CHI - YYT

$439 Find Cheap Flights from Chicago to St. John's

This is the cheapest round-trip 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 1/29. 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
$439
Multiple Airlines
Thu 1/29Thu 2/5
ORD - YYT • 2 stops
Cheapest one-way
Multiple Airlines
Tue 12/16
CHI - YYT • multi-stop
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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-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, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
12:44 pm - 1:01 am
ORD
-
YYT
33h 47m2 stops
Multiple Airlines Logo
9:45 am - 1:35 pm
YYT
-
ORD
30h 20m1 stop
$439Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
5:15 am - 11:15 pm
ORD
-
YYT
15h 30m3 stops
Multiple Airlines Logo
6:15 am - 4:58 pm
YYT
-
ORD
13h 13m2 stops
$491Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
5:15 am - 11:15 pm
ORD
-
YYT
15h 30m3 stops
Multiple Airlines Logo
6:15 am - 11:46 pm
YYT
-
ORD
20h 01m3 stops
$499Multiple Airlines
Wed, Jan 28 - Wed, Feb 4
Multiple Airlines Logo
6:05 am - 1:01 am
ORD
-
YYT
16h 26m2 stops
Multiple Airlines Logo
6:00 am - 9:12 am
YYT
-
ORD
29h 42m3 stops
$523Multiple Airlines
Wed, Jan 28 - Wed, Feb 4
Multiple Airlines Logo
5:15 am - 11:15 pm
ORD
-
YYT
15h 30m3 stops
Multiple Airlines Logo
6:00 am - 9:12 am
YYT
-
ORD
29h 42m3 stops
$555Multiple Airlines
Wed, Jan 28 - Wed, Feb 4
Porter Airlines Logo
11:00 am - 1:01 am
MDW
-
YYT
11h 31m2 stops
Porter Airlines Logo
6:00 am - 10:05 am
YYT
-
MDW
30h 35m2 stops
$569Porter Airlines
Thu, May 21 - Sun, May 31
WestJet Logo
5:30 pm - 6:20 am
ORD
-
YYT
34h 20m1 stop
WestJet Logo
7:10 am - 4:43 pm
YYT
-
ORD
12h 03m1 stop
$586WestJet
Fri, May 8 - Tue, May 12
Air Canada Logo
3:40 pm - 12:41 am
ORD
-
YYT
6h 31m1 stop
Air Canada Logo
1:15 pm - 8:08 pm
YYT
-
ORD
9h 23m1 stop
$609Air Canada
Thu, Jan 29 - Mon, Feb 2
Air Canada Logo
7:15 am - 5:20 pm
ORD
-
YYT
7h 35m1 stop
Air Canada Logo
7:30 am - 5:48 pm
YYT
-
ORD
12h 48m2 stops
$612Air Canada
Fri, Apr 3 - Sat, Apr 11
Porter Airlines Logo
11:00 am - 1:01 am
MDW
-
YYT
11h 31m2 stops
Porter Airlines Logo
6:20 am - 11:50 am
YYT
-
MDW
8h 00m2 stops
$638Porter 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.

Which airlines fly non-stop between Chicago and St. John's?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago to St. John's.

There are 2 airlines that fly nonstop from Chicago to St. John's. They are Air Canada and United Airlines. The cheapest airline for this route is United Airlines, with the best round-trip deal found costing $252. On average, the best prices for this route can be found at United Airlines.

Good to know

Cheapest flight$439
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 $439 for a round-trip ticket.

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

  • 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 $647 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 $633 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.

Reviews of the 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 9094 reviews
7.7Boarding
7.1Entertainment
8.1Crew
7.3Comfort
6.6Food
Airline reviews

The movies offered were great. Staff were very pleasant and very efficient.

10.0 ExcellentAnonymous, Dec 2025
ORD - HND
Read more United Airlines reviews

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

They went on strike before time and screwed us big time. Which is not fair. We respect their planned strike but why they went on strike ahead of time ??? Poor garbage management

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

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.

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

Information on your arrival and departure airports