$252+ Cheap flights from Chicago (CHI) to Newfoundland and Labrador
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Nov 8 — Nov 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Newfoundland and Labrador 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.Cheap flight deals from Chicago to Newfoundland and Labrador
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Cheapest flights from Chicago to Newfoundland and LabradorExplore the most affordable flight options available from Chicago to Newfoundland and Labrador. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
Explore the most affordable flight options available from Chicago to Newfoundland and Labrador. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
This deal was found by Cheapflights users on 10/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:15 pm -
1 stop7h 16m
Mon 10/195:45 am -
1 stop6h 57m
Deal found 10/6![Air Canada logo]()
$567
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:15 pm -
2 stops10h 13m
Mon 12/146:00 am -
2 stops8h 05m
Deal found 10/7![Porter Airlines logo]()
$627
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:20 pm -
2 stops10h 07m
Tue 11/106:00 am -
2 stops8h 10m
Deal found 10/4![Porter Airlines logo]()
$638
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:50 pm -
3 stops26h 39m
Sat 11/217:00 am -
2 stops20h 13m
Deal found 10/8![Multiple Airlines logo]()
$644
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/276:00 am -
2 stops8h 05m
Deal found 10/6![Porter Airlines logo]()
$669
This Air Canada deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:47 pm -
1 stop7h 24m
Mon 12/146:00 am -
1 stop8h 27m
Deal found 10/7![Air Canada logo]()
$671
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Justfly.com deal was found by Cheapflights users on 10/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:20 pm -
2 stops10h 07m
Thu 11/52:25 pm -
1 stop7h 46m
Deal found 10/4![Porter Airlines logo]()
$694
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:40 pm -
2 stops15h 41m
Mon 12/712:45 pm -
1 stop7h 28m
Deal found 10/4![Air Canada logo]()
$764
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:40 pm -
1 stop12h 53m
Thu 11/263:35 pm -
2 stops20h 18m
Deal found 10/5![Air Canada logo]()
$788
This Porter Airlines deal was found by Cheapflights users on 10/4. 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.
Wed 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/4![Porter Airlines logo]()
$845
Best flights from Chicago to Newfoundland and LabradorDiscover carefully curated flight deals from Chicago to Newfoundland and Labrador that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
Discover carefully curated flight deals from Chicago to Newfoundland and Labrador that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:15 pm -
2 stops10h 13m
Mon 12/146:00 am -
2 stops8h 05m
Deal found 10/7![Porter Airlines logo]()
$627
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:20 pm -
3 stops17h 45m
Sat 11/213:15 pm -
3 stops34h 49m
Deal found 10/8![Multiple Airlines logo]()
$653
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:50 pm -
1 stop8h 06m
Tue 11/102:30 pm -
1 stop7h 58m
Deal found 10/4![Air Canada logo]()
$672
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:20 pm -
2 stops10h 07m
Tue 11/106:00 am -
2 stops8h 10m
Deal found 10/4![Porter Airlines logo]()
$638
This Air Canada deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:30 pm -
1 stop6h 41m
Sat 11/286:00 am -
1 stop9h 43m
Deal found 10/8![Air Canada logo]()
$672
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/276:00 am -
2 stops8h 05m
Deal found 10/6![Porter Airlines logo]()
$669
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/277:00 am -
3 stops20h 13m
Deal found 10/6![Multiple Airlines logo]()
$833
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:21 pm -
2 stops15h 00m
Mon 12/712:45 pm -
2 stops12h 12m
Deal found 10/4![Air Canada logo]()
$774
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:40 pm -
1 stop12h 53m
Thu 11/263:35 pm -
2 stops20h 18m
Deal found 10/5![Air Canada logo]()
$788
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:41 pm -
2 stops16h 24m
Mon 12/143:15 pm -
3 stops20h 52m
Deal found 10/7![Multiple Airlines logo]()
$1,010
This Porter Airlines deal was found by Cheapflights users on 10/4. 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.
Wed 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/4![Porter Airlines logo]()
$845
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/113:45 pm -
1 stop6h 31m
Sun 3/215:15 am -
1 stop8h 22m
Deal found 10/5![Air Canada logo]()
$848
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/208:16 am -
3 stops26h 49m
Fri 11/273:15 pm -
3 stops31h 02m
Deal found 10/6![Multiple Airlines logo]()
$1,056
This FlightHub deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1111:15 am -
2 stops11h 12m
Sun 3/216:00 am -
2 stops13h 10m
Deal found 10/5![Porter Airlines logo]()
$873
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:55 pm -
1 stop7h 47m
Tue 12/15:45 am -
1 stop7h 52m
Deal found 10/4![Air Canada logo]()
$884
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/13:45 pm -
1 stop5h 57m
Sun 2/145:45 am -
1 stop7h 52m
Deal found 10/5![Air Canada logo]()
$893
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:44 pm -
2 stops16h 16m
Thu 11/53:15 pm -
3 stops20h 47m
Deal found 10/4![Multiple Airlines logo]()
$1,444
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:15 pm -
3 stops29h 45m
Thu 11/268:50 pm -
3 stops23h 20m
Deal found 10/5![Multiple Airlines logo]()
$1,662
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:41 pm -
2 stops15h 24m
Tue 12/223:15 pm -
3 stops20h 05m
Deal found 10/7![Multiple Airlines logo]()
$1,685
Last-minute flights from Chicago to Newfoundland and LabradorDiscover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated October 9, 2026 and is based on user searches.
This deal was found by Cheapflights users on 10/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:15 pm -
1 stop7h 16m
Mon 10/195:45 am -
1 stop6h 57m
Deal found 10/6![Air Canada logo]()
$567
This Porter Airlines deal was found by Cheapflights users on 10/4. 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.
Wed 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/4![Porter Airlines logo]()
$845
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Justfly.com deal was found by Cheapflights users on 10/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:20 pm -
2 stops10h 07m
Thu 11/57:00 am -
2 stops10h 07m
Deal found 10/4![Porter Airlines logo]()
$694
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:20 pm -
2 stops10h 07m
Tue 11/106:00 am -
2 stops8h 10m
Deal found 10/4![Porter Airlines logo]()
$638
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:50 pm -
3 stops26h 39m
Sat 11/217:00 am -
2 stops20h 13m
Deal found 10/8![Multiple Airlines logo]()
$644
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:40 pm -
1 stop12h 53m
Thu 11/263:35 pm -
2 stops20h 18m
Deal found 10/5![Air Canada logo]()
$788
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/276:00 am -
2 stops8h 05m
Deal found 10/6![Porter Airlines logo]()
$669
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2112:15 pm -
2 stops10h 14m
Sat 11/286:00 am -
2 stops14h 10m
Deal found 10/8![Porter Airlines logo]()
$723
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:40 pm -
2 stops15h 41m
Mon 12/712:45 pm -
1 stop7h 28m
Deal found 10/4![Air Canada logo]()
$764
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:55 pm -
1 stop7h 47m
Tue 12/15:45 am -
1 stop7h 52m
Deal found 10/4![Air Canada logo]()
$884
One-way flights from Chicago to Newfoundland and LabradorSearch for one-way flight options from Chicago to Newfoundland and Labrador. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
Search for one-way flight options from Chicago to Newfoundland and Labrador. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:20 pm -
2 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Porter Airlines logo]()
$252
This Air Canada deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:47 pm -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Air Canada logo]()
$309
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/293:45 pm -
1 stop5h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Air Canada logo]()
$472
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3010:05 am -
2 stops11h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Air Canada logo]()
$480
This Air Canada deal was found by Cheapflights users on 10/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/293:45 pm -
1 stop5h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Air Canada logo]()
$492
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/303:45 pm -
2 stops20h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Air Canada logo]()
$500
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/297:05 am -
2 stops29h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Air Canada logo]()
$501
This Air Canada deal was found by Cheapflights users on 10/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/410:33 am -
2 stops25h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Air Canada logo]()
$502
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Mon 2/13:45 pm -
1 stop5h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Sun 1/316:20 pm -
3 stops40h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 2/312:20 pm -
3 stops22h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$535
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 2/26:20 pm -
3 stops40h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$540
Find flight deals from Chicago to Newfoundland and Labrador
Keep the following information in mind while searching for Chicago to Newfoundland and Labrador flight deals. Data was last updated October 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $627 (Mytrip) |
One-way from | $472 (Air Canada) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Newfoundland and Labrador 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 7,457,451 searches. Data last updated October 9, 2026.
Use the filters below to find and compare flights from Chicago to Newfoundland and Labrador that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Mon 11/2
6:20 pm-12:59 am
2 stops28h 09m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$252
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Mon 11/2
3:47 pm-1:41 am
1 stop7h 24m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$309
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Tue 2/2
1:55 pm-12:12 am
1 stop7h 47m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$472
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Thu 2/4
3:45 pm-12:12 am
1 stop5h 57m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$472
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Mon 2/1
1:55 pm-12:12 am
1 stop7h 47m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$492
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Fri 1/29
3:45 pm-12:12 am
1 stop5h 57m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$492
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Sat 1/30
3:45 pm-12:12 am
1 stop5h 57m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$492
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Tue 12/29
3:45 pm-12:12 am
1 stop5h 57m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$492
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Wed 12/30
12:50 pm-12:12 am
2 stops8h 52m
Deer Lake
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$500
ChicagoGander
ORD Chicago O'Hare Intl - YQX Gander
ORDYQX
Chicago O'Hare Intl
Sun 1/31
3:45 pm-2:51 pm
2 stops20h 36m
Gander
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$501
Showing 1-10 of 37 resultsSorted by cheapest first
Best time to book a flight from Chicago to Newfoundland and Labrador
Have a flexible travel schedule? Discover the best time to fly to Newfoundland and Labrador from Chicago with our price prediction graph.
ORD-YYT
ORD-YQX
MDW-YYT
ORD-YDF
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 Chicago to Newfoundland and Labrador
CHI-CANL
ORD-YYT
ORD-YQX
MDW-YYT
ORD-YDF
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Newfoundland and Labrador
Get insights into the airlines that provide service to Newfoundland and Labrador. 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 Newfoundland and Labrador. Reviews last updated October 9, 2026.
Peruse reviews from past customers who have flown with Air Canada from Chicago to Newfoundland and Labrador to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.1
Entertainment
6.8
Overall
7.1
Food
6.3
Boarding
7.3
Crew
7.8
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Comfort
7.1
Entertainment
6.8
Overall
7.1
Food
6.3
Boarding
7.3
Crew
7.8
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Newfoundland and Labrador. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Newfoundland and Labrador
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Complete your trip
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Chicago and Newfoundland and Labrador flights
Browse other Chicago and Newfoundland and Labrador flight options. Last updated on October 9, 2026.
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Top 2 airlines flying from Chicago to Newfoundland and Labrador
Discover the top 2 airlines that operate flights from Chicago to Newfoundland and Labrador. 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 7,457,451 searches. Data last updated October 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$533 | Average$715 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$614 | Average$786 | FlexibilityNo cancel fee | On-time69% |