$192+ Cheap flights from Chicago (CHI) to St. John's (YYT)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Sep 8 — Sep 151
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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Best
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One-way
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 August 9, 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 August 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
2 stops10h 40m
Thu 9/103:00 pm -
1 stop26h 05m
Deal found 8/8![Multiple Airlines logo]()
$434
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Mytrip deal was found by Cheapflights users on 8/8. 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.
Wed 9/911:45 am -
2 stops10h 40m
Thu 9/106:00 am -
2 stops11h 05m
Deal found 8/8![Porter Airlines logo]()
$498
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:15 pm -
1 stop6h 36m
Mon 9/78:30 am -
1 stop8h 55m
Deal found 8/6![Air Canada logo]()
$554
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:45 pm -
1 stop7h 31m
Sun 9/208:30 am -
1 stop8h 55m
Deal found 8/7![Air Canada logo]()
$584
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:15 pm -
1 stop6h 36m
Sat 9/128:30 am -
1 stop8h 55m
Deal found 8/8![Air Canada logo]()
$599
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:15 pm -
1 stop6h 36m
Mon 9/215:40 pm -
1 stop6h 55m
Deal found 8/7![Air Canada logo]()
$610
This Porter Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
2 stops10h 40m
Sat 9/196:00 am -
2 stops11h 05m
Deal found 8/8![Porter Airlines logo]()
$613
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
2 stops13h 00m
Sat 9/263:00 pm -
1 stop7h 18m
Deal found 8/5![Multiple Airlines logo]()
$619
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
This Fareboom deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
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 August 9, 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 August 9, 2026.
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:45 pm -
1 stop7h 31m
Sun 9/205:35 am -
2 stops10h 16m
Deal found 8/7![Air Canada logo]()
$675
This oojo deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 pm -
1 stop10h 45m
Sat 8/297:35 am -
1 stop11h 35m
Deal found 8/7![WestJet logo]()
$720
This Mytrip deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
2 stops10h 40m
Thu 9/106:00 am -
2 stops11h 05m
Deal found 8/8![Porter Airlines logo]()
$498
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:03 am -
1 stop12h 22m
Wed 9/236:00 am -
2 stops10h 50m
Deal found 8/5![Multiple Airlines logo]()
$660
This Porter Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
2 stops10h 40m
Sat 9/196:00 am -
2 stops11h 05m
Deal found 8/7![Porter Airlines logo]()
$613
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:40 pm -
1 stop26h 36m
Sun 9/205:35 am -
2 stops10h 16m
Deal found 8/8![Air Canada logo]()
$698
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
This Fareboom deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
This Porter Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:30 pm -
2 stops25h 55m
Wed 9/238:45 am -
2 stops10h 03m
Deal found 8/6![Porter Airlines logo]()
$646
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:03 am -
1 stop7h 32m
Sat 9/266:00 am -
2 stops16h 00m
Deal found 8/5![Porter Airlines logo]()
$656
Last-minute flights from Chicago to St. John'sDiscover last-minute flight deals from Chicago to St. John's. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to St. John's. Data last updated August 9, 2026 and is based on user searches.
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:25 am -
2 stops10h 00m
Wed 9/26:05 am -
2 stops11h 00m
Deal found 8/5![Porter Airlines logo]()
$633
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:15 pm -
1 stop6h 36m
Mon 9/78:30 am -
1 stop8h 55m
Deal found 8/6![Air Canada logo]()
$554
This Fareboom deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:45 am -
2 stops10h 40m
Mon 9/76:05 am -
2 stops11h 00m
Deal found 8/6![Porter Airlines logo]()
$634
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:15 pm -
1 stop6h 36m
Sat 9/128:30 am -
1 stop8h 55m
Deal found 8/8![Air Canada logo]()
$599
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:45 pm -
1 stop7h 31m
Sun 9/208:30 am -
1 stop8h 55m
Deal found 8/7![Air Canada logo]()
$584
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
2 stops10h 40m
Thu 9/103:00 pm -
1 stop26h 05m
Deal found 8/8![Multiple Airlines logo]()
$434
This Mytrip deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
2 stops10h 40m
Thu 9/106:00 am -
2 stops11h 05m
Deal found 8/8![Porter Airlines logo]()
$498
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am -
2 stops10h 40m
Mon 9/216:00 am -
2 stops11h 05m
Deal found 8/6![Porter Airlines logo]()
$486
This Air Canada deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:15 pm -
1 stop6h 36m
Mon 9/215:40 pm -
1 stop6h 55m
Deal found 8/7![Air Canada logo]()
$610
This Porter Airlines deal was found by Cheapflights users on 8/8. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
2 stops10h 40m
Sat 9/196:00 am -
2 stops11h 05m
Deal found 8/8![Porter Airlines logo]()
$613
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Sat 9/266:00 am -
2 stops11h 05m
Deal found 8/5![Multiple Airlines logo]()
$534
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:25 am -
2 stops13h 00m
Sat 9/263:00 pm -
1 stop7h 18m
Deal found 8/5![Multiple Airlines logo]()
$619
One-way flights from Chicago to 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 August 9, 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 August 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
2 stops10h 40m
Deal found 8/8![Porter Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:20 pm -
2 stops31h 05m
Deal found 8/4![Porter Airlines logo]()
$204
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:45 pm -
1 stop7h 31m
Deal found 8/8![Air Canada logo]()
$278
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:03 am -
1 stop7h 32m
Deal found 8/5![Porter Airlines logo]()
$282
This Porter Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am -
2 stops10h 40m
Deal found 8/5![Porter Airlines logo]()
$297
This Air Canada deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:15 pm -
1 stop6h 36m
Deal found 8/4![Air Canada logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
3 stops15h 14m
Deal found 8/4![Multiple Airlines logo]()
$322
This United deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:55 am -
2 stops12h 08m
Deal found 8/8![Multiple Airlines logo]()
$332
This Fareboom deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:45 am -
1 stop8h 40m
Deal found 8/8![Multiple Airlines logo]()
$383
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 August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $434 (Kiwi.com) |
One-way from | $192 (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 2,558,603 searches. Data last updated August 9, 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
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Mon 9/14
11:45 am-12:55 am
2 stops10h 40m
St John's
Mon 9/21
6:00 am-2:35 pm
2 stops11h 05m
$486
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Wed 9/9
11:45 am-12:55 am
2 stops10h 40m
St John's
Thu 9/10
6:00 am-2:35 pm
2 stops11h 05m
$498
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Sat 9/19
11:45 am-12:55 am
2 stops10h 40m
St John's
Sat 9/26
6:00 am-2:35 pm
2 stops11h 05m
$534
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Tue 9/15
11:45 am-12:55 am
2 stops10h 40m
St John's
Sat 9/19
6:00 am-2:35 pm
2 stops11h 05m
$613
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Mon 8/31
10:25 am-10:55 pm
2 stops10h 00m
St John's
Wed 9/2
6:05 am-2:35 pm
2 stops11h 00m
$633
ChicagoSt. John's
MDW Chicago Midway - YYT St John's
MDWYYT
Chicago Midway
Wed 9/2
11:45 am-12:55 am
2 stops10h 40m
St John's
Mon 9/7
6:05 am-2:35 pm
2 stops11h 00m
$634
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 9/16
8:30 pm-12:55 am
2 stops25h 55m
St John's
Wed 9/23
8:45 am-4:18 pm
2 stops10h 03m
$646
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sat 9/19
8:03 am-6:05 pm
1 stop7h 32m
St John's
Sat 9/26
6:00 am-7:30 pm
2 stops16h 00m
$656
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Wed 9/16
8:03 am-10:55 pm
1 stop12h 22m
St John's
Wed 9/23
6:00 am-2:20 pm
2 stops10h 50m
$660
Quickest round-trip
ChicagoSt. John's
ORD Chicago O'Hare Intl - YYT St John's
ORDYYT
Chicago O'Hare Intl
Sun 9/6
3:45 pm-1:46 am
1 stop7h 31m
St John's
Sun 9/20
5:35 am-1:21 pm
2 stops10h 16m
$675
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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
MDW-YYT
ORD-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
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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 August 9, 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
Entertainment
6.8
Comfort
7.1
Food
6.3
Overall
7.1
Crew
7.8
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Boarding
7.3
Entertainment
6.8
Comfort
7.1
Food
6.3
Overall
7.1
Crew
7.8
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Related info for your journey
Find useful and relevant information for your journey from Chicago to 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 2,558,603 searches. Data last updated August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$546 | Average$716 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$614 | Average$786 | FlexibilityNo cancel fee | On-time69% |