How long is the flight from St. John's to Chicago?

There are many flights that can get you from St. John's to Chicago in 9h 55m. Fly via Air Canada to get the fastest option. Airlines will cover a distance of 2816 km.

What is the cheapest month to book a flight from St. John's to Chicago?

Currently, January is the cheapest month in which you can book a flight from St. John's to Chicago (average of C$ 261). Flying from St. John's to Chicago in March is currently the most expensive (average of C$ 348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from St. John's to Chicago?

Travelers seeking maximum savings on their St. John's to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

What is the cheapest day to fly round-trip from St. John's to Chicago?

Monday flights are found to be more expensive to fly from St. John's to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

What is the cheapest time of day to fly from YYT to CHI?

It’s optimal to fly from St. John's to Chicago in the morning. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.

What airport do you fly from for flights from St. John's to Chicago?

Most people fly from St John's (YYT) if they book a flight from St. John's to Chicago. On average, St John's has 0 outbound flights to Chicago per day from 1 airline. St John's is conveniently located just 6.7 km from St. John's’s city centre.

Can I find deals for flights from St. John's to Chicago that include hotel bookings?

Yes. In addition to deals on St. John's to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from St. John's to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. John's to Chicago.

Can I find deals for business class flights from St. John's to Chicago?

Yes. Cheapflights offers flight deals from St. John's to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 640+ Flights from St. John's to Chicago

Cheap flight deals from St. John's to Chicago

Round-trip from	C$ 640

Air Canada
17/12-23/12
3 total stops
16h 46m total
St. John's to Chicago

Search Deals

Find flight deals from St. John's to Chicago

Cheapest flights from St. John's to Chicago
Explore the most affordable flight options available from St. John's to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 septiembre 2025.

mié. 17/127:30 a.m.YYT - ORD

2 stops9h 55mAir Canada

mar. 23/123:35 p.m.ORD - YYT

1 stop6h 51mAir Canada

Deal found 14/9C$ 640

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - ORD

YYTORD

St John's

mié. 17/12

7:30 a.m.-2:55 p.m.

2 stops9h 55m

Chicago O'Hare Intl

mar. 23/12

3:35 p.m.-12:56 a.m.

1 stop6h 51m

C$ 640

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

Best time to book a flight from St. John's to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from St. John's with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What’s the top layover airport for flights from St. John's to Chicago?

Toronto (YYZ) – chosen by Cheapflights users on 71% of one-stop itineraries from St. John's to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from St. John's to Chicago?

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 706.

What’s the fastest layover option from St. John's to Chicago?

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 7h 17m.

Which airport typically offers the quickest layover for flights from St. John's to Chicago?

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 1h 42m.

Related info for your journey

What airport do you fly from for flights from St. John's to Chicago?
Most people fly from St John's (YYT) if they book a flight from St. John's to Chicago. On average, St John's has 0 outbound flights to Chicago per day from 1 airline. St John's is conveniently located just 6.7 km from St. John's’s city centre.
How long is the flight from St. John's to Chicago?
There are many flights that can get you from St. John's to Chicago in 9h 55m. Fly via Air Canada to get the fastest option. Airlines will cover a distance of 2816 km.
Can I find deals for flights from St. John's to Chicago that include hotel bookings?
Yes. In addition to deals on St. John's to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from St. John's to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. John's to Chicago.
Can I find deals for business class flights from St. John's to Chicago?
Yes. Cheapflights offers flight deals from St. John's to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from St. John's to Chicago?
Currently, January is the cheapest month in which you can book a flight from St. John's to Chicago (average of C$ 261). Flying from St. John's to Chicago in March is currently the most expensive (average of C$ 348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from St. John's to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 650	AverageC$ 798	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

Fly with Cheapflights

How does Cheapflights help users find flights from St. John's to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from St. John's today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from St. John's to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from St. John's to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from St. John's to Chicago with no change fees?

Certainly. Search results for flights to Chicago from St. John's shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from St. John's to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from St. John's to Chicago from C$ 640

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from St. John's to Chicago

Round-trip from

Find flight deals from St. John's to Chicago

Cheapest flights from St. John's to ChicagoExplore the most affordable flight options available from St. John's to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 septiembre 2025.

Explore the most affordable flight options available from St. John's to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 septiembre 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from St. John's to Chicago that are best for you.