$252+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Nov 9 — Nov 161
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
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 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 October 10, 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 October 10, 2026.
This deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:15 pm -
1 stop7h 16m
Mon 10/195:45 am -
1 stop6h 57m
Deal found 10/6![Air Canada logo]()
$567
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:15 pm -
2 stops10h 13m
Mon 12/146:00 am -
2 stops8h 05m
Deal found 10/7![Porter Airlines logo]()
$627
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:50 pm -
3 stops26h 39m
Sat 11/217:00 am -
2 stops20h 13m
Deal found 10/8![Multiple Airlines logo]()
$644
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Mytrip deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/276:00 am -
2 stops8h 05m
Deal found 10/6![Porter Airlines logo]()
$669
This Air Canada deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:47 pm -
1 stop7h 24m
Mon 12/146:00 am -
1 stop8h 27m
Deal found 10/7![Air Canada logo]()
$671
This Air Canada deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Justfly.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:20 pm -
2 stops10h 07m
Thu 11/52:25 pm -
1 stop7h 46m
Deal found 10/4![Porter Airlines logo]()
$694
This Porter Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/5![Porter Airlines logo]()
$914
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:41 pm -
2 stops16h 24m
Mon 12/143:15 pm -
3 stops20h 52m
Deal found 10/7![Multiple Airlines logo]()
$1,010
This Flightnetwork deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:45 am -
2 stops10h 40m
Tue 10/206:05 am -
2 stops11h 00m
Deal found 10/9![Porter Airlines logo]()
$1,012
This Gotogate deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Tue 10/1311:45 am -
2 stops10h 40m
Thu 10/226:05 am -
2 stops11h 00m
Deal found 10/9![Porter Airlines logo]()
$1,013
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 October 10, 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 October 10, 2026.
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:15 pm -
2 stops10h 13m
Mon 12/146:00 am -
2 stops8h 05m
Deal found 10/7![Porter Airlines logo]()
$627
This deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:45 pm -
1 stop7h 31m
Mon 10/191:35 pm -
1 stop8h 43m
Deal found 10/5![Air Canada logo]()
$661
This Mytrip deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:15 am -
3 stops27h 45m
Thu 11/56:00 am -
2 stops14h 10m
Deal found 10/4![Multiple Airlines logo]()
$775
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Air Canada deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Air Canada deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:30 pm -
1 stop6h 41m
Sat 11/286:00 am -
1 stop9h 43m
Deal found 10/8![Air Canada logo]()
$672
This Porter Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:20 pm -
2 stops28h 09m
Fri 11/272:30 pm -
1 stop7h 41m
Deal found 10/6![Porter Airlines logo]()
$743
This FlightHub deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 10/209:29 am -
2 stops10h 56m
Thu 10/2910:05 am -
2 stops33h 12m
Deal found 10/9![WestJet logo]()
$2,067
This Mytrip deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:16 am -
3 stops26h 49m
Fri 11/273:15 pm -
3 stops31h 02m
Deal found 10/6![Multiple Airlines logo]()
$1,056
This FlightHub deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1111:15 am -
2 stops11h 12m
Sun 3/216:00 am -
2 stops13h 10m
Deal found 10/5![Porter Airlines logo]()
$873
This Air Canada deal was found by Cheapflights users on 10/6. 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 10/147:09 am -
1 stop6h 52m
Tue 10/208:30 am -
1 stop7h 23m
Deal found 10/6![Air Canada logo]()
$982
This Porter Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:06 am -
1 stop7h 39m
Sat 10/246:05 am -
2 stops10h 45m
Deal found 10/6![Porter Airlines logo]()
$913
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:20 pm -
2 stops7h 05m
Thu 10/293:15 pm -
3 stops20h 47m
Deal found 10/9![Multiple Airlines logo]()
$1,128
This Porter Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/5![Porter Airlines logo]()
$914
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:30 pm -
3 stops17h 35m
Mon 12/143:15 pm -
3 stops20h 52m
Deal found 10/7![Multiple Airlines logo]()
$1,155
This Mytrip deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:41 pm -
2 stops15h 24m
Tue 12/223:15 pm -
3 stops20h 05m
Deal found 10/7![Multiple Airlines logo]()
$1,685
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/91:00 pm -
3 stops23h 00m
Mon 2/153:15 pm -
3 stops20h 00m
Deal found 10/9![Multiple Airlines logo]()
$1,978
Last-minute flights from Chicago to St. John'sDiscover last-minute flight deals from Chicago to St. John's. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to St. John's. Data last updated October 10, 2026 and is based on user searches.
This Flightnetwork deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:45 am -
2 stops10h 40m
Tue 10/206:05 am -
2 stops11h 00m
Deal found 10/9![Porter Airlines logo]()
$1,012
This Gotogate deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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.
Tue 10/1311:45 am -
2 stops10h 40m
Thu 10/226:05 am -
2 stops11h 00m
Deal found 10/9![Porter Airlines logo]()
$1,013
This deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:15 pm -
1 stop7h 16m
Mon 10/195:45 am -
1 stop6h 57m
Deal found 10/6![Air Canada logo]()
$567
This Porter Airlines deal was found by Cheapflights users on 10/5. 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 10/2111:45 am -
2 stops10h 40m
Sat 10/246:05 am -
2 stops11h 00m
Deal found 10/5![Porter Airlines logo]()
$914
This Air Canada deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:57 pm -
1 stop6h 59m
Thu 11/55:00 am -
1 stop9h 27m
Deal found 10/4![Air Canada logo]()
$672
This Justfly.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:20 pm -
2 stops10h 07m
Thu 11/52:25 pm -
1 stop7h 46m
Deal found 10/4![Porter Airlines logo]()
$694
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:50 pm -
3 stops26h 39m
Sat 11/217:00 am -
2 stops20h 13m
Deal found 10/8![Multiple Airlines logo]()
$644
This Justfly.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:15 pm -
2 stops10h 14m
Sat 11/212:30 pm -
1 stop7h 41m
Deal found 10/8![Porter Airlines logo]()
$657
This Mytrip deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:15 pm -
2 stops10h 14m
Fri 11/276:00 am -
2 stops8h 05m
Deal found 10/6![Porter Airlines logo]()
$669
This Air Canada deal was found by Cheapflights users on 10/6. 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.
Fri 11/2012:50 pm -
1 stop8h 06m
Fri 11/272:30 pm -
1 stop7h 05m
Deal found 10/6![Air Canada logo]()
$726
This Mytrip deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:16 am -
3 stops26h 49m
Fri 11/273:15 pm -
3 stops31h 02m
Deal found 10/6![Multiple Airlines logo]()
$1,056
This Mytrip deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2112:15 pm -
2 stops10h 14m
Sat 11/286:00 am -
2 stops14h 10m
Deal found 10/8![Porter Airlines logo]()
$723
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 October 10, 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 October 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:20 pm -
2 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Porter Airlines logo]()
$252
This Air Canada deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:47 pm -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Air Canada logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” 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 12/188:07 pm -
3 stops26h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$503
This oojo deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:12 am -
2 stops19h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![WestJet logo]()
$880
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 October 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $627 (Mytrip) |
One-way from | $252 (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 October 10, 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
Mon 11/2
6:20 pm-12:59 am
2 stops28h 09m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$252
Quickest round-trip
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Mon 11/2
3:47 pm-1:41 am
1 stop7h 24m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$309
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Fri 12/18
8:07 pm-12:58 am
3 stops26h 21m
St John's
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$503
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Fri 12/11
12:15 pm-12:58 am
2 stops10h 13m
St John's
Mon 12/14
6:00 am-11:35 am
2 stops8h 05m
$627
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Mon 11/16
12:15 pm-12:59 am
2 stops10h 14m
St John's
Sat 11/21
2:30 pm-7:41 pm
1 stop7h 41m
$657
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sat 10/17
3:45 pm-1:46 am
1 stop7h 31m
St John's
Mon 10/19
1:35 pm-7:48 pm
1 stop8h 43m
$661
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 10/28
1:57 pm-11:26 pm
1 stop6h 59m
St John's
Thu 11/5
5:00 am-11:57 am
1 stop9h 27m
$672
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sat 11/21
4:30 pm-1:41 am
1 stop6h 41m
St John's
Sat 11/28
6:00 am-1:13 pm
1 stop9h 43m
$672
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Fri 11/20
6:20 pm-12:59 am
2 stops28h 09m
St John's
Fri 11/27
2:30 pm-7:41 pm
1 stop7h 41m
$743
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 10/28
7:15 am-1:30 pm
3 stops27h 45m
St John's
Thu 11/5
6:00 am-5:40 pm
2 stops14h 10m
$775
Showing 1-10 of 21 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 October.
| 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.
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Estimated round-trip price
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Cheapflights Insights
Everything you need to know about your flight from Chicago to St. John's
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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 October 10, 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.
Boarding
7.3
Overall
7.1
Entertainment
6.8
Crew
7.8
Food
6.3
Comfort
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Boarding
7.3
Overall
7.1
Entertainment
6.8
Crew
7.8
Food
6.3
Comfort
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Related info for your journey
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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 October 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$533 | Average$715 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$614 | Average$786 | FlexibilityNo cancel fee | On-time69% |