$204+ Cheap flights from Chicago (CHI) to Newfoundland and Labrador
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.
CHI — YYT
Sep 7 — Sep 141
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 August 8, 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 August 8, 2026.
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:15 pm -
1 stop6h 36m
Mon 9/78:30 am -
1 stop8h 55m
Deal found 8/6![Air Canada logo]()
$554
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Sun 9/63:45 pm -
1 stop7h 31m
Sun 9/208:30 am -
1 stop8h 55m
Deal found 8/7![Air Canada logo]()
$584
This Air Canada deal was found by Cheapflights users on 8/8. 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 9/52:15 pm -
1 stop6h 36m
Sat 9/128:30 am -
1 stop8h 55m
Deal found 8/8![Air Canada logo]()
$599
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Mon 9/142:15 pm -
1 stop6h 36m
Mon 9/215:40 pm -
1 stop6h 55m
Deal found 8/7![Air Canada logo]()
$610
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
2 stops13h 00m
Sat 9/263:00 pm -
1 stop7h 18m
Deal found 8/5![Multiple Airlines logo]()
$619
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
This Fareboom 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 Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
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.
Mon 8/312:00 pm -
2 stops8h 20m
Wed 9/25:35 am -
2 stops10h 16m
Deal found 8/3![Air Canada logo]()
$637
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:30 pm -
2 stops22h 35m
Wed 9/236:00 am -
2 stops12h 48m
Deal found 8/5![Porter Airlines logo]()
$656
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:25 am -
1 stop10h 00m
Thu 8/276:05 am -
2 stops30h 10m
Deal found 8/7![Multiple Airlines logo]()
$672
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 August 8, 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 August 8, 2026.
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/253:45 pm -
1 stop6h 43m
Sun 10/42:25 pm -
1 stop7h 53m
Deal found 8/7![Air Canada logo]()
$673
This oojo deal was found by Cheapflights users on 8/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 pm -
1 stop10h 45m
Sat 8/297:35 am -
1 stop11h 35m
Deal found 8/7![WestJet logo]()
$720
This Porter Airlines deal was found by Cheapflights users on 8/7. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
2 stops10h 40m
Sat 9/196:00 am -
2 stops11h 05m
Deal found 8/7![Porter Airlines logo]()
$613
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.
Thu 10/225:30 pm -
2 stops16h 35m
Sun 10/256:00 am -
2 stops14h 00m
Deal found 8/3![Multiple Airlines logo]()
$687
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
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.
Thu 10/222:15 pm -
1 stop6h 36m
Sun 10/256:00 am -
1 stop12h 08m
Deal found 8/3![Air Canada logo]()
$698
This Fareboom 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 Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
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.
Mon 8/319:50 am -
1 stop25h 07m
Thu 9/35:00 am -
1 stop8h 51m
Deal found 8/3![Air Canada logo]()
$702
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:40 pm -
2 stops15h 13m
Sat 9/262:25 pm -
1 stop7h 53m
Deal found 8/5![Multiple Airlines logo]()
$715
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Wed 9/233:45 pm -
1 stop6h 43m
Sun 9/272:25 pm -
1 stop7h 53m
Deal found 8/7![Air Canada logo]()
$710
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.
Wed 9/168:30 pm -
2 stops25h 55m
Wed 9/238:45 am -
2 stops10h 03m
Deal found 8/6![Porter Airlines logo]()
$646
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:03 am -
1 stop7h 32m
Sat 9/266:00 am -
2 stops16h 00m
Deal found 8/5![Porter Airlines logo]()
$656
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:05 am -
2 stops11h 23m
Sat 9/267:00 pm -
2 stops17h 45m
Deal found 8/5![Air Canada logo]()
$741
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:30 pm -
1 stop19h 00m
Sun 10/117:00 pm -
1 stop23h 49m
Deal found 8/4![Porter Airlines logo]()
$698
Last-minute flights from Chicago to Newfoundland and LabradorDiscover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated August 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:25 am -
1 stop10h 00m
Thu 8/276:05 am -
2 stops30h 10m
Deal found 8/7![Multiple Airlines logo]()
$672
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
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.
Mon 8/312:00 pm -
2 stops8h 20m
Wed 9/25:35 am -
2 stops10h 16m
Deal found 8/3![Air Canada logo]()
$637
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:15 pm -
1 stop6h 36m
Mon 9/78:30 am -
1 stop8h 55m
Deal found 8/6![Air Canada logo]()
$554
This Fareboom 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 Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
This Air Canada deal was found by Cheapflights users on 8/8. 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 9/52:15 pm -
1 stop6h 36m
Sat 9/128:30 am -
1 stop8h 55m
Deal found 8/8![Air Canada logo]()
$599
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Sun 9/63:45 pm -
1 stop7h 31m
Sun 9/208:30 am -
1 stop8h 55m
Deal found 8/7![Air Canada logo]()
$584
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Mon 9/142:15 pm -
1 stop6h 36m
Mon 9/215:40 pm -
1 stop6h 55m
Deal found 8/7![Air Canada logo]()
$610
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:30 pm -
2 stops22h 35m
Wed 9/236:00 am -
2 stops12h 48m
Deal found 8/5![Porter Airlines logo]()
$656
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
2 stops13h 00m
Sat 9/263:00 pm -
1 stop7h 18m
Deal found 8/5![Multiple Airlines logo]()
$619
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 August 8, 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 August 8, 2026.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:20 pm -
2 stops31h 05m
Deal found 8/4![Porter Airlines logo]()
$204
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:03 am -
1 stop7h 32m
Deal found 8/5![Porter Airlines logo]()
$282
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Deal found 8/5![Porter Airlines logo]()
$297
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:15 pm -
1 stop6h 36m
Deal found 8/4![Air Canada logo]()
$316
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
3 stops15h 14m
Deal found 8/4![Multiple Airlines logo]()
$322
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:09 am -
2 stops8h 41m
Deal found 8/4![Air Canada logo]()
$322
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:59 pm -
3 stops27h 21m
Deal found 8/4![Multiple Airlines logo]()
$327
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:11 am -
1 stop6h 53m
Deal found 8/5![Multiple Airlines logo]()
$350
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 am -
1 stop5h 25m
Deal found 8/6![Air Canada logo]()
$375
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:30 pm -
2 stops15h 23m
Deal found 8/5![Porter Airlines logo]()
$376
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:45 pm -
1 stop6h 42m
Deal found 8/4![Air Canada logo]()
$382
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 pm -
3 stops19h 03m
Deal found 8/6![Multiple Airlines logo]()
$441
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 August 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $486 (Mytrip) |
One-way from | $204 (Kiwi.com) |
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 2,558,603 searches. Data last updated August 8, 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
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Mon 9/14
11:45 am-12:55 am
2 stops10h 40m
St John's
Mon 9/21
6:00 am-2:35 pm
2 stops11h 05m
$486
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Sat 9/19
11:45 am-12:55 am
2 stops10h 40m
St John's
Sat 9/26
6:00 am-2:35 pm
2 stops11h 05m
$534
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Tue 9/15
11:45 am-12:55 am
2 stops10h 40m
St John's
Sat 9/19
6:00 am-2:35 pm
2 stops11h 05m
$613
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Mon 8/31
10:25 am-10:55 pm
2 stops10h 00m
St John's
Wed 9/2
6:05 am-2:35 pm
2 stops11h 00m
$633
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Wed 9/2
11:45 am-12:55 am
2 stops10h 40m
St John's
Mon 9/7
6:05 am-2:35 pm
2 stops11h 00m
$634
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 9/16
8:30 pm-12:55 am
2 stops25h 55m
St John's
Wed 9/23
8:45 am-4:18 pm
2 stops10h 03m
$646
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sat 9/19
8:03 am-6:05 pm
1 stop7h 32m
St John's
Sat 9/26
6:00 am-7:30 pm
2 stops16h 00m
$656
Quickest round-trip
ChicagoDeer Lake
ORD Chicago O'Hare Intl - YDF Deer Lake
ORDYDF
Chicago O'Hare Intl
Fri 9/25
3:45 pm-12:58 am
1 stop6h 43m
Deer Lake
Sun 10/4
2:25 pm-7:48 pm
1 stop7h 53m
$673
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Thu 10/22
5:30 pm-12:35 pm
2 stops16h 35m
St John's
Sun 10/25
6:00 am-5:30 pm
2 stops14h 00m
$687
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Thu 10/22
2:15 pm-11:21 pm
1 stop6h 36m
St John's
Sun 10/25
6:00 am-3:38 pm
1 stop12h 08m
$698
Showing 1-10 of 28 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.
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ORD-YDF
Estimated round-trip price
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Cheapflights Insights
Everything you need to know about your flight from Chicago to Newfoundland and Labrador
CHI-CANL
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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 August 8, 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.
Boarding
7.3
Comfort
7.1
Crew
7.8
Food
6.3
Entertainment
6.8
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Boarding
7.3
Comfort
7.1
Crew
7.8
Food
6.3
Entertainment
6.8
Overall
7.1
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 August 8, 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 2,558,603 searches. Data last updated August 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$546 | Average$716 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$614 | Average$786 | FlexibilityNo cancel fee | On-time69% |