St. John's

$255+ Cheap flights from Chicago (CHI) to St. John's (ANU)

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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANU
Apr 20 — Apr 271
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to St. John's V.C. Bird Intl are usually found in September or November, booked 9 days in advance, depart on a Tuesday or Wednesday and return on a Monday

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 (ANU). 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 April 15, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$394
(Priceline)

One-way from

$291
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$675
Provider with most accurate pricing for Chicago (CHI)-St. John's V.C. Bird Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-St. John's V.C. Bird Intl flights.
From Chicago (CHI) to St. John's V.C. Bird Intl
One-way flight from Chicago (CHI) to St. John's V.C. Bird Intl
Highest demand for flights based on searches. 7% potential increase in price ($64 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 15, 2025.

This Priceline deal was found by Cheapflights users on 4/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/91:19 pmMDW - ANU
2 stops22h 13mFrontier
Sat 5/171:42 pmANU - MDW
2 stops35h 12mFrontier
Deal found 4/13$394
This Air Canada deal was found by Cheapflights users on 4/15. 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 6/282:00 pmORD - ANU
1 stop23h 15mAir Canada
Sun 7/63:15 pmANU - ORD
1 stop22h 38mAir Canada
Deal found 4/15$574
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/315:30 amORD - ANU
1 stop7h 45mDelta
Sat 6/73:30 pmANU - ORD
1 stop8h 47mDelta
Deal found 4/15$649
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/26:50 pmORD - ANU
1 stop17h 50mAmerican Airlines
Thu 11/64:55 pmANU - ORD
1 stop8h 59mAmerican Airlines
Deal found 4/15$661
This Mytrip deal was found by Cheapflights users on 4/15. 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 5/1811:30 amORD - ANU
2 stops29h 25mMultiple Airlines
Sun 5/252:05 pmANU - ORD
1 stop19h 45mMultiple Airlines
Deal found 4/15$830
This Delta deal was found by Cheapflights users on 4/13. 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.
Sat 7/266:00 amMDW - ANU
1 stop7h 40mDelta
Sat 8/24:00 pmANU - MDW
2 stops17h 40mDelta
Deal found 4/13$853
This WestJet deal was found by Cheapflights users on 4/13. 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.
Sat 5/109:20 amMDW - ANU
2 stops27h 50mWestJet
Sun 5/183:05 pmANU - MDW
2 stops31h 23mWestJet
Deal found 4/13$3,530

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 April 15, 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 - ANU

MDWANU

Chicago Midway

Fri 5/9

1:19 pm-12:32 pm

2 stops22h 13m

St. John's V.C. Bird Intl

Sat 5/17

1:42 pm-11:54 pm

2 stops35h 12m

$394

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 6/28

2:00 pm-2:15 pm

1 stop23h 15m

St. John's V.C. Bird Intl

Sun 7/6

3:15 pm-12:53 pm

1 stop22h 38m

$574

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 5/31

5:30 am-2:15 pm

1 stop7h 45m

St. John's V.C. Bird Intl

Sat 6/7

3:30 pm-11:17 pm

1 stop8h 47m

$649

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 6/11

6:55 pm-2:30 pm

1 stop18h 35m

St. John's V.C. Bird Intl

Tue 6/17

5:21 pm-9:16 am

1 stop16h 55m

$686

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 5/18

11:30 am-5:55 pm

2 stops29h 25m

St. John's V.C. Bird Intl

Sun 5/25

2:05 pm-8:50 am

1 stop19h 45m

$830

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 5/10

9:20 am-2:10 pm

2 stops27h 50m

St. John's V.C. Bird Intl

Sun 5/18

3:05 pm-9:28 pm

2 stops31h 23m

$3,530

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 5/31

3:35 pm-1:05 pm

2 stops20h 30m

$255

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 7/12

6:00 am-2:40 pm

1 stop7h 40m

$358

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Mon 5/12

5:05 am-5:25 pm

2 stops11h 20m

$380

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Mon 5/12

7:16 pm-2:06 pm

1 stop17h 50m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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, Saint John flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-St. John's, Saint John flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-St. John's, Saint John flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-St. John's, Saint John flights, Cheapflights users trust AranGrant the most. AranGrant 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, Saint John 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

How far ahead should I book a flight from Chicago to St. John's, Saint John?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to St. John's. Price data was last updated on April 11, 2025.

The price you pay for your flight from Chicago to St. John's, Saint John may vary depending on when you book. For the best chance of a lower fare, look to book 6 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $500). Flying from Chicago to St. John's, Saint John in June is currently the most expensive (average of $651). 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.

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

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 April 15, 2025.

It’s optimal to fly from Chicago to St. John's, Saint John at noon. By choosing this option you can save up to 7% on the cost of your flight, compared to 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 April 15, 2025.
See what other customers who have flown with Delta, American Airlines and WestJet from Chicago to St. John's have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    Most people fly into St. John's V.C. Bird Intl (ANU) if they book a flight to St. John's from Chicago. On average, V.C. Bird Intl has 0 inbound flights from Chicago per day from 1 airline. St. John's V.C. Bird Intl is conveniently located just 3.8 mi from St. John's’s city center.

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

    Frontier, at $394, was found to be the cheapest airline from Chicago to St. John's, Saint John.Alternate airlines to your destination round-trip include Delta and American Airlines. Frontier is 48% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $291. Users have also found prices from $358 and $434 on Delta and American 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, Saint John?

    Currently, August is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $500). Flying from Chicago to St. John's, Saint John in June is currently the most expensive (average of $651). 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.

Top airline flying from Chicago to St. John's

Discover the top airline 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$604Average$790FlexibilityNo cancel feeOn-time71%

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