CHI - YYT

$210 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 8/22. 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

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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Flights Deals

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

 
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

Thu, Jul 10 - Tue, Jul 15
Porter Airlines Logo
9:40 am - 12:28 amMDW-YYT
12h 18m2 stops
Porter Airlines Logo
6:25 pm - 8:45 amYYT-MDW
16h 50m1 stop
$399Porter Airlines
Find Deal
Fri, Jul 18 - Fri, Jul 25
Porter Airlines Logo
5:20 pm - 5:29 pmMDW-YYT
21h 39m1 stop
Porter Airlines Logo
6:00 am - 4:24 pmYYT-MDW
12h 54m1 stop
$419Porter Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
Air Canada Logo
3:35 pm - 12:38 amORD-YYT
6h 33m1 stop
Air Canada Logo
5:50 am - 9:52 amYYT-ORD
6h 32m1 stop
$434Air Canada
Find Deal
Wed, Jul 30 - Wed, Aug 6
Air Canada Logo
8:40 am - 10:23 pmORD-YYT
11h 13m2 stops
Air Canada Logo
5:50 am - 9:52 amYYT-ORD
6h 32m1 stop
$438Air Canada
Find Deal
Fri, Jul 18 - Fri, Jul 25
Porter Airlines Logo
5:20 pm - 5:29 pmMDW-YYT
21h 39m1 stop
Porter Airlines Logo
3:00 pm - 8:45 amYYT-MDW
20h 15m2 stops
$438Porter Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
Air Canada Logo
8:40 am - 10:23 pmORD-YYT
11h 13m2 stops
Air Canada Logo
5:50 am - 1:13 pmYYT-ORD
9h 53m2 stops
$443Air Canada
Find Deal
Sun, Sep 7 - Sun, Sep 14
 Logo
7:39 pm - 2:30 pmORD-YYT
16h 21m1 stop
 Logo
6:00 am - 6:43 pmYYT-ORD
15h 13m2 stops
Sun, Sep 7 - Fri, Sep 12
 Logo
7:39 pm - 2:30 pmORD-YYT
16h 21m1 stop
 Logo
6:00 am - 6:43 pmYYT-ORD
15h 13m2 stops
Fri, Jul 4 - Wed, Jul 9
United Airlines Logo
7:25 am - 12:38 amORD-YYT
14h 43m2 stops
United Airlines Logo
5:50 am - 11:24 amYYT-ORD
8h 04m1 stop
$607United Airlines
Find Deal
Thu, Jul 10 - Sun, Jul 13
United Airlines Logo
11:46 am - 12:38 amORD-YYT
10h 22m2 stops
United Airlines Logo
5:00 am - 9:09 amYYT-ORD
6h 39m1 stop
$621United Airlines
Find Deal
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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.

Which airlines provide the cheapest flights from Chicago to St. John's?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to St. John's were found on Porter Airlines ($399) and Air Canada ($434).

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$210
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago Midway 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 $210 for a one-way ticket and $399 for a round-trip.

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

    Yes, you’ll need a passport to travel to St. John's from Chicago.

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

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at St John's.

  • 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?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and St. John's, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to St. John's, United Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Chicago to St. John's are United Airlines and Air Canada. With an average price for the route of $704 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $638 and an overall rating of 7.1.

  • 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.

Top airlines 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.
7.4
United AirlinesOverall score based on 8801 reviews
8.1Crew
7.7Boarding
7.3Comfort
7.0Entertainment
6.6Food
Airline reviews

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

8.0 ExcellentStacie, Jun 2025ORD - ALB
Read more United Airlines reviews

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.

The staff made sure I was comfortable, moved me to a better seat with more leg room

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.

Very nice comfortable spacy Airbus 321. I liked the offer of food on the Bistro menu. The idea is very good to pay and cost was low.

Great overall. Quick boarding, attentive staff - great experience in premium class.

When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

All was good except for the seats, not very comfy.

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

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