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St. John's

$208+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$420
(Mytrip)

One-way from

$208
(Flightnetwork)

Popular in

December

Cheapest in

February

Average price

$760
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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Highest demand for flights based on searches. 14% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/2. 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 8/149:40 amMDW - YYT
2 stops12h 18mPorter Airlines
Thu 8/213:00 pmYYT - MDW
3 stops20h 15mPorter Airlines
Deal found 7/2$420
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 9/198:45 pmORD - YYT
2 stops25h 23mMultiple Airlines
Fri 9/267:10 amYYT - ORD
1 stop12h 03mMultiple Airlines
Deal found 7/2$434
This Flightnetwork deal was found by Cheapflights users on 7/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/158:40 amORD - YYT
1 stop6h 02mAir Canada
Fri 8/227:25 amYYT - ORD
2 stops10h 00mAir Canada
Deal found 7/1$436
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 8/143:35 pmORD - YYT
1 stop6h 33mUnited Airlines
Thu 8/215:00 amYYT - ORD
2 stops16h 20mUnited Airlines
Deal found 7/2$600
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Fri 8/159:40 amMDW - YYT
2 stops12h 18mMultiple Airlines
Fri 8/225:50 amYYT - MDW
2 stops13h 04mMultiple Airlines
Deal found 6/30$624
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/289:25 amMDW - YYT
2 stops11h 00mDelta
Mon 8/253:40 pmYYT - MDW
2 stops23h 18mDelta
Deal found 7/2$837
This WestJet deal was found by Cheapflights users on 7/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/410:26 amMDW - YYT
2 stops17h 24mWestJet
Sat 7/123:00 pmYYT - MDW
2 stops33h 12mWestJet
Deal found 7/1$1,365

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 July 3, 2025.
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

Thu 8/14

9:40 am-12:28 am

2 stops12h 18m

St John's

Thu 8/21

3:00 pm-8:45 am

3 stops20h 15m

$420

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 9/19

8:45 pm-12:38 am

2 stops25h 23m

St John's

Fri 9/26

7:10 am-4:43 pm

1 stop12h 03m

$434

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 8/15

8:40 am-5:12 pm

1 stop6h 02m

St John's

Fri 8/22

7:25 am-2:55 pm

2 stops10h 00m

$436

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 8/14

3:35 pm-12:38 am

1 stop6h 33m

St John's

Thu 8/21

5:00 am-6:50 pm

2 stops16h 20m

$600

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 8/15

9:40 am-12:28 am

2 stops12h 18m

St John's

Fri 8/22

5:50 am-4:24 pm

2 stops13h 04m

$624

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 7/28

9:25 am-10:55 pm

2 stops11h 00m

St John's

Mon 8/25

3:40 pm-12:28 pm

2 stops23h 18m

$837

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 8/15

9:40 am-12:28 am

2 stops12h 18m

$208

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 7/15

4:36 pm-12:28 am

2 stops29h 22m

$212

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 8/15

8:40 am-5:12 pm

1 stop6h 02m

$219

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 7/13

8:35 am-2:34 pm

1 stop27h 29m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 12 results
1
2

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

What is the cheapest time of day to fly from CHI to YYT?

Find hourly flight availability from Chicago to St. John's. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to St. John's at noon. If you’re flexible enough to do this you can expect to save up to 7% on your trip compared to booking a flight in the morning.

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 July 3, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and United Airlines 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.
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
298 reviews
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,970 reviews
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
United Airlines
7.4
Good
8,845 reviews
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,917 reviews
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Canada
7.1
Good
9,678 reviews
Porter Airlines
8.0
Very good
298 reviews

Crew

8.7

Food

7.7

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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.

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

    According to our current data, Porter Airlines ($420), Air Canada ($436), and United Airlines ($600) offers the cheapest pricing from Chicago to St. John's. You may be able to fly from Chicago to St. John's for 37% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to St. John's one-way?

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as $208. Users have also found prices from $219 and $315 on Air Canada and United Airlines, respectively.

  • 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.

  • What is the cheapest month to book a flight from Chicago to St. John's?

    Currently, January is the cheapest month in which you can book a flight from Chicago to St. John's (average of $464). Flying from Chicago to St. John's in December is currently the most expensive (average of $641). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$489Average$595FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$498Average$685FlexibilityNo cancel feeOn-time67%

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