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St. John's

$262+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap flight deals from Chicago to St. John's

Cheapest flights from Chicago to St. John's
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 February 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/104:18 pm
ORD
-
YYT
2 stops30h 12m
Multiple Airlines
Mon 3/163:35 pm
YYT
-
ORD
1 stop10h 33m
Multiple Airlines
Deal found 2/9$379
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/2310:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Tue 5/266:55 pm
YYT
-
MDW
1 stop17h 15m
Porter Airlines
Deal found 2/10$428
This Gotogate deal was found by Cheapflights users on 2/10. 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.
Thu 5/2110:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Mon 5/256:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/10$468
This Mytrip deal was found by Cheapflights users on 2/9. 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 3/108:16 pm
ORD
-
YYT
3 stops26h 14m
Multiple Airlines
Wed 3/186:20 am
YYT
-
ORD
3 stops20h 32m
Multiple Airlines
Deal found 2/9$498
This Gotogate deal was found by Cheapflights users on 2/9. 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.
Sun 8/3010:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Fri 9/46:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/9$499
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/2210:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Mon 5/256:55 pm
YYT
-
MDW
1 stop24h 25m
Porter Airlines
Deal found 2/10$500
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/2310:25 am
MDW
-
YYT
1 stop10h 00m
Multiple Airlines
Tue 5/266:55 pm
YYT
-
MDW
1 stop17h 15m
Multiple Airlines
Deal found 2/10$511
This Mytrip deal was found by Cheapflights users on 2/10. 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 3/106:51 pm
ORD
-
YYT
3 stops27h 39m
Multiple Airlines
Tue 3/176:20 am
YYT
-
ORD
3 stops20h 32m
Multiple Airlines
Deal found 2/10$528
This Air Canada deal was found by Cheapflights users on 2/8. 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 2/253:35 pm
ORD
-
YYT
1 stop7h 06m
Air Canada
Thu 2/265:00 am
YYT
-
ORD
1 stop17h 15m
Air Canada
Deal found 2/8$530
This Air Canada deal was found by Cheapflights users on 2/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:05 am
ORD
-
YYT
2 stops9h 53m
Air Canada
Tue 7/75:30 am
YYT
-
ORD
2 stops10h 10m
Air Canada
Deal found 2/9$536
This Air Canada deal was found by Cheapflights users on 2/10. 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 3/108:00 am
ORD
-
YYT
1 stop6h 44m
Air Canada
Tue 3/175:05 am
YYT
-
ORD
1 stop8h 43m
Air Canada
Deal found 2/10$541
This Air Canada deal was found by Cheapflights users on 2/11. 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 5/158:45 am
ORD
-
YYT
2 stops8h 28m
Air Canada
Mon 5/185:20 am
YYT
-
ORD
2 stops10h 35m
Air Canada
Deal found 2/11$545

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$379
(Kiwi.com)

One-way from

$262
(Air Canada)
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
Search Deals
From Chicago (CHI) to St John's
Search Deals
One-way flight from Chicago (CHI) to St John's
Search Deals

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 February 11, 2026.
Use the filters below to find and compare flights from Chicago to St. John's that are best for you.

Fly from

Chicago

Fly to

St. John's

Route

Depart

Return

Price

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/10

4:18 pm-1:00 am

2 stops30h 12m

St John's

Mon 3/16

3:35 pm-11:38 pm

1 stop10h 33m

$379

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 5/23

10:25 am-12:51 am

2 stops11h 56m

St John's

Tue 5/26

6:55 pm-9:40 am

1 stop17h 15m

$428

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 5/22

10:25 am-12:51 am

2 stops11h 56m

St John's

Mon 5/25

6:55 pm-4:50 pm

1 stop24h 25m

$500

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 5/23

10:25 am-10:55 pm

1 stop10h 00m

St John's

Tue 5/26

6:55 pm-9:40 am

1 stop17h 15m

$511

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/10

6:51 pm-1:00 am

3 stops27h 39m

St John's

Tue 3/17

6:20 am-12:22 am

3 stops20h 32m

$528

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 2/25

3:35 pm-1:11 am

1 stop7h 06m

St John's

Thu 2/26

5:00 am-7:45 pm

1 stop17h 15m

$530

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 6/30

8:45 am-7:43 pm

2 stops8h 28m

St John's

Tue 7/7

1:15 pm-8:05 pm

1 stop9h 20m

$536

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 7/28

8:45 am-5:10 pm

1 stop5h 55m

St John's

Thu 8/6

5:30 am-10:16 am

1 stop7h 16m

$536

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 5/16

8:45 am-5:11 pm

1 stop5h 56m

St John's

Tue 5/19

1:15 pm-8:08 pm

1 stop9h 23m

$536

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 5/22

5:35 pm-10:55 pm

1 stop26h 50m

St John's

Mon 5/25

6:55 pm-9:40 am

1 stop17h 15m

$559

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 19 results
1
2
  • 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
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
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 February 11, 2026.
Read reviews from past customers who have flown United Airlines and 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.
United Airlines
7.4
Good
9,274 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,274 reviews
United Airlines
7.4
Good
9,274 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,708 reviews
United Airlines
7.4
Good
9,274 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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.

  • 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 7h 06m. 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, United Airlines ($225), and Air Canada ($498) 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

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to St. John's flights
St. Louis to St. John's flights
Midway to St. John's flights
O'Hare Intl to Deer Lake flights

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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$225Average$595FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$498Average$657FlexibilityNo cancel feeOn-time67%

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