CHI - ANU

$248 Find Cheap Flights from Chicago to St. John's

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to St. John's departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to St. John's

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to St. John's, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to St. John's, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$457
Overall average: $865
JetBlue
Sun 1/25Sun 2/1
ORD - ANU • 1 stop
Cheapest one-way
$248
JetBlue
Fri 11/14
ORD - ANU • 1 stop
Top airlines
JetBlue
Cheapest • from $457 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 20% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to St. John's!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to St. John's (CHI-ANU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to St. John's that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to St. John's

Sun, Jan 25 - Sun, Feb 1
JetBlue Logo
8:45 am - 2:48 pmORD-ANU
28h 03m1 stop
JetBlue Logo
4:00 pm - 1:10 pmANU-ORD
23h 10m1 stop
$457JetBlue
Find Deal
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
8:45 am - 2:48 pmORD-ANU
28h 03m1 stop
JetBlue Logo
4:00 pm - 1:10 pmANU-ORD
23h 10m1 stop
$463JetBlue
Find Deal
Tue, Jan 20 - Tue, Jan 27
Air Canada Logo
6:00 pm - 3:20 pmORD-ANU
43h 20m2 stops
Air Canada Logo
4:15 pm - 8:05 amANU-ORD
17h 50m2 stops
$516Air Canada
Find Deal
Mon, Jan 12 - Tue, Jan 20
Air Canada Logo
9:15 pm - 3:20 pmORD-ANU
16h 05m1 stop
Air Canada Logo
4:15 pm - 9:13 amANU-ORD
18h 58m1 stop
$517Air Canada
Find Deal
Tue, Jan 20 - Tue, Jan 27
Multiple Airlines Logo
8:15 pm - 3:29 pmORD-ANU
17h 14m1 stop
Multiple Airlines Logo
4:15 pm - 9:13 amANU-ORD
18h 58m1 stop
$584Multiple Airlines
Find Deal
Sat, Nov 29 - Thu, Dec 4
Multiple Airlines Logo
8:15 pm - 3:29 pmORD-ANU
17h 14m1 stop
Multiple Airlines Logo
4:15 pm - 9:13 amANU-ORD
18h 58m1 stop
$624Multiple Airlines
Find Deal
Tue, Dec 30 - Thu, Jan 22
Delta Logo
6:00 am - 2:45 pmMDW-ANU
6h 45m1 stop
Delta Logo
4:04 pm - 10:26 pmANU-MDW
8h 22m1 stop
$671Delta
Find Deal
Tue, Dec 30 - Thu, Jan 22
Delta Logo
5:30 am - 2:45 pmORD-ANU
7h 15m1 stop
Delta Logo
4:04 pm - 11:57 pmANU-ORD
9h 53m1 stop
$671Delta
Find Deal
Tue, Dec 30 - Thu, Jan 22
American Airlines Logo
9:04 pm - 3:04 pmORD-ANU
16h 00m2 stops
American Airlines Logo
2:54 pm - 7:22 amANU-ORD
18h 28m2 stops
$676American Airlines
Find Deal
Tue, Jan 6 - Wed, Jan 14
American Airlines Logo
4:14 pm - 1:15 pmORD-ANU
19h 01m1 stop
American Airlines Logo
5:44 pm - 10:51 amANU-ORD
19h 07m1 stop
$682American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to St. John's flights

Get data-powered insights and trends into flights from Chicago to St. John's to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to St. John's, Saint John?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to St. John's, Saint John departing in January.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to St. John's, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to St. John's is August, where tickets cost $654 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $1,065 and $1,026 respectively.

Good to know

Low seasonAugust
Cheapest flight$248
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 30% increase in price.
Flight from Chicago O'Hare Airport to St. John's

When to book flights from Chicago to St. John's

Are your dates flexible? Find out the best times to travel from Chicago to St. John's based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to St. John's

  • What is the cheapest flight from Chicago to St. John's?

    In the last 3 days, the lowest price for a flight from Chicago to St. John's was $248 for a one-way ticket and $457 for a round-trip.

  • Do I need a passport to fly between Chicago and St. John's?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in St. John's.

  • Which airports will I be using when flying from Chicago to St. John's?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. St. John's V.C. Bird Intl is the only airport in St. John's. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to St. John's?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to St. John's?

    oneworld is the only airline alliance operating flights between Chicago and St. John's.

  • How does KAYAK find such low prices on flights from Chicago to St. John's?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to St. John's.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to St. John's?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. John's from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to St. John's?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to St. John's with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to St. John's?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to St. John's from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to St. John's

 
See real verified KAYAK customer reviews for airlines flying from Chicago to St. John's. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to St. John's? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11030 reviews
7.5Boarding
8.0Crew
6.4Food
7.2Comfort
6.9Entertainment
Airline reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

2.0 MediocreAnonymous, Oct 2025ORD - PDX
Read more American Airlines reviews

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Everything you need to know for your flight from Chicago to St. John's

Information on your arrival and departure airports

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