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CHI - YYT

$305 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
Sun 5/26
Sun 6/2

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 44,738,066 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
5:15 pm - 7:20 pmMDW-YYT
23h 35m1 stop
7:20 pm - 10:07 amYYT-MDW
17h 17m1 stop
Mon, Jun 10 - Mon, Jun 17
11:25 am - 12:45 amMDW-YYT
10h 50m2 stops
6:00 am - 4:17 pmYYT-MDW
12h 47m2 stops
$556Porter Airlines
Find Deal
Mon, Jun 10 - Mon, Jun 17
6:40 pm - 12:45 amORD-YYT
27h 35m3 stops
7:20 pm - 5:40 pmYYT-ORD
24h 50m2 stops
Mon, Jun 10 - Mon, Jun 17
6:40 pm - 12:45 amORD-YYT
27h 35m3 stops
7:00 am - 12:55 amYYT-ORD
20h 25m3 stops
Mon, Jun 10 - Mon, Jun 17
12:15 pm - 11:35 pmMDW-YYT
8h 50m2 stops
2:55 pm - 9:37 pmYYT-MDW
9h 12m2 stops
$593Porter Airlines
Find Deal
Sun, Aug 11 - Tue, Aug 20
2:15 pm - 11:31 pmORD-YYT
6h 46m1 stop
5:00 am - 9:54 amYYT-ORD
7h 24m1 stop
$596Air Canada
Find Deal
Mon, Jun 10 - Mon, Jun 17
8:45 am - 7:11 pmORD-YYT
7h 56m2 stops
5:55 am - 10:01 amYYT-ORD
6h 36m1 stop
$610Air Canada
Find Deal
Wed, Aug 14 - Sat, Aug 24
8:45 am - 7:11 pmORD-YYT
7h 56m2 stops
5:55 am - 2:54 pmYYT-ORD
11h 29m2 stops
$614Air Canada
Find Deal
Tue, Aug 6 - Sun, Aug 18
7:11 pm - 6:22 pmMDW-YYT
20h 41m2 stops
7:15 pm - 11:27 amYYT-MDW
18h 42m2 stops
$801WestJet
Find Deal
Sat, Jun 22 - Sat, Jun 29
6:07 am - 6:27 pmORD-YYT
9h 50m2 stops
7:10 am - 10:39 pmYYT-ORD
17h 59m2 stops
$833WestJet
Find Deal
Sun, May 19 - Mon, May 27

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 Air Canada for $305. Porter Airlines proposed a round-trip connection from $556 and Air Canada from $596.

Good to know

Low season

November

High season

July

Cheapest flight

$305
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 18% lower on average.
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 $305 for a one-way ticket and $547 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 $675 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 438 reviews
8.2crew
7.6boarding
7.5comfort
7.4food
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.

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

Flight was delayed 1.5 hrs due to problem with a previous flight to mine; I was informed appropriately via Text & Email, however, website did not keep up with messages sent by nearly an hour. When checking-in warm & friendly reception at check-in desk until female Air Canada Rep noticed my flight number and instantly pivoted to a condescending & sarcastic comments about getting my bag checked in since I’m running so late; then tone instantly changed again few minutes later when she muttered, “Oh, they’ve delayed it” another sign systems & worse front line staff, not fully informed or simply not reading their flight status updates. Flight crew were very friendly & did a great job trying to make up lost time due to the delay.

It was great, love the experience and will definitely recommend 👌. Communication was great

My flight was great! Gate attendants and crew were great… pleasant and in good spirits. Flight delayed several hours and we were well informed of the status while on plane. Thank you!

The fact that I got to Toronto alive and well and safe is a huge plus. I thank the captain and crew for a safe flight The comfort of the aircraft leaves much to be desired. Human beings should not have to be that cramped and squashed on a flight that we pay a lot for and even have to pay for lousy food choices The cabin crew were pleasant and helpful Kudos to them as the flight was packed to capacity and there was a lot of work for them in a short space of time All in all a good experience, but too cramped

It was great to check carryon luggage at no charge when there was no room for ours. A hidden benefit of having low-tier tickets. Also great to stay off plane as long as possible. Airline gave us seats we wanted on this last leg, again at no charge.

The late departure Of two hours waitresses, immature, and gossiping

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
1 stopAir Canada
6h 27mORD-YYT
$305
5/11Sat
2 stopsWestJet
9h 50mORD-YYT
$349
5/11Sat
2 stopsWestJet
9h 57mMDW-YYT
$379

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Flights to St. John's

Destination:

St. John's (YYT)Canada

Cabin classes: