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St. John's

$231+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This Gotogate deal was found by Cheapflights users on 1/25. 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 7/149:40 am
MDW
-
YYT
2 stops12h 18m
Porter Airlines
Sun 7/196:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 1/25$548
This Gotogate deal was found by Cheapflights users on 1/25. 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 7/149:40 am
MDW
-
YYT
2 stops12h 18m
Porter Airlines
Tue 7/216:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 1/25$550
This Air Canada deal was found by Cheapflights users on 1/26. 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 5/83:50 pm
ORD
-
YYT
1 stop7h 18m
Air Canada
Tue 5/128:30 am
YYT
-
ORD
1 stop8h 55m
Air Canada
Deal found 1/26$556
This Air Canada deal was found by Cheapflights users on 1/27. 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 5/12:15 pm
ORD
-
YYT
1 stop6h 38m
Air Canada
Wed 5/68:30 am
YYT
-
ORD
1 stop8h 55m
Air Canada
Deal found 1/27$557
This Mytrip deal was found by Cheapflights users on 1/25. 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 4/811:00 am
MDW
-
YYT
2 stops11h 31m
Porter Airlines
Fri 4/176:20 am
YYT
-
MDW
2 stops11h 30m
Porter Airlines
Deal found 1/25$559
This FlightHub deal was found by Cheapflights users on 1/26. 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.
Fri 5/88:12 am
ORD
-
YYT
1 stop7h 18m
Porter Airlines
Tue 5/126:05 am
YYT
-
ORD
2 stops10h 45m
Porter Airlines
Deal found 1/26$588
This Mytrip deal was found by Cheapflights users on 1/25. 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 3/511:00 am
MDW
-
YYT
2 stops11h 30m
Porter Airlines
Sun 3/86:00 am
YYT
-
MDW
2 stops11h 50m
Porter Airlines
Deal found 1/25$606
This Air Canada deal was found by Cheapflights users on 1/26. 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 6/248:45 am
ORD
-
YYT
2 stops8h 28m
Air Canada
Mon 6/297:30 am
YYT
-
ORD
2 stops9h 55m
Air Canada
Deal found 1/26$609
This oojo deal was found by Cheapflights users on 1/25. 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.
Tue 7/2810:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 8/26:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 1/25$623
This oojo deal was found by Cheapflights users on 1/26. 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.
Wed 7/2910:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 8/26:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 1/26$639
This Air Canada deal was found by Cheapflights users on 1/25. 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.
Thu 3/58:00 am
ORD
-
YYT
1 stop6h 44m
Air Canada
Sun 3/86:35 am
YYT
-
ORD
1 stop8h 56m
Air Canada
Deal found 1/25$643
This Air Canada deal was found by Cheapflights users on 1/26. 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 6/3010:45 am
ORD
-
YYT
2 stops10h 13m
Air Canada
Tue 7/75:30 am
YYT
-
ORD
2 stops10h 10m
Air Canada
Deal found 1/26$649

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$548
(Gotogate)

One-way from

$231
(Mytrip)
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 January 27, 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

MDW - YYT

MDWYYT

Chicago Midway

Tue 7/14

9:40 am-12:28 am

2 stops12h 18m

St John's

Sun 7/19

6:05 am-4:50 pm

2 stops13h 15m

$548

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 7/14

9:40 am-12:28 am

2 stops12h 18m

St John's

Tue 7/21

6:05 am-4:50 pm

2 stops13h 15m

$550

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 5/8

3:50 pm-1:38 am

1 stop7h 18m

St John's

Tue 5/12

8:30 am-2:55 pm

1 stop8h 55m

$556

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 5/1

2:15 pm-11:23 pm

1 stop6h 38m

St John's

Wed 5/6

8:30 am-2:55 pm

1 stop8h 55m

$557

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 4/8

11:00 am-1:01 am

2 stops11h 31m

St John's

Fri 4/17

6:20 am-3:20 pm

2 stops11h 30m

$559

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 5/8

8:12 am-6:00 pm

1 stop7h 18m

St John's

Tue 5/12

6:05 am-2:20 pm

2 stops10h 45m

$588

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 3/5

11:00 am-1:00 am

2 stops11h 30m

St John's

Sun 3/8

6:00 am-3:20 pm

2 stops11h 50m

$606

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 6/24

8:45 am-5:10 pm

1 stop5h 55m

St John's

Mon 6/29

5:30 am-9:51 am

1 stop6h 51m

$609

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 5/8

10:25 am-12:51 am

2 stops11h 56m

St John's

Tue 5/12

6:05 am-4:50 pm

2 stops13h 15m

$698

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 2/9

11:05 am-1:01 am

2 stops11h 26m

St John's

Fri 2/13

6:15 am-11:55 am

2 stops32h 10m

$894

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 13 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 January 27, 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
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

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
9,205 reviews
United Airlines
7.4
Good
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

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
10,660 reviews
United Airlines
7.4
Good
9,205 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

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 18m. 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 ($496) 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
Midway to St. John's flights
St. Louis 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$225Average$594FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$496Average$667FlexibilityNo cancel feeOn-time67%

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