CHI - YYT

$236 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 7/8. 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.
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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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Cheap Flights from Chicago to St. John's

 
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.

Recent round-trip flight deals from Chicago to St. John's

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to St. John's.
Discover the best prices for you by selecting your travel dates on KAYAK.
 Logo
12:20 pm - 2:12 pmORD-YYT
23h 22m1 stop
 Logo
6:00 am - 6:44 pmYYT-ORD
15h 14m2 stops
Sat, Jun 14 - Sat, Jun 21
 Logo
12:20 pm - 2:12 pmORD-YYT
23h 22m1 stop
 Logo
6:00 am - 6:44 pmYYT-ORD
15h 14m2 stops
Sat, Jun 14 - Sat, Jun 21
Porter Airlines Logo
5:50 pm - 5:00 pmMDW-YYT
20h 40m3 stops
Porter Airlines Logo
3:00 pm - 8:45 amYYT-MDW
20h 15m3 stops
$464Porter Airlines
Find Deal
Mon, Jun 30 - Sat, Jul 12
Air Canada Logo
10:40 am - 1:29 amORD-YYT
12h 19m2 stops
Air Canada Logo
7:25 am - 3:50 pmYYT-ORD
10h 55m2 stops
$467Air Canada
Find Deal
Sat, Jun 14 - Sat, Jun 21
Air Canada Logo
3:50 pm - 1:29 amORD-YYT
7h 09m1 stop
Air Canada Logo
5:50 am - 9:52 amYYT-ORD
6h 32m1 stop
$469Air Canada
Find Deal
Sat, Jun 14 - Sat, Jun 21
Porter Airlines Logo
9:40 am - 12:28 amMDW-YYT
12h 18m2 stops
Porter Airlines Logo
3:00 pm - 8:45 amYYT-MDW
20h 15m3 stops
$473Porter Airlines
Find Deal
Mon, Jun 30 - Sat, Jul 12
Porter Airlines Logo
5:20 pm - 9:51 pmMDW-YYT
26h 01m3 stops
Porter Airlines Logo
3:00 pm - 8:45 amYYT-MDW
20h 15m3 stops
$486Porter Airlines
Find Deal
Thu, Jun 26 - Tue, Jul 1
United Airlines Logo
8:40 am - 5:12 pmORD-YYT
6h 02m1 stop
United Airlines Logo
5:50 am - 9:52 amYYT-ORD
6h 32m1 stop
$546United Airlines
Find Deal
Mon, Jun 30 - Sat, Jul 12
United Airlines Logo
7:00 am - 12:37 amORD-YYT
15h 07m2 stops
United Airlines Logo
5:00 am - 9:09 amYYT-ORD
6h 39m1 stop
$552United Airlines
Find Deal
Sat, Jun 14 - Sun, Jun 22
Delta Logo
9:00 am - 10:55 pmORD-YYT
11h 25m2 stops
Delta Logo
3:00 pm - 12:09 amYYT-ORD
11h 39m2 stops
$557Delta
Find Deal
Tue, Jul 22 - Thu, Jul 31
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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 ($464) and Air Canada ($467).

Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$236
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 11% 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 $236 for a one-way ticket and $446 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 $717 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 7.0.

  • 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 8696 reviews
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

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

8.0 ExcellentAnonymous, Apr 2025ORD - SFO
Read more United Airlines reviews

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

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

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

2.5 hour delay sitting in the plane on the tarmac, you tell me how the experience was

I hope these comments will find their way to AC customer experience team. Me and my spouse 50 years of aged coming back from 7 days perfect vacation... While boarding in FLL flight AC1621, one of the boarding agents (tall aged african american) man literelly yeld at my wife during the picture talking process. MAM ! STEP !! BACK !!! We are not illegal immegrants beying deported, nor are we in the millitary. We are customers returning home. This was unacceptable. While boarding in YYZ flight AC1154, one of the boarding agents (tall aged caucasian) man criticied with several complesant remarks my passport condition saying that I could not travel intl with it due to stain, decoloration, and BLOOD. My passport does not have blood on it! Yes it might be in less than perfect condition, but their are ways to talk to customer that does not imply not allow a boarding agent to be angry fathery like, or a custom agent looking at a suspicious individual. Both experience were less than acceptable for might I remind you a paying CUSTOMER returning home.

This flight didn't happen for me because of overbooking.

Poor air traffic controller staffing led to a 50%reduction on flights so we got to wait 4 hrs for our flight! Very disorganized at the gate Poor communication with customers

It was delayed by almost 90 minutes and that messed up our plans but it was beyond UA’s control that is what we heard

Terrible experience, flight was delayed both ways. Limited compensation for the 5+ hour delay. Will not be flying Air Canada Rouge, and don’t recommend you do either.

The boarding was relatively quick, the crew welcoming and flight uneventful. The omission of meals on all airlines is unacceptable especially when the flight is during a mealtime such as this one, (lunchtime), is unacceptable.

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

No Charging ports for personal electronics, which were required to use wifi entertainment.

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

Information on your arrival and departure airports

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