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Chicago. Data last updated April 7, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:30 am
YVR
- ORD
1 stop5h 56m
Alaska Airlines
Wed 4/228:48 pm
ORD
- YVR
1 stop14h 52m
Alaska Airlines
Deal found 4/2![Alaska Airlines logo]()
$343
This Trip.com deal was found by Cheapflights users on 4/2. 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.
Thu 4/165:30 am
YVR
- ORD
1 stop7h 45m
Air Canada
Wed 4/223:40 pm
ORD
- YVR
Nonstop4h 31m
Air Canada
Deal found 4/2![Air Canada logo]()
$349
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Thu 4/165:30 am
YVR
- ORD
1 stop7h 45m
Multiple Airlines
Wed 4/226:16 pm
ORD
- YVR
2 stops17h 14m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 4/1612:50 pm
YVR
- MDW
1 stop24h 30m
Multiple Airlines
Wed 4/222:15 pm
MDW
- YVR
1 stop22h 57m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 4/3. 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 4/171:59 pm
YVR
- ORD
Nonstop4h 16m
United Airlines
Sat 4/256:25 am
ORD
- YVR
1 stop8h 47m
United Airlines
Deal found 4/3![United Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Sun 4/1910:10 pm
YVR
- ORD
2 stops34h 13m
Multiple Airlines
Fri 4/242:20 pm
ORD
- YVR
1 stop7h 20m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$345
This Mytrip deal was found by Cheapflights users on 4/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 pm
YVR
- ORD
3 stops19h 41m
Multiple Airlines
Sat 5/29:16 am
ORD
- YVR
1 stop13h 34m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$359
This Mytrip deal was found by Cheapflights users on 4/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:00 am
YVR
- ORD
2 stops15h 24m
Multiple Airlines
Sun 5/35:15 am
ORD
- YVR
3 stops28h 20m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 5/110:55 pm
YVR
- ORD
1 stop20h 17m
Multiple Airlines
Wed 5/68:56 pm
ORD
- YVR
2 stops18h 44m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$318
This FlightHub deal was found by Cheapflights users on 4/2. 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 5/226:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Sun 5/245:30 pm
ORD
- YVR
2 stops21h 05m
WestJet
Deal found 4/2![WestJet logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Fri 5/297:30 am
YVR
- ORD
1 stop7h 10m
Multiple Airlines
Tue 6/29:37 pm
ORD
- YVR
2 stops48h 53m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:57 pm
YVR
- ORD
Nonstop4h 12m
American Airlines
Tue 6/210:27 pm
ORD
- YVR
1 stop16h 18m
American Airlines
Deal found 4/3![American Airlines logo]()
$361
One-way flights from Vancouver Intl to ChicagoSearch for one-way flight options from Vancouver Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated April 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 April 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Mon 5/116:00 am
YVR
- ORD
2 stops22h 39m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Sat 5/306:45 am
YVR
- ORD
1 stop7h 55m
WestJet
Deal found 4/3![WestJet logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/2910:40 am
YVR
- ORD
2 stops17h 10m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:20 am
YVR
- ORD
1 stop19h 30m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/510:40 am
YVR
- ORD
2 stops17h 59m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Tue 6/27:30 am
YVR
- ORD
1 stop7h 10m
WestJet
Deal found 4/5![WestJet logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sun 5/36:00 am
YVR
- ORD
1 stop8h 40m
WestJet
Deal found 4/6![WestJet logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
YVR
- ORD
2 stops22h 20m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 7/18:20 am
YVR
- ORD
1 stop19h 59m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$150
This Trip.com deal was found by Cheapflights users on 4/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1110:55 pm
YVR
- MDW
1 stop21h 07m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$162
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:30 am
YVR
- MDW
1 stop10h 44m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$163
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:55 pm
YVR
- MDW
1 stop10h 14m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$166
Find flight deals from Vancouver Intl to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (Kiwi.com) |
One-way from | $135 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $441 |
Good round-trip deal | $369 or less |
Good one-way deal | $255 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Vancouver Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 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
Quickest round-trip
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 6/18
11:35 pm-5:40 am
Nonstop4h 05m
Chicago O'Hare Intl
Sun 6/21
5:00 am-9:51 am
1 stop6h 51m
$359
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 4/17
12:40 pm-11:28 pm
1 stop8h 48m
Chicago O'Hare Intl
Sat 4/25
2:15 pm-8:59 pm
1 stop8h 44m
$366
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 4/30
1:59 pm-8:15 pm
Nonstop4h 16m
Chicago O'Hare Intl
Mon 5/4
9:51 pm-10:48 am
1 stop14h 57m
$367
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sun 4/19
6:35 am-6:04 pm
1 stop9h 29m
Chicago O'Hare Intl
Fri 4/24
12:46 pm-6:40 pm
1 stop7h 54m
$373
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Wed 7/15
7:00 am-12:59 am
1 stop15h 59m
Chicago O'Hare Intl
Wed 7/22
6:00 am-10:26 pm
1 stop18h 26m
$373
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 4/25
8:35 am-6:59 pm
1 stop8h 24m
Chicago O'Hare Intl
Tue 4/28
7:00 am-1:53 pm
1 stop8h 53m
$373
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Sat 9/12
9:47 am-9:47 pm
1 stop10h 00m
Chicago O'Hare Intl
Sat 9/19
7:48 pm-10:25 pm
Nonstop4h 37m
$400
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 5/2
6:35 am-6:36 pm
2 stops10h 01m
Chicago Midway
Sat 5/9
9:23 am-5:54 pm
2 stops10h 31m
$412
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Thu 5/21
1:45 pm-8:05 pm
Nonstop4h 20m
Chicago O'Hare Intl
Fri 6/5
2:21 pm-10:26 pm
1 stop10h 05m
$420
VancouverChicago
YVR - ORD
YVRORD
Vancouver Intl
Fri 6/19
12:09 pm-1:15 am
1 stop11h 06m
Chicago O'Hare Intl
Tue 6/23
5:00 am-11:10 am
1 stop8h 10m
$425
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 April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Vancouver Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Vancouver Intl to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Vancouver Intl with our price prediction graph.
YVR-CHI
YVR-ORD
YVR-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Vancouver Intl Airport to Chicago
YVR-CHI
YVR-ORD
YVR-MDW
How far ahead should I book a flight from Vancouver Intl Airport to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Vancouver Intl to Chicago. Price data was last updated on April 3, 2026.
The price you pay for your flight from Vancouver Intl Airport to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 32 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago?
Currently, October is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago (average of $107). Flying from Vancouver Intl Airport to Chicago in January is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YVR to CHI?
Find hourly flight availability from Vancouver Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 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 April 7, 2026.
The most flights from YVR to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, 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?
The best insider tips for Vancouver Intl Airport to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Vancouver Intl Airport to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 7, 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAmerican Airlines from Vancouver Intl Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Overall
7.4
Boarding
7.7
Food
6.6
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Food
6.6
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Food
6.6
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Food
6.6
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
6.0
GoodGerry,Jan 2026
YVR - DEN
Crew
8.1
Overall
7.4
Boarding
7.7
Food
6.6
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 7, 2026.
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Vancouver Intl and Chicago flights
Browse other Vancouver Intl and Chicago flight options. Last updated on April 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 April 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Vancouver Intl to Chicago
Discover the top 3 airlines that operate flights from Vancouver Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$461 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$167 | Average$370 | FlexibilityNo cancel fee | On-time71% |