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

Airlines like JetBlue and Frontier fly from Chicago to St. John's, Saint John in about 25h 01m. The time it takes to get you to your destination can typically vary by up to 5h 23m. 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 $634, was found to be the cheapest airline from Chicago to St. John's, Saint John.. American Airlines is 18% cheaper than the average price of flights available within the next 90 days to this destination.

What is the cheapest day to fly from Chicago to St. John's, Saint John?

Travelers seeking maximum savings on their Chicago to St. John's, Saint John flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Users have found that flying from Chicago to St. John's, Saint John on a Thursday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

February is one of the best times of the year to fly to St. John's, Saint John from Chicago. Prices for February average $776 per person but you can even find prices for as low as $605. The most expensive prices can be found in the month of December. Opting for a February flight can save you 37% on your journey compared to booking in December

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.

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.

$481+ Cheap Flights from Chicago to St. John's

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

Airfare is below average for this route at the moment. Chicago to St. John's, Saint John flights typically cost between $666 and $792 in October. The cheapest round-trip price found within the last 3 days was $481 on JetBlue (Oct 24-Oct 27).

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Cheap flight deals from Chicago to St. John's

Round-trip from	$481 (Expedia)
Popular in	December
Cheapest in	February
Average price	$685

From Chicago (CHI) to St. John's V.C. Bird Intl

Search Deals

Highest demand for flights based on searches. 8% potential increase in price ($73 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).

Search Deals

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.

Fri 10/246:45 amORD - ANU

1 stop30h 24mJetBlue

Mon 10/273:20 pmANU - ORD

1 stop30h 32mJetBlue

Deal found 8/21

$481

Fri 12/57:00 amORD - ANU

1 stop29h 43mJetBlue

Sun 12/144:00 pmANU - ORD

2 stops20h 28mJetBlue

Deal found 8/20

$566

Sat 10/116:40 amORD - ANU

2 stops25h 30mMultiple Airlines

Sat 10/1811:32 amANU - ORD

1 stop25h 59mMultiple Airlines

Deal found 8/20

$639

Sun 11/24:06 pmORD - ANU

1 stop19h 04mAmerican Airlines

Thu 11/65:44 pmANU - ORD

1 stop19h 07mAmerican Airlines

Deal found 8/21

$682

Sat 10/49:35 amMDW - ANU

1 stop27h 35mMultiple Airlines

Sat 10/1111:32 amANU - MDW

2 stops25h 12mMultiple Airlines

Deal found 8/18

$683

Sun 10/191:43 pmORD - ANU

1 stop21h 17mAmerican Airlines

Fri 10/241:10 pmANU - ORD

2 stops11h 40mAmerican Airlines

Deal found 8/21

$686

Sat 10/114:52 pmORD - ANU

1 stop18h 08mAmerican Airlines

Sat 10/184:50 pmANU - ORD

1 stop17h 37mAmerican Airlines

Deal found 8/21

$696

Sun 10/56:30 pmORD - ANU

1 stop18h 21mAmerican Airlines

Fri 10/101:10 pmANU - ORD

1 stop10h 21mAmerican Airlines

Deal found 8/21

$701

Sat 12/134:45 pmORD - ANU

1 stop21h 15mAmerican Airlines

Sat 12/205:10 pmANU - ORD

1 stop9h 08mAmerican Airlines

Deal found 8/19

$706

Wed 11/54:06 pmORD - ANU

1 stop19h 04mAmerican Airlines

Tue 11/115:44 pmANU - ORD

1 stop19h 07mAmerican Airlines

Deal found 8/21

$707

Sat 10/119:35 amMDW - ANU

1 stop27h 35mMultiple Airlines

Sat 10/1811:32 amANU - MDW

2 stops25h 12mMultiple Airlines

Deal found 8/18

$741

Fri 11/212:11 pmMDW - ANU

2 stops25h 01mFrontier

Sat 11/296:32 pmANU - MDW

2 stops20h 41mFrontier

Deal found 8/19

$1,152

Best flights from Chicago to St. John's
Discover carefully curated flight deals from Chicago to St. John's that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2025.

Fri 10/246:45 amORD - ANU

1 stop30h 24mJetBlue

Mon 10/273:20 pmANU - ORD

1 stop30h 32mJetBlue

Deal found 8/21

$481

Sat 10/116:40 amORD - ANU

2 stops25h 30mMultiple Airlines

Sat 10/1811:32 amANU - ORD

1 stop25h 59mMultiple Airlines

Deal found 8/20

$639

Mon 2/95:00 amORD - ANU

1 stop7h 20mAmerican Airlines

Fri 2/135:15 pmANU - ORD

1 stop17h 47mAmerican Airlines

Deal found 8/20

$671

Fri 12/57:00 amORD - ANU

1 stop29h 43mJetBlue

Sun 12/144:00 pmANU - ORD

2 stops20h 28mJetBlue

Deal found 8/20

$566

Fri 11/212:11 pmMDW - ANU

2 stops25h 01mFrontier

Sat 11/296:32 pmANU - MDW

2 stops20h 41mFrontier

Deal found 8/19

$1,152

Sun 11/24:06 pmORD - ANU

1 stop19h 04mAmerican Airlines

Thu 11/65:44 pmANU - ORD

1 stop19h 07mAmerican Airlines

Deal found 8/20

$682

Sat 10/49:35 amMDW - ANU

1 stop27h 35mMultiple Airlines

Sat 10/1111:32 amANU - MDW

2 stops25h 12mMultiple Airlines

Deal found 8/18

$683

Sat 10/119:35 amMDW - ANU

1 stop27h 35mMultiple Airlines

Sat 10/1811:32 amANU - MDW

2 stops25h 12mMultiple Airlines

Deal found 8/18

$741

Sat 12/276:00 amMDW - ANU

1 stop6h 55mDelta

Sat 1/34:15 pmANU - MDW

1 stop19h 06mDelta

Deal found 8/18

$2,284

Fri 12/266:00 amMDW - ANU

2 stops26h 14mFrontier

Sat 1/311:34 amANU - MDW

2 stops21h 28mFrontier

Deal found 8/18

$1,210

Fri 1/166:45 pmMDW - ANU

2 stops42h 44mWestJet

Sun 1/254:20 pmANU - MDW

2 stops27h 48mWestJet

Deal found 8/19

$3,433

Fri 12/2610:08 amMDW - ANU

1 stop26h 47mDelta

Sat 1/34:15 pmANU - MDW

1 stop19h 06mDelta

Deal found 8/18

$2,459

Last-minute flights from Chicago to St. John's
Discover last-minute flight deals from Chicago to St. John's. Data last updated August 21, 2025 and is based on user searches.

Wed 8/276:15 amORD - ANU

1 stop7h 49mJetBlue

Mon 9/14:27 pmANU - ORD

1 stop31h 01mJetBlue

Deal found 8/20

$981

Mon 9/89:37 pmORD - ANU

2 stops16h 32mAmerican Airlines

Mon 9/154:09 pmANU - ORD

2 stops16h 38mAmerican Airlines

Deal found 8/21

$970

Tue 9/96:09 amORD - ANU

1 stop8h 00mAmerican Airlines

Tue 9/164:09 pmANU - ORD

1 stop8h 40mAmerican Airlines

Deal found 8/20

$841

Fri 9/127:15 pmORD - ANU

1 stop17h 18mAmerican Airlines

Mon 9/154:09 pmANU - ORD

1 stop17h 31mAmerican Airlines

Deal found 8/21

$941

Sat 9/206:09 amORD - ANU

1 stop8h 13mAmerican Airlines

Thu 9/254:09 pmANU - ORD

1 stop8h 40mAmerican Airlines

Deal found 8/21

$756

Thu 9/258:30 pmORD - ANU

2 stops17h 39mAmerican Airlines

Mon 9/294:09 pmANU - ORD

2 stops19h 34mAmerican Airlines

Deal found 8/20

$785

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 10/24

6:45 am-2:09 pm

1 stop30h 24m

St. John's V.C. Bird Intl

Mon 10/27

3:20 pm-8:52 pm

1 stop30h 32m

$481

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 12/5

7:00 am-2:43 pm

1 stop29h 43m

St. John's V.C. Bird Intl

Sun 12/14

4:00 pm-10:28 am

2 stops20h 28m

$566

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 10/11

6:40 am-9:10 am

2 stops25h 30m

St. John's V.C. Bird Intl

Sat 10/18

11:32 am-12:31 pm

1 stop25h 59m

$639

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Mon 2/9

5:00 am-2:20 pm

1 stop7h 20m

St. John's V.C. Bird Intl

Fri 2/13

5:15 pm-9:02 am

1 stop17h 47m

$671

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 11/2

4:06 pm-1:10 pm

1 stop19h 04m

St. John's V.C. Bird Intl

Thu 11/6

5:44 pm-10:51 am

1 stop19h 07m

$682

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 10/4

9:35 am-2:10 pm

1 stop27h 35m

St. John's V.C. Bird Intl

Sat 10/11

11:32 am-11:44 am

2 stops25h 12m

$683

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 10/11

9:35 am-2:10 pm

1 stop27h 35m

St. John's V.C. Bird Intl

Sat 10/18

11:32 am-11:44 am

2 stops25h 12m

$741

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 11/21

2:11 pm-5:12 pm

2 stops25h 01m

St. John's V.C. Bird Intl

Sat 11/29

6:32 pm-1:13 pm

2 stops20h 41m

$1,152

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 12/26

6:00 am-10:14 am

2 stops26h 14m

St. John's V.C. Bird Intl

Sat 1/3

11:34 am-7:02 am

2 stops21h 28m

$1,210

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 12/27

6:00 am-2:55 pm

1 stop6h 55m

St. John's V.C. Bird Intl

Sat 1/3

4:15 pm-9:21 am

1 stop19h 06m

$2,284

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 12 results

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, 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?

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.

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

Reviews of airlines servicing St. John's

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

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

Related info for your journey

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 Frontier fly from Chicago to St. John's, Saint John in about 25h 01m. The time it takes to get you to your destination can typically vary by up to 5h 23m. 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 $634, was found to be the cheapest airline from Chicago to St. John's, Saint John.. American Airlines is 18% 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, 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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Top airline flying from Chicago to St. John's

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$634	Average$776	FlexibilityNo cancel fee	On-time71%

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$481+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap flight deals from Chicago to St. John's

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to St. John's

Cheapest flights from Chicago to St. John'sExplore 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.

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.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to St. John's that are best for you.

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.

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?

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 August 21, 2025.

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

Reviews of airlines servicing St. John's

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.

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?

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

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

Can I find deals for flights from Chicago to St. John's that include hotel bookings?

How can I find direct flights from Chicago to St. John's?

Can I find deals for business class flights from Chicago to St. John's?

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

Browse thousands of different options on Cheapflights for your next trip

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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

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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.