HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
St. John's

$438+ Cheap flights from Chicago (CHI) to St. John's (ANU)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANU
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to St. John's with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 14, 2025.

This Expedia deal was found by Cheapflights users on 12/11. 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.
Tue 12/306:00 pmORD - ANU
2 stops43h 20mMultiple Airlines
Thu 1/224:00 pmANU - ORD
1 stop29h 36mMultiple Airlines
Deal found 12/11$525
This Air Canada deal was found by Cheapflights users on 12/12. 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 12/306:00 pmORD - ANU
2 stops43h 20mAir Canada
Thu 1/224:15 pmANU - ORD
1 stop29h 25mAir Canada
Deal found 12/12$527
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Tue 12/305:00 amORD - ANU
1 stop8h 38mAmerican Airlines
Thu 1/222:54 pmANU - ORD
1 stop10h 33mAmerican Airlines
Deal found 12/12$651
This Delta deal was found by Cheapflights users on 12/12. 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.
Tue 12/306:00 amMDW - ANU
1 stop6h 45mDelta
Thu 1/224:04 pmANU - MDW
1 stop8h 18mDelta
Deal found 12/12$731
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:37 pmORD - ANU
1 stop19h 01mAmerican Airlines
Mon 1/55:50 pmANU - ORD
1 stop18h 30mAmerican Airlines
Deal found 12/11$815
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:26 pmORD - ANU
1 stop17h 38mAmerican Airlines
Mon 1/55:50 pmANU - ORD
1 stop18h 30mAmerican Airlines
Deal found 12/11$856
This Mytrip deal was found by Cheapflights users on 12/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:55 pmORD - ANU
1 stop21h 25mMultiple Airlines
Tue 1/65:45 pmANU - ORD
3 stops32h 29mMultiple Airlines
Deal found 12/11$911
This Mytrip deal was found by Cheapflights users on 12/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:55 pmORD - ANU
1 stop21h 25mMultiple Airlines
Mon 1/53:10 pmANU - ORD
2 stops32h 57mMultiple Airlines
Deal found 12/11$959
This FlightHub deal was found by Cheapflights users on 12/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:30 pmORD - ANU
1 stop16h 50mMultiple Airlines
Wed 12/313:25 pmANU - ORD
2 stops29h 21mMultiple Airlines
Deal found 12/13$1,047

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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$438
(Priceline)

Popular in

November

Cheapest in

August

Average price

$1,055
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
Highest demand for flights based on searches. 18% potential increase in price ($180 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 14, 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

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 1/30

9:15 am-2:47 pm

1 stop27h 32m

St. John's V.C. Bird Intl

Thu 2/5

4:00 pm-7:45 pm

1 stop29h 45m

$491

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 12/30

6:00 pm-3:20 pm

2 stops43h 20m

St. John's V.C. Bird Intl

Thu 1/22

4:00 pm-7:36 pm

1 stop29h 36m

$525

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 2/5

9:40 am-2:48 pm

1 stop27h 08m

St. John's V.C. Bird Intl

Thu 2/12

4:15 pm-3:10 pm

1 stop24h 55m

$530

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Mon 1/19

11:15 am-3:20 pm

1 stop26h 05m

St. John's V.C. Bird Intl

Mon 1/26

4:00 pm-7:36 pm

1 stop29h 36m

$560

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 4/1

5:00 am-1:43 pm

1 stop7h 43m

St. John's V.C. Bird Intl

Tue 4/7

3:50 pm-11:55 pm

1 stop9h 05m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 3/31

5:40 am-1:45 pm

1 stop7h 05m

St. John's V.C. Bird Intl

Tue 4/7

3:05 pm-11:56 pm

1 stop9h 51m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 3/1

5:00 am-2:50 pm

1 stop7h 50m

St. John's V.C. Bird Intl

Thu 3/5

5:39 pm-10:22 am

1 stop18h 43m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 3/31

5:00 am-3:59 pm

2 stops9h 59m

St. John's V.C. Bird Intl

Tue 4/7

3:50 pm-7:10 am

2 stops16h 20m

$576

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 1/14

1:28 pm-2:49 pm

2 stops23h 21m

St. John's V.C. Bird Intl

Sat 1/17

3:05 pm-10:07 pm

1 stop9h 02m

$606

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 12/30

6:00 am-2:45 pm

1 stop6h 45m

St. John's V.C. Bird Intl

Thu 1/22

4:04 pm-10:22 pm

1 stop8h 18m

$731

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 17 results
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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-St. John's, Saint John flight deals on Cheapflights vs. eDreams >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 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, 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, May is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $292). Flying from Chicago to St. John's, Saint John in September is currently the most expensive (average of $960). 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 December 14, 2025.
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
7.2
Good
11,054 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Food

6.5

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Food

6.5

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 JetBlue and Delta fly from Chicago to St. John's, Saint John in about 23h 21m. The time it takes to get you to your destination can typically vary by up to 4h 11m. The distance between Chicago and St. John's, Saint John is about 2290 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 19% 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, May is the cheapest month in which you can book a flight from Chicago to St. John's, Saint John (average of $292). Flying from Chicago to St. John's, Saint John in September is currently the most expensive (average of $960). 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.

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

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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$650Average$775FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.