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St. John's

$146+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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 August 21, 2025.

Round-trip from

$395
(Kiwi.com)

One-way from

$146
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$781
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. 15% potential increase in price ($122 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/99:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Tue 10/146:00 amYYT - MDW
1 stop12h 54mPorter Airlines
Deal found 8/20$395
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/109:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Mon 10/136:25 pmYYT - MDW
1 stop16h 44mPorter Airlines
Deal found 8/20$396
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/95:20 pmMDW - YYT
1 stop16h 27mPorter Airlines
Mon 10/136:25 pmYYT - MDW
1 stop16h 44mPorter Airlines
Deal found 8/20$407
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/105:20 pmMDW - YYT
1 stop16h 27mPorter Airlines
Tue 10/146:25 pmYYT - MDW
1 stop16h 44mPorter Airlines
Deal found 8/20$408
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/41:40 pmORD - YYT
2 stops14h 10mWestJet
Sat 10/117:10 amYYT - ORD
1 stop12h 03mWestJet
Deal found 8/20$458
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/255:30 pmORD - YYT
1 stop34h 20mMultiple Airlines
Mon 9/293:40 pmYYT - ORD
1 stop27h 02mMultiple Airlines
Deal found 8/20$459
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/58:49 pmORD - YYT
1 stop15h 11mMultiple Airlines
Sun 10/123:00 pmYYT - ORD
2 stops52h 57mMultiple Airlines
Deal found 8/21$466
This Mytrip deal was found by Cheapflights users on 8/20. 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.
Sat 10/45:05 amORD - YYT
3 stops17h 03mMultiple Airlines
Sat 10/117:10 amYYT - ORD
1 stop12h 03mMultiple Airlines
Deal found 8/20$479
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/95:30 pmORD - YYT
1 stop34h 20mMultiple Airlines
Tue 10/146:00 amYYT - ORD
2 stops13h 57mMultiple Airlines
Deal found 8/20$486
This Mytrip deal was found by Cheapflights users on 8/20. 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.
Sat 10/49:35 amMDW - YYT
2 stops12h 33mMultiple Airlines
Sat 10/116:00 amYYT - MDW
2 stops14h 13mMultiple Airlines
Deal found 8/20$517
This Air Canada deal was found by Cheapflights users on 8/20. 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 10/98:40 amORD - YYT
2 stops11h 13mAir Canada
Tue 10/147:15 pmYYT - ORD
2 stops15h 15mAir Canada
Deal found 8/20$522
This Mytrip deal was found by Cheapflights users on 8/21. 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.
Sun 10/59:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Sun 10/122:55 pmYYT - MDW
3 stops20h 14mPorter Airlines
Deal found 8/21$528

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 August 21, 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 10/9

9:35 am-12:38 am

2 stops12h 33m

St John's

Tue 10/14

6:00 am-4:24 pm

1 stop12h 54m

$395

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 10/9

9:35 am-12:38 am

2 stops12h 33m

St John's

Mon 10/13

6:25 pm-8:39 am

1 stop16h 44m

$395

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 10/10

9:35 am-12:38 am

2 stops12h 33m

St John's

Mon 10/13

6:25 pm-8:39 am

1 stop16h 44m

$396

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 10/10

9:35 am-12:38 am

2 stops12h 33m

St John's

Tue 10/14

6:25 pm-8:39 am

1 stop16h 44m

$396

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 10/4

1:40 pm-6:20 am

2 stops14h 10m

St John's

Sat 10/11

7:10 am-4:43 pm

1 stop12h 03m

$458

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 9/25

5:30 pm-6:20 am

1 stop34h 20m

St John's

Mon 9/29

3:40 pm-4:12 pm

1 stop27h 02m

$459

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sun 10/5

8:49 pm-2:30 pm

1 stop15h 11m

St John's

Sun 10/12

3:00 pm-5:27 pm

2 stops52h 57m

$466

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 10/4

5:05 am-12:38 am

3 stops17h 03m

St John's

Sat 10/11

7:10 am-4:43 pm

1 stop12h 03m

$479

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 10/9

5:30 pm-6:20 am

1 stop34h 20m

St John's

Tue 10/14

6:00 am-5:27 pm

2 stops13h 57m

$486

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 10/4

9:35 am-12:38 am

2 stops12h 33m

St John's

Sat 10/11

6:00 am-5:43 pm

2 stops14h 13m

$517

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 23 results
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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 August 21, 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.

How much does it cost to fly round-trip from Chicago to St. John's?

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 August 21, 2025.
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
8,930 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,930 reviews
United Airlines
7.4
Good
8,930 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,930 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 12h 33m. The distance from Chicago to St. John's is about 1748 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 ($489), and Air Canada ($498) offers the cheapest pricing from Chicago to St. John's. You may be able to fly from Chicago to St. John's for 26% 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 $146. Users have also found prices from $234 and $270 on Air Canada and Delta, 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
Midway to St. John's flights
O'Hare Intl to Deer Lake flights
St. Louis to St. John's 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$489Average$624FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$498Average$673FlexibilityNo cancel feeOn-time67%

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