St. John's

$521+ Cheap flights from Chicago (CHI) to St. John's (YYT)

CHI — YYT
Dec 8 — Dec 151
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Cheap flight deals from Chicago to St. John's

Cheapest flights from Chicago to St. John's

Mon 11/3012:15 pm -
2 stops10h 14m
Sat 12/57:00 am -
3 stops24h 31m
Deal found 11/5$618
Mon 12/1412:15 pm -
2 stops10h 13m
Thu 12/176:00 am -
2 stops14h 10m
Deal found 11/3$668
Wed 12/212:15 pm -
2 stops10h 13m
Wed 12/96:00 am -
2 stops14h 10m
Deal found 11/4$681
Wed 12/26:20 pm -
3 stops17h 44m
Wed 12/96:00 am -
2 stops14h 10m
Deal found 11/4$701
Mon 12/149:29 pm -
3 stops24h 59m
Thu 12/176:00 am -
2 stops14h 10m
Deal found 11/3$706
Mon 11/3012:15 pm -
2 stops10h 14m
Sat 12/52:30 pm -
1 stop7h 43m
Deal found 11/5$707
Wed 12/912:15 pm -
2 stops10h 13m
Sat 12/122:30 pm -
1 stop7h 43m
Deal found 11/2$735
Sat 12/1212:15 pm -
2 stops10h 13m
Sat 1/26:00 am -
2 stops13h 14m
Deal found 11/5$744
Wed 12/26:41 pm -
3 stops27h 47m
Wed 12/96:00 am -
3 stops14h 31m
Deal found 11/4$1,152
Sun 12/208:35 pm -
3 stops24h 19m
Sun 12/273:15 pm -
3 stops20h 04m
Deal found 11/5$1,334
Fri 12/181:11 pm -
3 stops20h 54m
Fri 12/253:15 pm -
3 stops22h 18m
Deal found 11/3$1,421
Fri 11/135:29 pm -
2 stops17h 36m
Mon 11/163:15 pm -
3 stops21h 01m
Deal found 11/3$1,501

Find flight deals from Chicago to St. John's

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$618
(Mytrip)

One-way from

$521
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
From Chicago (CHI) to St John's
One-way flight from Chicago (CHI) to St John's

Cheapflights Fare Finder

 
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

Price

Cheapest round-trip
Quickest round-trip

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Fri 11/13

8:45 pm-1:35 pm

1 stop14h 20m

St John's

Wed 12/31

12:00 am-9:30 pm

Nonstop0h 00m

$534

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/9

12:15 pm-12:58 am

2 stops10h 13m

St John's

Sat 12/12

2:30 pm-7:43 pm

1 stop7h 43m

$735

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 1/13

6:20 pm-2:44 pm

3 stops17h 54m

St John's

Sat 1/16

6:00 am-5:30 pm

2 stops14h 00m

$738

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Sat 12/12

12:15 pm-12:58 am

2 stops10h 13m

St John's

Sat 1/2

6:00 am-4:44 pm

2 stops13h 14m

$744

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/2

12:50 pm-11:31 pm

1 stop8h 11m

St John's

Wed 12/9

2:20 pm-7:58 pm

1 stop8h 08m

$765

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 1/18

6:20 pm-2:44 pm

1 stop17h 54m

St John's

Mon 1/25

6:00 am-11:30 am

2 stops8h 00m

$785

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/2

9:42 am-11:24 pm

2 stops11h 12m

St John's

Wed 12/9

2:30 pm-2:42 pm

1 stop26h 42m

$815

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 1/18

4:30 pm-1:41 am

1 stop6h 41m

St John's

Mon 1/25

2:20 pm-7:58 pm

1 stop8h 08m

$853

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Sun 12/20

12:15 pm-12:58 am

2 stops10h 13m

St John's

Sun 12/27

6:00 am-5:40 pm

2 stops14h 10m

$853

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 11/23

12:15 pm-12:59 am

2 stops10h 14m

St John's

Sat 11/28

2:30 pm-7:41 pm

1 stop7h 41m

$853

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from Chicago to St. John's

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago to St. John's

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing St. John's

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.

Entertainment

6.8

Boarding

7.3

Crew

7.8

Food

6.3

Comfort

7.1

Overall

7.1

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

PDX - YVR

1 of the flight attendant could have been more friendly. She didn’t seem happy to be working. The food was terrible.

Entertainment

6.8

Boarding

7.3

Crew

7.8

Food

6.3

Comfort

7.1

Overall

7.1

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

PDX - YVR

1 of the flight attendant could have been more friendly. She didn’t seem happy to be working. The food was terrible.

Related info for your journey

  • What airport do you fly into for flights to St. John's from Chicago?

    For a flight from Chicago to St. John's, you will be flying into St John's. St John's (YYT) is just 4.2 mi from the center of the city. St John's is the only St. John's airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to St John's from Chicago on a regular basis.

  • How long is the flight from Chicago to St. John's?

    Departing from Chicago to St. John's will take you 8h 11m. The distance from Chicago to St. John's is about 1750 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to St. John's round-trip?

    According to our current data, Air Canada ($533), and United Airlines ($614) offers the cheapest pricing from Chicago to St. John's.

  • Can I find deals for flights from Chicago to St. John's that include hotel bookings?

    Yes. In addition to deals on Chicago to St. John's flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to St. John's?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to St. John's.

  • Can I find deals for business class flights from Chicago to St. John's?

    Yes. Cheapflights offers flight deals from Chicago to St. John's by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to St. John's

Top 2 airlines flying from Chicago to St. John's

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$533Average$715FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$614Average$791FlexibilityNo cancel feeOn-time69%

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