$263+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Apr 17 — Apr 241
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
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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 March 18, 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 March 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/43:20 pm
MDW
- YYT
2 stops7h 06m
Multiple Airlines
Mon 5/116:00 am
YYT
- MDW
1 stop11h 05m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Multiple Airlines
Fri 5/11:20 pm
YYT
- MDW
1 stop22h 50m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Multiple Airlines
Sat 5/23:00 pm
YYT
- MDW
1 stop26h 05m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Fri 5/16:55 pm
YYT
- MDW
1 stop17h 15m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:05 pm
MDW
- YYT
1 stop28h 23m
Multiple Airlines
Fri 5/16:05 am
YYT
- MDW
2 stops33h 25m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:05 pm
MDW
- YYT
2 stops30h 26m
Multiple Airlines
Sat 5/23:00 pm
YYT
- MDW
1 stop26h 05m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$488
This Mytrip deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/177:55 am
ORD
- YYT
2 stops14h 36m
Multiple Airlines
Tue 4/216:20 am
YYT
- ORD
2 stops15h 35m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$522
This Trip.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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.
Wed 4/2911:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Wed 5/66:05 am
YYT
- MDW
2 stops11h 00m
Porter Airlines
Deal found 3/14![Porter Airlines logo]()
$523
This Gotogate deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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.
Fri 4/177:55 am
ORD
- YYT
2 stops13h 03m
Air Canada
Tue 4/216:35 am
YYT
- ORD
1 stop9h 00m
Air Canada
Deal found 3/12![Air Canada logo]()
$536
This Mytrip deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 9/1211:45 am
ORD
- YYT
2 stops10h 40m
Porter Airlines
Sat 9/196:05 am
YYT
- ORD
2 stops11h 00m
Porter Airlines
Deal found 3/13![Porter Airlines logo]()
$563
This FlightHub deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 9/43:20 pm
ORD
- YYT
2 stops7h 05m
Porter Airlines
Sun 9/136:05 am
YYT
- ORD
2 stops11h 00m
Porter Airlines
Deal found 3/13![Porter Airlines logo]()
$593
This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:20 pm
ORD
- YYT
2 stops19h 00m
Multiple Airlines
Sat 9/193:00 pm
YYT
- ORD
1 stop22h 30m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$614
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 March 18, 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 March 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/43:20 pm
MDW
- YYT
2 stops7h 06m
Multiple Airlines
Mon 5/116:00 am
YYT
- MDW
1 stop11h 05m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$430
This Trip.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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.
Wed 4/2911:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Wed 5/66:05 am
YYT
- MDW
2 stops11h 00m
Porter Airlines
Deal found 3/14![Porter Airlines logo]()
$523
This Gotogate deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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.
Fri 4/174:15 pm
ORD
- YYT
1 stop6h 53m
Air Canada
Tue 4/215:25 am
YYT
- ORD
1 stop7h 58m
Air Canada
Deal found 3/12![Air Canada logo]()
$547
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:52 am
ORD
- YYT
2 stops11h 33m
Delta
Mon 5/116:00 am
YYT
- ORD
2 stops9h 31m
Delta
Deal found 3/15![Delta logo]()
$731
This Mytrip deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/177:55 am
ORD
- YYT
2 stops14h 36m
Multiple Airlines
Tue 4/216:20 am
YYT
- ORD
2 stops15h 35m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$522
This Mytrip deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Fri 5/16:05 am
YYT
- MDW
2 stops11h 00m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$551
This Air Canada deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 5/138:45 am
ORD
- YYT
2 stops8h 28m
Air Canada
Sat 5/165:35 am
YYT
- ORD
1 stop7h 13m
Air Canada
Deal found 3/12![Air Canada logo]()
$630
This Air Canada deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 6/23:45 pm
ORD
- YDF
1 stop6h 41m
Air Canada
Tue 6/165:00 am
YDF
- ORD
1 stop6h 35m
Air Canada
Deal found 3/16![Air Canada logo]()
$646
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/305:30 pm
ORD
- YYT
1 stop10h 45m
Multiple Airlines
Thu 5/76:55 pm
YYT
- ORD
2 stops43h 17m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$677
This Mytrip deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/311:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Mon 4/66:20 am
YYT
- MDW
2 stops11h 30m
Porter Airlines
Deal found 3/16![Porter Airlines logo]()
$687
This Air Canada deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/304:15 pm
ORD
- YYT
1 stop7h 13m
Air Canada
Thu 5/72:00 pm
YYT
- ORD
1 stop8h 38m
Air Canada
Deal found 3/16![Air Canada logo]()
$655
This Porter Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 5/133:20 pm
MDW
- YYT
2 stops7h 06m
Porter Airlines
Sat 5/166:05 am
YYT
- MDW
2 stops30h 05m
Porter Airlines
Deal found 3/12![Porter Airlines logo]()
$698
This Air Canada deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/298:40 am
ORD
- YYT
1 stop6h 11m
Air Canada
Wed 5/62:00 pm
YYT
- ORD
1 stop8h 38m
Air Canada
Deal found 3/14![Air Canada logo]()
$681
This FlightHub deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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.
Tue 6/28:08 am
ORD
- YDF
1 stop7h 22m
Porter Airlines
Tue 6/166:30 am
YDF
- ORD
2 stops10h 17m
Porter Airlines
Deal found 3/16![Porter Airlines logo]()
$721
This Air Canada deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/189:55 am
ORD
- YDF
1 stop12h 31m
Air Canada
Fri 5/295:00 am
YDF
- ORD
1 stop6h 35m
Air Canada
Deal found 3/15![Air Canada logo]()
$702
Last-minute flights from Chicago to Newfoundland and LabradorDiscover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated March 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Newfoundland and Labrador. Data last updated March 18, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/177:55 am
ORD
- YYT
2 stops14h 36m
Multiple Airlines
Tue 4/216:20 am
YYT
- ORD
2 stops15h 35m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$522
This Gotogate deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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.
Fri 4/177:55 am
ORD
- YYT
2 stops13h 03m
Air Canada
Tue 4/216:35 am
YYT
- ORD
1 stop9h 00m
Air Canada
Deal found 3/12![Air Canada logo]()
$536
This FlightHub deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:50 am
ORD
- YYT
2 stops12h 41m
Porter Airlines
Wed 4/296:20 am
YYT
- ORD
2 stops10h 30m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$630
This Air Canada deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:40 am
ORD
- YYT
1 stop6h 11m
Air Canada
Fri 5/11:35 pm
YYT
- ORD
1 stop8h 20m
Air Canada
Deal found 3/17![Air Canada logo]()
$655
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Multiple Airlines
Fri 5/11:20 pm
YYT
- MDW
1 stop22h 50m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Multiple Airlines
Sat 5/23:00 pm
YYT
- MDW
1 stop26h 05m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Fri 5/16:55 pm
YYT
- MDW
1 stop17h 15m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$465
This Air Canada deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:55 am
ORD
- YYT
2 stops13h 03m
Air Canada
Thu 4/306:35 am
YYT
- ORD
1 stop9h 00m
Air Canada
Deal found 3/17![Air Canada logo]()
$660
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:05 pm
MDW
- YYT
1 stop28h 23m
Multiple Airlines
Fri 5/16:05 am
YYT
- MDW
2 stops33h 25m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:05 pm
MDW
- YYT
2 stops30h 26m
Multiple Airlines
Sat 5/23:00 pm
YYT
- MDW
1 stop26h 05m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$488
This Trip.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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.
Wed 4/2911:00 am
MDW
- YYT
2 stops11h 31m
Porter Airlines
Wed 5/66:05 am
YYT
- MDW
2 stops11h 00m
Porter Airlines
Deal found 3/14![Porter Airlines logo]()
$523
This Mytrip deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/295:05 am
ORD
- YYT
2 stops15h 20m
Multiple Airlines
Wed 5/66:55 pm
YYT
- ORD
2 stops27h 32m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$647
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 March 18, 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 March 18, 2026.
This Trip.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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.
Wed 6/1010:25 am
MDW
- YYT
2 stops12h 01m
Porter Airlines
Deal found 3/14![Porter Airlines logo]()
$263
This Air Canada deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 6/133:40 pm
ORD
- YYT
1 stop6h 26m
Air Canada
Deal found 3/13![Air Canada logo]()
$297
This Air Canada deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 8/18:45 am
ORD
- YDF
1 stop5h 20m
Air Canada
Deal found 3/13![Air Canada logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 6/135:14 pm
ORD
- YYT
2 stops28h 51m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 6/105:45 pm
ORD
- YYT
3 stops28h 41m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 8/16:30 am
ORD
- YDF
2 stops15h 57m
United Airlines
Deal found 3/13![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 6/107:10 am
ORD
- YYT
2 stops13h 15m
Delta
Deal found 3/14![Delta logo]()
$338
This Air Canada deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 6/109:55 am
ORD
- YYT
1 stop10h 58m
Air Canada
Deal found 3/14![Air Canada logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
ORD
- YDF
3 stops30h 33m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$496
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 March 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $430 (Kiwi.com) |
One-way from | $263 (Trip.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 March 18, 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 - YYT
MDWYYT
Chicago Midway
Mon 5/4
3:20 pm-12:56 am
2 stops7h 06m
St John's
Mon 5/11
6:00 am-2:35 pm
1 stop11h 05m
$430
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Fri 4/17
7:55 am-1:01 am
2 stops14h 36m
St John's
Tue 4/21
6:20 am-7:25 pm
2 stops15h 35m
$522
ChicagoSt. John's
MDW - YYT
MDWYYT
Chicago Midway
Wed 4/29
11:00 am-1:01 am
2 stops11h 31m
St John's
Wed 5/6
6:05 am-2:35 pm
2 stops11h 00m
$523
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Fri 4/17
4:15 pm-1:38 am
1 stop6h 53m
St John's
Tue 4/21
5:25 am-10:53 am
1 stop7h 58m
$547
ChicagoSt. John's
MDW - YYT
MDWYYT
Chicago Midway
Thu 4/23
11:00 am-1:01 am
2 stops11h 31m
St John's
Fri 5/1
6:05 am-2:35 pm
2 stops11h 00m
$551
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Wed 5/13
8:45 am-7:43 pm
2 stops8h 28m
St John's
Sat 5/16
5:35 am-10:18 am
1 stop7h 13m
$630
Quickest round-trip
ChicagoDeer Lake
ORD - YDF
ORDYDF
Chicago O'Hare Intl
Tue 6/2
3:45 pm-12:56 am
1 stop6h 41m
Deer Lake
Tue 6/16
5:00 am-9:05 am
1 stop6h 35m
$646
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Thu 4/30
4:15 pm-1:58 am
1 stop7h 13m
St John's
Thu 5/7
2:00 pm-8:08 pm
1 stop8h 38m
$655
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Thu 4/30
5:30 pm-6:45 am
1 stop10h 45m
St John's
Thu 5/7
6:55 pm-11:42 am
2 stops43h 17m
$677
ChicagoSt. John's
ORD - YYT
ORDYYT
Chicago O'Hare Intl
Wed 4/29
8:40 am-5:21 pm
1 stop6h 11m
St John's
Wed 5/6
2:00 pm-8:08 pm
1 stop8h 38m
$681
Showing 1-10 of 24 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.
MDW-YYT
ORD-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
MDW-YYT
ORD-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 March 18, 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.
Entertainment
6.8
Crew
7.8
Overall
7.1
Food
6.3
Boarding
7.3
Comfort
7.1
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
Entertainment
6.8
Crew
7.8
Overall
7.1
Food
6.3
Boarding
7.3
Comfort
7.1
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
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 March 18, 2026.
Popular flight searches
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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 March 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$225 | Average$595 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$524 | Average$661 | FlexibilityNo cancel fee | On-time67% |