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St. John's

$266+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANU
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
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 June 12, 2026.

This Orbitz deal was found by Cheapflights users on 6/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:30 pm
ORD
-
ANU
1 stop18h 40m
Air Canada
Fri 11/274:15 pm
ANU
-
ORD
1 stop20h 43m
Air Canada
Deal found 6/8$540
This Gotogate deal was found by Cheapflights users on 6/9. 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.
Fri 9/113:40 pm
ORD
-
ANU
2 stops45h 40m
Multiple Airlines
Fri 9/1812:15 pm
ANU
-
ORD
2 stops32h 33m
Multiple Airlines
Deal found 6/9$611
This Priceline deal was found by Cheapflights users on 6/11. 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.
Wed 7/86:30 pm
ORD
-
ANU
1 stop19h 07m
JetBlue
Tue 7/143:42 pm
ANU
-
ORD
1 stop18h 08m
JetBlue
Deal found 6/11$615
This Gotogate deal was found by Cheapflights users on 6/10. 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.
Fri 10/168:45 am
ORD
-
ANU
2 stops52h 35m
Multiple Airlines
Wed 10/2112:15 pm
ANU
-
ORD
2 stops26h 08m
Multiple Airlines
Deal found 6/10$618
This Gotogate deal was found by Cheapflights users on 6/9. 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.
Sat 9/125:35 pm
ORD
-
ANU
1 stop19h 45m
Multiple Airlines
Sat 9/198:45 am
ANU
-
ORD
2 stops25h 15m
Multiple Airlines
Deal found 6/9$624
This Gotogate deal was found by Cheapflights users on 6/9. 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.
Fri 9/113:40 pm
ORD
-
ANU
2 stops45h 40m
Multiple Airlines
Sat 9/194:30 pm
ANU
-
ORD
2 stops41h 30m
Multiple Airlines
Deal found 6/9$627
This Air Canada deal was found by Cheapflights users on 6/10. 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 11/183:55 pm
ORD
-
ANU
2 stops21h 15m
Air Canada
Thu 11/264:15 pm
ANU
-
ORD
2 stops20h 55m
Air Canada
Deal found 6/10$630
This Air Canada deal was found by Cheapflights users on 6/8. 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 9/198:40 pm
ORD
-
ANU
1 stop16h 40m
Multiple Airlines
Sat 9/268:45 am
ANU
-
ORD
2 stops25h 15m
Multiple Airlines
Deal found 6/8$632
This Expedia deal was found by Cheapflights users on 6/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:20 pm
ORD
-
ANU
2 stops42h 50m
Air Canada
Fri 11/274:15 pm
ANU
-
ORD
1 stop18h 45m
Air Canada
Deal found 6/11$634
This Delta deal was found by Cheapflights users on 6/10. 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 12/285:59 pm
MDW
-
ANU
2 stops18h 51m
Delta
Thu 12/314:05 pm
ANU
-
MDW
2 stops26h 17m
Delta
Deal found 6/10$767
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 12/246:00 am
MDW
-
ANU
1 stop6h 50m
Delta
Thu 12/314:05 pm
ANU
-
MDW
1 stop8h 05m
Delta
Deal found 6/10$802
This Delta deal was found by Cheapflights users on 6/10. 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 12/285:59 pm
MDW
-
ANU
2 stops18h 51m
Delta
Wed 12/304:05 pm
ANU
-
MDW
1 stop8h 05m
Delta
Deal found 6/10$827

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 (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 June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$540
(Orbitz)

One-way from

$266
(Travelocity)

Popular in

October

Cheapest in

February

Average price

$952
Provider with most accurate pricing for Chicago (CHI)-St. John's V.C. Bird Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-St. John's V.C. Bird Intl flights.
Search Deals
From Chicago (CHI) to St. John's V.C. Bird Intl
Search Deals
One-way flight from Chicago (CHI) to St. John's V.C. Bird Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 12, 2026.
Use the filters below to find and compare flights from Chicago to St. John's that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 11/18

3:55 pm-3:10 pm

2 stops21h 15m

St. John's V.C. Bird Intl

Thu 11/26

4:15 pm-11:10 am

2 stops20h 55m

$630

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 11/22

6:20 pm-3:10 pm

2 stops42h 50m

St. John's V.C. Bird Intl

Fri 11/27

4:15 pm-9:00 am

1 stop18h 45m

$634

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 12/5

4:00 pm-11:40 am

2 stops41h 40m

St. John's V.C. Bird Intl

Sat 12/12

4:15 pm-10:58 am

1 stop20h 43m

$680

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 8/21

8:58 pm-12:39 pm

2 stops14h 41m

St. John's V.C. Bird Intl

Wed 8/26

1:25 pm-11:30 pm

1 stop11h 05m

$685
Quickest round-trip

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 10/16

5:00 am-3:15 pm

1 stop9h 15m

St. John's V.C. Bird Intl

Wed 10/21

12:30 pm-9:22 pm

1 stop9h 52m

$720

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 8/2

5:07 am-4:22 pm

2 stops10h 15m

St. John's V.C. Bird Intl

Wed 8/12

1:25 pm-11:30 pm

1 stop11h 05m

$725

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 9/11

7:45 pm-12:59 pm

1 stop16h 14m

St. John's V.C. Bird Intl

Sat 9/19

2:05 pm-10:15 pm

1 stop9h 10m

$730

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 7/16

5:27 pm-2:37 pm

1 stop20h 10m

St. John's V.C. Bird Intl

Mon 7/20

3:42 pm-8:50 am

1 stop18h 08m

$731

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 7/8

5:07 am-4:22 pm

2 stops10h 15m

St. John's V.C. Bird Intl

Tue 7/14

5:22 pm-10:02 am

1 stop17h 40m

$735

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/26

1:26 pm-2:02 pm

2 stops23h 36m

St. John's V.C. Bird Intl

Sat 7/4

3:17 pm-9:14 am

2 stops18h 57m

$1,067

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-St. John's, Saint John flight deals on Cheapflights vs. FlightHub >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 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, 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

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

Currently, March is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $441). Flying from Chicago to St. John's, Saint John in May is currently the most expensive (average of $822). 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.

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

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 June 12, 2026.
See what other customers who have flown with American Airlines 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.
American Airlines
7.1
Good
11,645 reviews

Comfort

7.2

Boarding

7.5

Overall

7.1

Food

6.4

Crew

7.9

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,645 reviews
American Airlines
7.1
Good
11,645 reviews

Comfort

7.2

Boarding

7.5

Overall

7.1

Food

6.4

Crew

7.9

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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.

  • How long is the flight from Chicago to St. John's, Saint John?

    Airlines like Air Canada, American Airlines, and Delta fly from Chicago to St. John's, Saint John in about 14h 41m. The time it takes to get you to your destination can typically vary by up to 8h 55m. The distance between Chicago and St. John's, Saint John is about 2305 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago to St. John's, Saint John round-trip?

    American Airlines, at $650, was found to be the cheapest airline from Chicago to St. John's, Saint John.. American Airlines is 25% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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, March is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $441). Flying from Chicago to St. John's, Saint John in May is currently the most expensive (average of $822). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Complete your trip

Complete your trip to St. John's by adding a car rental and/or hotel reservation to your travel itinerary.
St. John's V.C. Bird Intl Airport car rentals

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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$650Average$810FlexibilityNo cancel feeOn-time71%

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