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 4/8. 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
$537
Typical prices: $692-$868
Air Canada
Wed 4/1Tue 4/7
ORD - ANU • 1 stop
Cheapest one-way
$248
Air Canada
Wed 4/8
ORD - ANU • 1 stop
Top airlines
Cheapest • from $537 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and St. John's. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $541 (round-trip)
Shortest trip • 7h 08m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Wed, Apr 1 - Tue, Apr 7
Air Canada Logo
6:40 pm - 2:20 pm
ORD
-
ANU
18h 40m
1 stop
Air Canada Logo
3:15 pm - 10:53 am
ANU
-
ORD
20h 38m
2 stops
$537Air Canada
Wed, Apr 1 - Tue, Apr 7
Air Canada Logo
6:40 pm - 2:20 pm
ORD
-
ANU
18h 40m
1 stop
Air Canada Logo
3:15 pm - 11:18 am
ANU
-
ORD
21h 03m
1 stop
$538Air Canada
Wed, Apr 1 - Tue, Apr 7
Air Canada Logo
3:45 pm - 2:20 pm
ORD
-
ANU
21h 35m
2 stops
Air Canada Logo
3:15 pm - 10:53 am
ANU
-
ORD
20h 38m
2 stops
$540Air Canada
Fri, Apr 17 - Tue, Apr 21
Air Canada Logo
6:40 pm - 2:20 pm
ORD
-
ANU
18h 40m
1 stop
Air Canada Logo
3:15 pm - 9:10 am
ANU
-
ORD
18h 55m
1 stop
$553Air Canada
Mon, Apr 27 - Mon, May 4
Multiple Airlines Logo
5:57 pm - 2:20 pm
ORD
-
ANU
19h 23m
1 stop
Multiple Airlines Logo
1:57 pm - 7:41 am
ANU
-
ORD
18h 44m
1 stop
$567Multiple Airlines
Sun, May 10 - Sun, May 31
Multiple Airlines Logo
8:31 am - 12:52 pm
ORD
-
ANU
27h 21m
1 stop
Multiple Airlines Logo
3:20 pm - 2:55 pm
ANU
-
ORD
24h 35m
1 stop
$568Multiple Airlines
Thu, May 7 - Mon, May 11
JetBlue Logo
8:31 am - 12:52 pm
ORD
-
ANU
27h 21m
1 stop
JetBlue Logo
1:57 pm - 7:41 am
ANU
-
ORD
18h 44m
1 stop
$574JetBlue
Thu, May 7 - Mon, May 11
JetBlue Logo
6:00 am - 12:52 pm
ORD
-
ANU
29h 52m
2 stops
JetBlue Logo
1:57 pm - 7:41 am
ANU
-
ORD
18h 44m
1 stop
$580JetBlue
Tue, Mar 31 - Tue, Apr 7
Delta Logo
6:00 am - 1:48 pm
MDW
-
ANU
6h 48m
1 stop
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$882Delta
Tue, Mar 31 - Tue, Apr 7
Delta Logo
6:00 am - 1:48 pm
MDW
-
ANU
6h 48m
1 stop
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$982Delta
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 April.

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 November and December, where the average cost of round-trip tickets is $1,026 and $925 respectively.

Good to know

Low seasonSeptember
Cheapest flight$248
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 14% 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 $537 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.
7.1
American AirlinesOverall score based on 11464 reviews
7.9Crew
7.2Comfort
6.9Entertainment
6.4Food
7.5Boarding
Airline reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

2.0 MediocreGenesis, Mar 2026
ORD - SDF
Read more American Airlines reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Information on your arrival and departure airports