YYT - ORD

C$ 339 Find Cheap Flights from St. John's to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from St. John's to Chicago departing on 13/6. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from St. John's to Chicago, 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 St. John's to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flight Deals from St. John's to Chicago (YYT-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from St. John's to Chicago 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 St. John's to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from St. John's to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Air Canada Logo
5:45 a.m. - 9:52 a.m.YYT-ORD
6h 37m1 stop
Air Canada Logo
12:00 p.m. - 9:39 p.m.ORD-YYT
7h 09m1 stop
C$ 587Air Canada
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Tue, 27 May - Tue, 3 Jun
United Airlines Logo
5:45 a.m. - 11:24 a.m.YYT-ORD
8h 09m1 stop
United Airlines Logo
7:40 p.m. - 1:02 p.m.ORD-YYT
14h 52m2 stops
C$ 609United Airlines
Find Deal
Tue, 27 May - Tue, 3 Jun
United Airlines Logo
5:45 a.m. - 2:16 p.m.YYT-ORD
11h 01m2 stops
United Airlines Logo
8:00 a.m. - 12:37 a.m.ORD-YYT
14h 07m2 stops
C$ 617United Airlines
Find Deal
Tue, 27 May - Tue, 3 Jun
Air Canada Logo
5:50 a.m. - 3:04 p.m.YYT-ORD
11h 44m2 stops
Air Canada Logo
8:40 a.m. - 10:23 p.m.ORD-YYT
11h 13m2 stops
C$ 623Air Canada
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Air Canada Logo
5:50 a.m. - 9:52 a.m.YYT-ORD
6h 32m1 stop
Air Canada Logo
8:40 a.m. - 10:23 p.m.ORD-YYT
11h 13m2 stops
C$ 634Air Canada
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Air Canada Logo
5:50 a.m. - 9:52 a.m.YYT-ORD
6h 32m1 stop
Air Canada Logo
3:35 p.m. - 12:33 a.m.ORD-YYT
6h 28m1 stop
C$ 651Air Canada
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Air Canada Logo
5:50 a.m. - 3:04 p.m.YYT-ORD
11h 44m2 stops
Air Canada Logo
10:00 a.m. - 1:26 a.m.ORD-YYT
12h 56m1 stop
C$ 664Air Canada
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Air Canada Logo
6:10 p.m. - 8:01 a.m.YYT-ORD
16h 21m1 stop
Air Canada Logo
7:11 a.m. - 5:12 p.m.ORD-YYT
7h 31m1 stop
C$ 682Air Canada
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Mon, 25 Aug - Mon, 1 Sep
United Airlines Logo
5:00 a.m. - 6:25 p.m.YYT-ORD
15h 55m2 stops
United Airlines Logo
7:11 a.m. - 5:12 p.m.ORD-YYT
7h 31m1 stop
C$ 700United Airlines
Find Deal
Mon, 25 Aug - Mon, 1 Sep
Air Canada Logo
7:25 a.m. - 6:45 p.m.YYT-ORD
13h 50m1 stop
Air Canada Logo
10:00 a.m. - 1:26 a.m.ORD-YYT
12h 56m1 stop
C$ 716Air Canada
Find Deal
Sat, 28 Jun - Wed, 2 Jul
Useful Info

KAYAK's insights & trends for St. John's to Chicago flights

Get data-powered insights and trends into flights from St. John's to Chicago to help you find the cheapest flights, the best time to fly and much more.

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

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 St. John's to Chicago were found on Air Canada (C$ 587) and United Airlines (C$ 609).

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Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flightC$ 339
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly and prices are also 10% lower on average.
Flight from St. John's to Chicago

When to book flights from St. John's to Chicago

Are your dates flexible? Find out the best times to travel from St. John's to Chicago 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 St. John's to Chicago flights

  • What is the cheapest flight from St. John's to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from St. John's to Chicago O'Hare Intl Airport was C$ 245 for a one-way ticket and C$ 424 for a round-trip.

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

    St. John's and Chicago are both served by 1 main airport. You will leave St. John's from St John's and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from St. John's to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from St. John's to Chicago?

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

  • How does KAYAK find such low prices on flights from St. John's to Chicago?

    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 St. John's to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from St. John's to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from St. John's is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from St. John's to Chicago?

    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 Chicago with an airline and back to St. John's with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from St. John's to Chicago?

    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 Chicago from St. John's up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from St. John's to Chicago

 
See real verified KAYAK customer reviews for airlines flying from St. John's to Chicago. 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 St. John's to Chicago? 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.
7.0
Air CanadaOverall score based on 9244 reviews
7.3Boarding
7.0Comfort
6.3Food
6.8Entertainment
7.8Crew
Airline reviews

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

2.0 MediocreAnonymous, Apr 2025YYZ - IAD
Read more Air Canada reviews

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Ok Did not like that the second leg of flight was moved earlier making it a rush to make it

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

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

Information on your arrival and departure airports

O'Hare Intl (ORD)
St. John's (YYT)

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