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CHI - YYT

$357 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 5/11. 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
0 bags
Tue 6/4
Tue 6/11

Search 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
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
8:00 am - 7:20 pmMDW-YYT
8h 50m1 stop
2:55 pm - 9:37 pmYYT-MDW
9h 12m2 stops
Thu, Jun 27 - Mon, Jul 8
8:00 am - 7:20 pmMDW-YYT
8h 50m1 stop
1:35 pm - 9:37 pmYYT-MDW
10h 32m1 stop
Thu, Jun 27 - Mon, Jul 8
11:25 am - 12:45 amMDW-YYT
10h 50m2 stops
2:55 pm - 9:37 pmYYT-MDW
9h 12m2 stops
$586Porter Airlines
Find Deal
Thu, Jun 27 - Mon, Jul 8
8:00 am - 6:25 pmMDW-YYT
7h 55m2 stops
6:00 am - 4:17 pmYYT-MDW
12h 47m2 stops
$595Porter Airlines
Find Deal
Tue, Jul 16 - Mon, Jul 29
11:05 am - 11:30 pmMDW-YYT
9h 55m2 stops
2:55 pm - 9:37 pmYYT-MDW
9h 12m2 stops
$596Porter Airlines
Find Deal
Mon, Jul 29 - Fri, Aug 9
2:15 pm - 1:21 amORD-YYT
8h 36m1 stop
6:10 am - 12:54 pmYYT-ORD
9h 14m1 stop
$599Air Canada
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Tue, Jun 11 - Fri, Jun 21
6:00 am - 5:56 pmORD-YYT
9h 26m1 stop
6:10 am - 12:02 pmYYT-ORD
8h 22m1 stop
$622Air Canada
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Sat, Jun 8 - Sat, Jun 15
9:15 pm - 1:16 pmORD-YYT
13h 31m1 stop
5:55 am - 1:13 pmYYT-ORD
9h 48m2 stops
$687United Airlines
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Sun, Aug 11 - Tue, Aug 20
7:11 pm - 6:21 amMDW-YYT
32h 40m2 stops
7:35 pm - 9:51 amYYT-MDW
16h 46m2 stops
$913WestJet
Find Deal
Sat, Jun 8 - Sat, Jun 15
5:55 pm - 6:21 amORD-YYT
33h 56m2 stops
7:10 am - 4:57 pmYYT-ORD
36h 17m2 stops
$1,126WestJet
Find Deal
Sat, Jun 8 - Sat, Jun 15

Flights from Chicago to St. John's - Travel Insights & Trends

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 price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to St. John's found on KAYAK was with WestJet for $357. Porter Airlines proposed a round-trip connection from $586 and Air Canada from $599.

Good to know

Low season

March

High season

August

Cheapest flight

$357
Best time to beat the crowds with an average 71% drop in price.
Most popular time to fly with an average 45% 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 $357 for a one-way ticket and $563 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 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, Porter Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Chicago to St. John's are Porter Airlines and Air Canada. With an average price for the route of $500 and an overall rating of 7.4, Porter Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $678 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.

See more FAQs

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
Porter AirlinesOverall score based on 430 reviews
8.2Crew
7.5Comfort
7.4Food
7.6Boarding
6.6Entertainment
Airline reviews

Wish we had music during take off and landing like the last flight

10.0 ExcellentAnonymous, Apr 2024EWR - YTZ
Read more about Porter Airlines reviews

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

Easy boarding, roomy seats, plenty of good food, very helpful snd friendly staff. Very smooth flight! Only thing that could have been better was to have cranberry juice. Women like this as it helps avoid UTI’s and not as sweet as other juices.

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Cabin crew were great. Seats are criminal for tall people

Book cheap flights from Chicago to St. John's

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to St. John's found on KAYAK in the last 72 hours.
5/11Sat
2 stopsWestJet
9h 50mORD-YYT
$357
5/11Sat
2 stopsWestJet
9h 57mMDW-YYT
$408
5/11Sat
2 stopsWestJet
9h 57mMDW-YYT
$409
5/11Sat
1 stopAir Canada
8h 36mORD-YYT
$447

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Flights to St. John's

Destination:

St. John's (YYT)Canada

Cabin classes: