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 7h 10m. Fly via Air Canada or Porter Airlines 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$ 349+ 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

Last-minute

One-way

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 7 September 2026.

Thu 5/116:00 a.m. -

2 stops8h 10m

Mon 9/1112:20 p.m. -

2 stops10h 07m

Deal found 4/9C$ 758

Sat 26/95:35 a.m. -

1 stop7h 10m

Tue 29/911:05 a.m. -

2 stops9h 58m

Deal found 2/9C$ 794

Thu 5/116:00 a.m. -

1 stop9h 43m

Mon 9/113:45 p.m. -

1 stop7h 35m

Deal found 4/9C$ 800

Fri 18/96:05 a.m. -

2 stops11h 00m

Sun 20/911:45 a.m. -

2 stops10h 40m

Deal found 3/9C$ 851

Wed 21/103:00 p.m. -

3 stops28h 10m

Wed 28/1012:20 p.m. -

2 stops10h 07m

Deal found 6/9C$ 863

Wed 21/108:50 a.m. -

2 stops9h 54m

Wed 28/1012:20 p.m. -

2 stops10h 07m

Deal found 6/9C$ 888

Sun 18/105:35 a.m. -

1 stop7h 12m

Sun 25/105:00 a.m. -

2 stops9h 55m

Deal found 3/9C$ 919

Sun 18/103:00 p.m. -

2 stops21h 02m

Sun 25/105:31 p.m. -

2 stops37h 09m

Deal found 3/9C$ 1,861

Find flight deals from St. John's to Chicago

Round-trip from	C$ 758
One-way from	C$ 349

Porter Airlines
5/11-9/11
4 total stops
18h 17m total
St. John's to Chicago

Search Deals

Porter Airlines
12/10-31/12
2 total stops
31h 30m total
St. John's to Chicago

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Mon 12/10

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

2 stops31h 30m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 349

St. John'sChicago

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

YYTORD

St John's

Sun 18/10

8:30 a.m.-1:23 p.m.

1 stop7h 23m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 421

St. John'sChicago

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

YYTORD

St John's

Tue 6/10

1:35 p.m.-7:48 p.m.

1 stop8h 43m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 421

Quickest round-trip

St. John'sChicago

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

YYTORD

St John's

Mon 12/10

5:45 a.m.-10:12 a.m.

1 stop6h 57m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 437

St. John'sChicago

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

YYTORD

St John's

Mon 12/10

6:05 a.m.-3:30 p.m.

3 stops59h 55m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 465

St. John'sChicago

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

YYTORD

St John's

Tue 6/10

6:00 a.m.-7:30 p.m.

2 stops16h 00m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 465

St. John'sChicago

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

YYTORD

St John's

Sun 18/10

8:50 a.m.-4:14 p.m.

2 stops9h 54m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 490

St. John'sChicago

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

YYTORD

St John's

Sun 18/10

3:00 p.m.-11:32 a.m.

3 stops47h 02m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 493

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sun 18/10

4:00 p.m.-2:35 p.m.

3 stops25h 05m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 493

St. John'sChicago

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

YYTORD

St John's

Tue 6/10

3:00 p.m.-9:21 a.m.

3 stops44h 51m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 528

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 22 resultsSorted 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

YYT-MDW

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

YYT-MDW

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 7h 10m. Fly via Air Canada or Porter Airlines 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.

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

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Cheap flights from St. John's to Chicago from C$ 349

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 12/10. 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 7 September 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 7 September 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 7 September 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 7 September 2026.

Last-minute flights from St. John's to ChicagoDiscover last-minute flight deals from St. John's to Chicago. Data last updated 7 September 2026 and is based on user searches.

Discover last-minute flight deals from St. John's to Chicago. Data last updated 7 September 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 7 September 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 7 September 2026.

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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.

Cheapflights Insights

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 7 September 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

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St. John's and Chicago flights

Browse other St. John's and Chicago flight options. Last updated on 7 September 2026.

Other flights from St. John's

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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 7 September 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 7 September 2026.

Last-minute flights from St. John's to Chicago
Discover last-minute flight deals from St. John's to Chicago. Data last updated 7 September 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 7 September 2026.