CHI - ANU

$369 Find Cheap Flights from Chicago to St. John's - Compare and Save

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 9/14. 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

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Everything you should know

Cheapest round-trip
$557
Typical prices: $670-$1,408
Air Canada
Fri 12/4Sat 12/12
ORD - ANU • 1 stop
Cheapest one-way
$369
American Airlines
Mon 9/14
ORD - ANU • 1 stop
Top airlines
JetBlue
Cheapest • from $560 (round-trip)
American Airlines
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
Toronto (YYZ)
Cheapest • Avg $518 (round-trip)
Atlanta (ATL)
Shortest trip • 7h 00m (one-way)
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 22% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Fri, Dec 4 - Sat, Dec 12
Air Canada Logo
4:30 pm - 3:10 pm
ORD
-
ANU
20h 40m
1 stop
Air Canada Logo
4:15 pm - 7:58 pm
ANU
-
ORD
29h 43m
1 stop
$557Air Canada
Mon, Aug 31 - Sun, Sep 6
JetBlue Logo
6:00 am - 2:46 pm
ORD
-
ANU
7h 46m
1 stop
JetBlue Logo
3:44 pm - 8:51 am
ANU
-
ORD
18h 07m
1 stop
$560JetBlue
Fri, Dec 4 - Sat, Dec 12
Air Canada Logo
3:45 pm - 3:10 pm
ORD
-
ANU
21h 25m
2 stops
Air Canada Logo
4:15 pm - 9:08 am
ANU
-
ORD
18h 53m
1 stop
$560Air Canada
Mon, Aug 31 - Sun, Sep 6
JetBlue Logo
8:20 pm - 2:37 pm
ORD
-
ANU
17h 17m
2 stops
JetBlue Logo
3:44 pm - 8:51 am
ANU
-
ORD
18h 07m
1 stop
$610JetBlue
Sat, Oct 24 - Sat, Oct 31
Multiple Airlines Logo
3:40 pm - 11:40 am
ORD
-
ANU
43h 00m
2 stops
Multiple Airlines Logo
3:15 pm - 2:13 pm
ANU
-
ORD
23h 58m
1 stop
$621Multiple Airlines
Sun, Sep 13 - Sun, Sep 20
Multiple Airlines Logo
8:40 pm - 7:40 pm
ORD
-
ANU
22h 00m
2 stops
Multiple Airlines Logo
3:20 pm - 8:12 pm
ANU
-
ORD
29h 52m
2 stops
$628Multiple Airlines
Thu, Sep 24 - Sun, Sep 27
Multiple Airlines Logo
8:40 pm - 7:40 pm
ORD
-
ANU
22h 00m
2 stops
Multiple Airlines Logo
3:20 pm - 9:00 am
ANU
-
ORD
18h 40m
1 stop
$630Multiple Airlines
Sun, Sep 13 - Sun, Sep 20
Multiple Airlines Logo
8:40 pm - 7:40 pm
ORD
-
ANU
22h 00m
2 stops
Multiple Airlines Logo
3:20 pm - 10:15 am
ANU
-
ORD
19h 55m
2 stops
$630Multiple Airlines
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
5:20 am - 3:24 pm
ORD
-
ANU
9h 04m
2 stops
American Airlines Logo
4:27 pm - 7:58 am
ANU
-
ORD
16h 31m
2 stops
$670American Airlines
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
5:20 am - 3:24 pm
ORD
-
ANU
9h 04m
2 stops
American Airlines Logo
4:27 pm - 7:48 am
ANU
-
ORD
16h 21m
1 stop
$670American Airlines
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.

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 February, where tickets cost $712 (return) on average. On the other hand, the most expensive months are July and November, where the average cost of round-trip tickets is $1,096 and $1,077 respectively.

Find deals

Good to know

Low season

February

Cheapest flight

$369
Best time to beat the crowds with an average 27% drop 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 5 days, the lowest price for a flight from Chicago to St. John's was $369 for a one-way ticket and $560 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 11845 reviews
6.4Food
7.9Crew
7.5Boarding
6.8Entertainment
7.2Comfort
Airline reviews

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

2.0 MediocreSachin, Jul 2026
ORD - BOS
Read more American Airlines reviews

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

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

Information on your arrival and departure airports

St. John's (ANU)