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St. John's

$197+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
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Cheap 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 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$466
(Air Canada)

One-way from

$220
(Air Canada)
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
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From Chicago (CHI) to St John's
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One-way flight from Chicago (CHI) to St John's
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Find 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 6, 2026.

This Air Canada deal was found by Cheapflights users on 1/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:15 amORD - YYT
2 stops10h 30mAir Canada
Wed 2/115:05 amYYT - ORD
1 stop8h 31mAir Canada
Deal found 1/5$496
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Sun 1/186:01 pmMDW - YYT
1 stop17h 57mMultiple Airlines
Wed 1/216:00 amYYT - MDW
2 stops30h 40mMultiple Airlines
Deal found 1/4$505
This Air Canada deal was found by Cheapflights users on 1/6. 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.
Tue 6/308:45 amORD - YYT
1 stop5h 55mAir Canada
Tue 7/75:30 amYYT - ORD
2 stops10h 10mAir Canada
Deal found 1/6$548
This Air Canada deal was found by Cheapflights users on 1/6. 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 6/248:45 amORD - YYT
1 stop5h 55mAir Canada
Mon 6/298:25 pmYYT - ORD
2 stops15h 56mAir Canada
Deal found 1/6$577
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Wed 4/296:59 pmORD - YYT
2 stops25h 26mWestJet
Fri 5/297:10 amYYT - ORD
1 stop12h 03mWestJet
Deal found 1/4$608
This United Airlines deal was found by Cheapflights users on 1/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:13 pmORD - YYT
2 stops17h 27mUnited Airlines
Sat 7/185:30 amYYT - ORD
1 stop6h 51mUnited Airlines
Deal found 1/5$622
This United Airlines deal was found by Cheapflights users on 1/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/123:40 pmORD - YYT
1 stop6h 25mUnited Airlines
Sat 7/181:15 pmYYT - ORD
2 stops12h 27mUnited Airlines
Deal found 1/5$628
This deal was found by Cheapflights users on 1/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:45 amORD - YYT
1 stop5h 56mAir Canada
Sun 5/318:30 amYYT - ORD
1 stop7h 25mAir Canada
Deal found 1/4$635
This Gotogate deal was found by Cheapflights users on 1/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1811:00 amMDW - YYT
2 stops11h 31mPorter Airlines
Wed 1/216:00 amYYT - MDW
2 stops30h 35mPorter Airlines
Deal found 1/4$691
This Mytrip deal was found by Cheapflights users on 1/4. 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 4/2911:00 amMDW - YYT
2 stops9h 35mPorter Airlines
Fri 5/293:00 pmYYT - MDW
3 stops20h 15mPorter Airlines
Deal found 1/4$700
This Mytrip deal was found by Cheapflights users on 1/6. 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.
Thu 7/2311:15 amMDW - YYT
2 stops10h 43mPorter Airlines
Sun 7/263:00 pmYYT - MDW
3 stops21h 50mPorter Airlines
Deal found 1/6$732
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/239:40 amMDW - YYT
1 stop10h 45mMultiple Airlines
Sun 7/263:00 pmYYT - MDW
1 stop20h 15mMultiple Airlines
Deal found 1/6$745

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 6, 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

Sat 2/7

3:35 pm-1:11 am

1 stop7h 06m

St John's

Wed 2/11

5:05 am-11:06 am

1 stop8h 31m

$496

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sun 1/18

7:15 am-5:20 pm

1 stop7h 35m

St John's

Wed 1/21

5:05 am-11:06 am

1 stop8h 31m

$496

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 1/18

6:01 pm-2:28 pm

1 stop17h 57m

St John's

Wed 1/21

6:00 am-10:10 am

2 stops30h 40m

$505

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 1/18

11:00 am-1:01 am

2 stops11h 31m

St John's

Wed 1/21

6:00 am-10:05 am

2 stops30h 35m

$691

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 3/27

6:00 am-5:14 pm

2 stops8h 44m

St John's

Mon 3/30

5:25 am-10:08 am

1 stop7h 13m

$709

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 2/9

11:00 am-1:01 am

2 stops11h 31m

St John's

Fri 2/13

4:15 pm-11:50 am

2 stops22h 05m

$761

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 2/20

11:05 am-1:01 am

2 stops11h 26m

$197

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 2/20

3:35 pm-1:11 am

1 stop7h 06m

$220

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 2/20

10:00 am-1:11 am

2 stops12h 41m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-St. John's flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 6, 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
9,132 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,132 reviews
United Airlines
7.4
Good
9,132 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,597 reviews
United Airlines
7.4
Good
9,132 reviews

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 ($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 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$252Average$602FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$498Average$669FlexibilityNo cancel feeOn-time67%

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