$306+ Cheap flights from Chicago (CHI) to St. John's (YYT)
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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to St. John's 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 St. John's
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Cheapest flights from Chicago to St. John'sExplore the most affordable flight options available from Chicago to St. John's. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
Explore the most affordable flight options available from Chicago to St. John's. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:45 am -
2 stops10h 40m
Sat 10/108:55 pm -
1 stop16h 35m
Deal found 9/5![Porter Airlines logo]()
$391
This Mytrip deal was found by Cheapflights users on 9/5. 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 10/37:25 am -
2 stops15h 00m
Sat 10/108:55 pm -
1 stop14h 35m
Deal found 9/5![Multiple Airlines logo]()
$421
This Mytrip deal was found by Cheapflights users on 9/5. 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 10/311:45 am -
1 stop8h 40m
Sat 10/108:55 pm -
1 stop16h 35m
Deal found 9/5![Multiple Airlines logo]()
$443
This Mytrip deal was found by Cheapflights users on 9/3. 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.
Sat 10/1011:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/3![Porter Airlines logo]()
$491
This Mytrip deal was found by Cheapflights users on 9/6. 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.
Sun 10/411:45 am -
2 stops10h 40m
Sun 10/116:00 am -
2 stops11h 05m
Deal found 9/6![Porter Airlines logo]()
$509
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
2 stops10h 40m
Thu 10/86:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$530
This Mytrip deal was found by Cheapflights users on 9/7. 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 10/911:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/7![Porter Airlines logo]()
$556
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:45 am -
2 stops10h 40m
Fri 10/236:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$585
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Fri 10/93:45 pm -
1 stop7h 31m
Tue 10/138:30 am -
1 stop7h 23m
Deal found 9/3![Air Canada logo]()
$599
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:15 pm -
1 stop6h 36m
Fri 10/231:35 pm -
1 stop8h 43m
Deal found 9/2![Air Canada logo]()
$609
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Fri 10/911:45 am -
2 stops10h 40m
Mon 10/126:00 am -
2 stops11h 05m
Deal found 9/5![Porter Airlines logo]()
$613
This Air Canada deal was found by Cheapflights users on 9/4. 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.
Sun 10/43:45 pm -
1 stop7h 31m
Sun 10/111:35 pm -
1 stop8h 43m
Deal found 9/4![Air Canada logo]()
$619
Best flights from Chicago to St. John'sDiscover carefully curated flight deals from Chicago to St. John's that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals from Chicago to St. John's that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
This Mytrip deal was found by Cheapflights users on 9/3. 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.
Sat 10/1011:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/3![Porter Airlines logo]()
$491
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Fri 10/93:45 pm -
1 stop7h 31m
Tue 10/138:30 am -
1 stop7h 23m
Deal found 9/3![Air Canada logo]()
$599
This United deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:05 am -
1 stop7h 50m
Fri 11/137:40 am -
2 stops12h 33m
Deal found 9/5![Multiple Airlines logo]()
$771
This Mytrip deal was found by Cheapflights users on 9/6. 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.
Sun 10/411:45 am -
2 stops10h 40m
Sun 10/116:00 am -
2 stops11h 05m
Deal found 9/6![Porter Airlines logo]()
$509
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
2 stops10h 40m
Thu 10/86:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$530
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:45 pm -
1 stop7h 31m
Tue 10/138:30 am -
1 stop7h 23m
Deal found 9/3![Air Canada logo]()
$599
This Mytrip deal was found by Cheapflights users on 9/5. 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 10/311:45 am -
2 stops10h 40m
Sat 10/106:05 am -
2 stops11h 00m
Deal found 9/5![Porter Airlines logo]()
$554
This Mytrip deal was found by Cheapflights users on 9/7. 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 10/911:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/7![Porter Airlines logo]()
$556
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:45 am -
1 stop5h 53m
Sat 9/265:35 am -
1 stop7h 10m
Deal found 9/2![Air Canada logo]()
$717
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:45 am -
2 stops10h 40m
Fri 10/236:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$585
This Justfly.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/311:45 am -
2 stops10h 40m
Mon 10/126:05 am -
2 stops11h 00m
Deal found 9/4![Porter Airlines logo]()
$623
This Mytrip deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:20 pm -
2 stops7h 05m
Mon 10/126:05 am -
2 stops11h 00m
Deal found 9/6![Porter Airlines logo]()
$645
This Justfly.com deal was found by Cheapflights users on 9/4. 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.
Sun 10/43:20 pm -
2 stops7h 05m
Mon 10/126:05 am -
2 stops11h 00m
Deal found 9/4![Porter Airlines logo]()
$656
This Justfly.com deal was found by Cheapflights users on 9/4. 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.
Mon 10/53:20 pm -
2 stops7h 05m
Mon 10/126:05 am -
2 stops11h 00m
Deal found 9/4![Porter Airlines logo]()
$656
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:45 am -
2 stops12h 40m
Sat 9/266:00 am -
2 stops12h 48m
Deal found 9/2![Porter Airlines logo]()
$693
Last-minute flights from Chicago to St. John'sDiscover last-minute flight deals from Chicago to St. John's. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to St. John's. Data last updated September 7, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
2 stops10h 40m
Thu 10/86:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:45 am -
2 stops10h 40m
Sat 10/108:55 pm -
1 stop16h 35m
Deal found 9/5![Porter Airlines logo]()
$391
This Mytrip deal was found by Cheapflights users on 9/5. 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 10/37:25 am -
2 stops15h 00m
Sat 10/108:55 pm -
1 stop14h 35m
Deal found 9/5![Multiple Airlines logo]()
$421
This Mytrip deal was found by Cheapflights users on 9/5. 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 10/311:45 am -
1 stop8h 40m
Sat 10/108:55 pm -
1 stop16h 35m
Deal found 9/5![Multiple Airlines logo]()
$443
This Mytrip deal was found by Cheapflights users on 9/6. 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.
Sun 10/411:45 am -
2 stops10h 40m
Sun 10/116:00 am -
2 stops11h 05m
Deal found 9/6![Porter Airlines logo]()
$509
This Air Canada deal was found by Cheapflights users on 9/4. 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.
Sun 10/43:45 pm -
1 stop7h 31m
Sun 10/111:35 pm -
1 stop8h 43m
Deal found 9/4![Air Canada logo]()
$619
This Mytrip deal was found by Cheapflights users on 9/7. 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 10/911:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/7![Porter Airlines logo]()
$556
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Fri 10/93:45 pm -
1 stop7h 31m
Tue 10/138:30 am -
1 stop7h 23m
Deal found 9/3![Air Canada logo]()
$599
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Fri 10/911:45 am -
2 stops10h 40m
Mon 10/126:00 am -
2 stops11h 05m
Deal found 9/5![Porter Airlines logo]()
$613
This Mytrip deal was found by Cheapflights users on 9/3. 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.
Sat 10/1011:45 am -
2 stops10h 40m
Tue 10/136:05 am -
2 stops11h 00m
Deal found 9/3![Porter Airlines logo]()
$491
This Mytrip deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:45 am -
2 stops10h 40m
Fri 10/236:05 am -
2 stops11h 00m
Deal found 9/2![Porter Airlines logo]()
$585
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:15 pm -
1 stop6h 36m
Fri 10/231:35 pm -
1 stop8h 43m
Deal found 9/2![Air Canada logo]()
$609
One-way flights from Chicago to St. John'sSearch for one-way flight options from Chicago to St. John's. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from Chicago to St. John's. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/812:20 pm -
3 stops23h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/512:20 pm -
3 stops23h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/712:20 pm -
2 stops10h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/612:20 pm -
2 stops10h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$314
This Mytrip deal was found by Cheapflights users on 9/4. 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.
Mon 9/1412:30 pm -
3 stops31h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$335
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Tue 1/51:55 pm -
1 stop8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$348
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Fri 1/812:50 pm -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/46:20 pm -
3 stops17h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:30 pm -
3 stops26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Mon 9/146:25 am -
3 stops51h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Mon 9/1411:45 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Porter Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:55 am -
2 stops19h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$475
Find flight deals from Chicago to St. John's
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to St. John's (YYT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $391 (Kiwi.com) |
One-way from | $306 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to St. John's 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 September 7, 2026.
Use the filters below to find and compare flights from Chicago to St. John's 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
Fri 1/8
12:20 pm-2:30 pm
3 stops23h 40m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$306
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Tue 1/5
12:20 pm-2:30 pm
3 stops23h 40m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$308
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 1/6
12:20 pm-12:57 am
2 stops10h 07m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$314
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Tue 9/15
3:50 pm-10:55 pm
2 stops28h 35m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$348
Quickest round-trip
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 1/6
1:55 pm-12:50 am
1 stop8h 25m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$348
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sun 1/3
1:55 pm-12:50 am
1 stop8h 25m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$407
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Wed 1/6
9:55 am-8:10 am
2 stops19h 45m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$475
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Sat 10/10
11:45 am-12:55 am
2 stops10h 40m
St John's
Tue 10/13
6:05 am-2:35 pm
2 stops11h 00m
$491
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Wed 1/6
10:35 am-12:57 am
3 stops35h 52m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$502
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Fri 1/8
5:59 pm-12:57 am
3 stops28h 28m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$507
Showing 1-10 of 26 resultsSorted by cheapest first
Compare providers for flights from Chicago to St. John's
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to St. John's in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-St. John's flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-St. John's flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-St. John's flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-St. John's flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-St. John's flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to St. John's
Have a flexible travel schedule? Discover the best time to fly to St. John's from Chicago with our price prediction graph.
CHI-YYT
ORD-YYT
MDW-YYT
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 St. John's
CHI-YYT
ORD-YYT
MDW-YYT
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing St. John's
Get insights into the airlines that provide service to St. John's. 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 St. John's. Reviews last updated September 7, 2026.
Read reviews from past customers who have flown Air Canada from Chicago to St. John's. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Entertainment
6.8
Comfort
7.1
Crew
7.8
Boarding
7.3
Food
6.3
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Overall
7.1
Entertainment
6.8
Comfort
7.1
Crew
7.8
Boarding
7.3
Food
6.3
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 St. John's. 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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Chicago and St. John's flights
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Top 2 airlines flying from Chicago to St. John's
Discover the top 2 airlines that operate flights from Chicago to St. John's. 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 September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$546 | Average$715 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$614 | Average$786 | FlexibilityNo cancel fee | On-time69% |