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 8h 05m. Fly via Porter Airlines or Air Canada to get the fastest option. Airlines will cover a distance of 2816 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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 time of day to fly from YYT to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from St. John's to Chicago as you normally would.

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 0 airlines. 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$ 412+ Cheap Flights from St. John's to Chicago

Cheap flight deals from St. John's to Chicago

Enter your travel dates to find the best prices.

Cheapest

Best

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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 22 October 2026.

Mon 16/116:00 a.m. -

2 stops8h 05m

Mon 23/1112:15 p.m. -

2 stops10h 14m

Deal found 19/10C$ 759

Mon 16/116:00 a.m. -

2 stops14h 10m

Mon 23/116:20 p.m. -

3 stops17h 45m

Deal found 19/10C$ 818

Tue 24/117:00 a.m. -

2 stops12h 05m

Sat 28/1112:15 p.m. -

2 stops10h 14m

Deal found 19/10C$ 866

Tue 17/116:00 a.m. -

2 stops8h 05m

Tue 24/1112:15 p.m. -

2 stops10h 14m

Deal found 20/10C$ 869

Tue 17/115:00 a.m. -

1 stop9h 27m

Tue 24/1112:50 p.m. -

1 stop8h 06m

Deal found 20/10C$ 880

Mon 16/115:00 a.m. -

1 stop7h 14m

Mon 23/111:57 p.m. -

1 stop6h 59m

Deal found 19/10C$ 892

Find flight deals from St. John's to Chicago

Round-trip from	C$ 759
One-way from	C$ 412

Porter Airlines
16/11-23/11
4 total stops
18h 19m total
St. John's to Chicago

Search Deals

Porter Airlines
3/12-31/12
2 total stops
14h 10m total
St. John's to Chicago

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

6:00 a.m.-5:40 p.m.

2 stops14h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 412

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

2:30 p.m.-6:03 p.m.

3 stops30h 03m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 554

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Mon 16/11

6:00 a.m.-11:35 a.m.

2 stops8h 05m

Chicago O'Hare Intl

Mon 23/11

12:15 p.m.-12:59 a.m.

2 stops10h 14m

C$ 759

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Tue 24/11

2:30 p.m.-7:41 p.m.

1 stop7h 41m

Chicago O'Hare Intl

Sat 28/11

12:15 p.m.-12:59 a.m.

2 stops10h 14m

C$ 866

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Tue 17/11

6:00 a.m.-11:35 a.m.

2 stops8h 05m

Chicago O'Hare Intl

Tue 24/11

12:15 p.m.-12:59 a.m.

2 stops10h 14m

C$ 869

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Tue 17/11

5:00 a.m.-11:57 a.m.

1 stop9h 27m

Chicago O'Hare Intl

Tue 24/11

12:50 p.m.-11:26 p.m.

1 stop8h 06m

C$ 880

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/10

Sorted by cheapest first

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.

YYT-CHI

YYT-ORD

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

YYT-CHI

YYT-ORD

No data available for this route at this time. Please check back soon.

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 0 airlines. 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 8h 05m. Fly via Porter Airlines or Air Canada to get the fastest option. Airlines will cover a distance of 2816 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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.

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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.

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Cheap flights from St. John's to Chicago from C$ 412

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 3/12. 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

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 22 October 2026.

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 22 October 2026.

Best flights from St. John's to ChicagoDiscover carefully curated flight deals from St. John's to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Discover carefully curated flight deals from St. John's to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Last-minute flights from St. John's to ChicagoDiscover last-minute flight deals from St. John's to Chicago. Data last updated 22 October 2026 and is based on user searches.

Discover last-minute flight deals from St. John's to Chicago. Data last updated 22 October 2026 and is based on user searches.

One-way flights from St. John's to ChicagoSearch for one-way flight options from St. John's to Chicago. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.

Search for one-way flight options from St. John's to Chicago. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.

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

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Related info for your journey

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

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for St. John's to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 22 October 2026.

Complete your trip

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Direct flights to Illinois

Book a non-stop flight to one of these other cities located in Illinois.

Search flights from St. John's to Chicago by cabin class

Find flights from St. John's to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

St. John's and Chicago flights

Browse other St. John's and Chicago flight options. Last updated on 22 October 2026.

Other flights from St. John's

Browse through other flights departing from St. John's. Flights are based on user searches made on Cheapflights and were last updated on 22 October 2026.

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

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

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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 22 October 2026.

Best flights from St. John's to Chicago
Discover carefully curated flight deals from St. John's to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Last-minute flights from St. John's to Chicago
Discover last-minute flight deals from St. John's to Chicago. Data last updated 22 October 2026 and is based on user searches.

One-way flights from St. John's to Chicago
Search for one-way flight options from St. John's to Chicago. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.