CHI - ANU

$258 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 5/15. 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
$476
Typical prices: $939-$806
Air Canada
Sat 6/13Sun 6/21
ORD - ANU • 1 stop
Cheapest one-way
$258
Air Canada
Fri 5/15
ORD - ANU • 2 stops
Top airlines
Air Canada
Cheapest • from $476 (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)
Charlotte (CLT)
Shortest trip • 7h 07m (one-way)
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 29% price drop
June
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

Sat, Jun 13 - Sun, Jun 21
Air Canada Logo
5:35 pm - 2:10 pm
ORD
-
ANU
19h 35m
1 stop
Air Canada Logo
3:20 pm - 2:55 pm
ANU
-
ORD
24h 35m
1 stop
$476Air Canada
Sat, Jun 20 - Tue, Jun 30
Multiple Airlines Logo
6:22 pm - 2:20 pm
ORD
-
ANU
18h 58m
2 stops
Multiple Airlines Logo
3:42 pm - 8:45 am
ANU
-
ORD
18h 03m
1 stop
$571Multiple Airlines
Sat, Jun 20 - Tue, Jun 30
Multiple Airlines Logo
3:45 pm - 2:20 pm
ORD
-
ANU
21h 35m
1 stop
Multiple Airlines Logo
3:42 pm - 5:21 pm
ANU
-
ORD
26h 39m
1 stop
$582Multiple Airlines
Sat, May 16 - Sat, May 23
Multiple Airlines Logo
8:35 pm - 2:10 pm
ORD
-
ANU
16h 35m
1 stop
Multiple Airlines Logo
3:42 pm - 9:54 am
ANU
-
ORD
19h 12m
1 stop
$596Multiple Airlines
Sat, May 16 - Sat, May 23
Multiple Airlines Logo
1:55 pm - 2:10 pm
ORD
-
ANU
23h 15m
2 stops
Multiple Airlines Logo
3:42 pm - 9:54 am
ANU
-
ORD
19h 12m
1 stop
$601Multiple Airlines
Sat, May 16 - Sat, May 23
Multiple Airlines Logo
5:35 pm - 2:10 pm
ORD
-
ANU
19h 35m
1 stop
Multiple Airlines Logo
3:42 pm - 9:54 am
ANU
-
ORD
19h 12m
1 stop
$611Multiple Airlines
Mon, Jun 15 - Sun, Jun 21
Multiple Airlines Logo
9:35 am - 2:37 pm
ORD
-
ANU
28h 02m
1 stop
Multiple Airlines Logo
3:20 pm - 7:45 am
ANU
-
ORD
17h 25m
2 stops
$628Multiple Airlines
Sat, Jun 13 - Sat, Jun 20
Delta Logo
6:00 am - 2:02 pm
MDW
-
ANU
7h 02m
1 stop
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,312Delta
Fri, Jun 12 - Sat, Jun 20
Delta Logo
1:21 pm - 2:02 pm
MDW
-
ANU
23h 41m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,317Delta
Sat, Jun 13 - Sat, Jun 20
Delta Logo
6:00 am - 2:02 pm
MDW
-
ANU
7h 02m
1 stop
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,398Delta
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 March, where tickets cost $441 (return) on average. On the other hand, the most expensive months are May and September, where the average cost of round-trip tickets is $830 and $815 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$258
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 6% 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 $258 for a one-way ticket and $476 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 11678 reviews
7.2Comfort
6.9Entertainment
6.4Food
7.5Boarding
7.9Crew
Airline reviews

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

2.0 MediocreStella, Apr 2026
ORD - DCA
Read more American Airlines reviews

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

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.

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.

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)