What is the cheapest airline that flies from St John's to Chicago?

Air Canada is the most popular carrier operating from St John's to Chicago

When did momondo last update prices for flights from St John's Airport to Chicago?

Prices for flights from St John's Airport to Chicago were last updated today.

How many operators does momondo search for flights from St John's Airport to Chicago?

As of December 2025, there is 1 operator available to choose from for flights from St John's Airport to Chicago.

How old do you have to be to fly from St John's Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 304 Cheap Flights from St. John's to Chicago in 2025/26

1 adult

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Find the cheapest flights from St. John's to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:35 a.m. - 1:00 p.m.

YYT

ORD

8h 55m1 stop

8:40 a.m. - 8:13 p.m.

ORD

YYT

9h 03m2 stops

C$ 676Air Canada

Wed, 15 Apr - Sat, 18 Apr

10:15 a.m. - 7:25 p.m.

YYT

ORD

11h 40m2 stops

8:40 a.m. - 8:13 p.m.

ORD

YYT

9h 03m2 stops

C$ 686Air Canada

Wed, 15 Apr - Sat, 18 Apr

6:35 a.m. - 3:10 p.m.

YYT

ORD

11h 05m1 stop

4:15 p.m. - 1:33 a.m.

ORD

YYT

6h 48m1 stop

C$ 703Air Canada

Tue, 3 Feb - Tue, 31 Mar

6:00 a.m. - 3:20 p.m.

YYT

MDW

11h 50m2 stops

12:45 p.m. - 11:05 p.m.

MDW

YYT

7h 50m2 stops

C$ 712Porter Airlines

Wed, 15 Apr - Sat, 18 Apr

7:30 a.m. - 7:45 p.m.

YYT

ORD

14h 45m2 stops

3:55 p.m. - 1:58 a.m.

ORD

YYT

7h 33m1 stop

C$ 829Air Canada

Wed, 31 Dec - Tue, 6 Jan

7:30 a.m. - 5:48 p.m.

YYT

ORD

12h 48m2 stops

8:52 a.m. - 1:58 a.m.

ORD

YYT

14h 36m2 stops

C$ 890Air Canada

Wed, 31 Dec - Tue, 6 Jan

3:00 p.m. - 4:24 p.m.

YYT

MDW

27h 54m2 stops

9:40 a.m. - 12:28 a.m.

MDW

YYT

12h 18m2 stops

C$ 902Porter Airlines

Sat, 30 May - Wed, 3 Jun

3:00 p.m. - 4:24 p.m.

YYT

MDW

27h 54m2 stops

9:40 a.m. - 12:28 a.m.

MDW

YYT

12h 18m2 stops

C$ 923Porter Airlines

Sat, 30 May - Wed, 3 Jun

7:30 a.m. - 7:45 p.m.

YYT

ORD

14h 45m2 stops

7:15 a.m. - 5:21 p.m.

ORD

YYT

7h 36m1 stop

C$ 936Air Canada

Wed, 31 Dec - Tue, 6 Jan

7:30 a.m. - 7:45 p.m.

YYT

ORD

14h 45m2 stops

2:00 p.m. - 12:59 a.m.

ORD

YYT

8h 29m2 stops

C$ 944Air Canada

Wed, 31 Dec - Tue, 6 Jan

Air Canada flights from St. John's to Chicago

Our best Air Canada deals on St. John's to Chicago flight tickets

Air Canada

15 Apr

YYT6:35 a.m.St John's

8h 55m

1 stop

ORD1:00 p.m.Chicago O'Hare Intl

18 Apr

ORD8:40 a.m.Chicago O'Hare Intl

9h 03m

2 stops

YYT8:13 p.m.St John's

C$ 676

Find similar

Air Canada

15 Apr

YYT6:35 a.m.St John's

8h 55m

1 stop

ORD1:00 p.m.Chicago O'Hare Intl

18 Apr

ORD8:40 a.m.Chicago O'Hare Intl

6h 11m

1 stop

YYT5:21 p.m.St John's

C$ 686

Find similar

Air Canada

3 Feb

YYT6:35 a.m.St John's

11h 05m

1 stop

ORD3:10 p.m.Chicago O'Hare Intl

31 Mar

ORD4:15 p.m.Chicago O'Hare Intl

6h 48m

1 stop

YYT1:33 a.m.St John's

C$ 703

Find similar

Porter Airlines flights from St. John's to Chicago

Our best Porter Airlines deals on St. John's to Chicago flight tickets

Porter Airlines

15 Apr

YYT6:00 a.m.St John's

11h 50m

2 stops

MDW3:20 p.m.Chicago Midway

18 Apr

MDW12:45 p.m.Chicago Midway

7h 50m

2 stops

YYT11:05 p.m.St John's

C$ 712

Find similar

Porter Airlines

30 May

YYT3:00 p.m.St John's

27h 54m

2 stops

MDW4:24 p.m.Chicago Midway

3 Jun

MDW9:40 a.m.Chicago Midway

12h 18m

2 stops

YYT12:28 a.m.St John's

C$ 902

Find similar

Porter Airlines

30 May

YYT3:00 p.m.St John's

27h 54m

2 stops

MDW4:24 p.m.Chicago Midway

3 Jun

MDW9:40 a.m.Chicago Midway

12h 18m

2 stops

YYT12:28 a.m.St John's

C$ 923

Find similar

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 15/4

6:35 a.m.-1:00 p.m.

1 stop8h 55m

Chicago O'Hare Intl

Sat 18/4

8:40 a.m.-8:13 p.m.

2 stops9h 03m

C$ 676

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 15/4

10:15 a.m.-7:25 p.m.

2 stops11h 40m

Chicago O'Hare Intl

Sat 18/4

8:40 a.m.-8:13 p.m.

2 stops9h 03m

C$ 686

St. John'sChicago

YYT - ORD

YYTORD

St John's

Tue 3/2

6:35 a.m.-3:10 p.m.

1 stop11h 05m

Chicago O'Hare Intl

Tue 31/3

4:15 p.m.-1:33 a.m.

1 stop6h 48m

C$ 703

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Wed 15/4

6:00 a.m.-3:20 p.m.

2 stops11h 50m

Chicago Midway

Sat 18/4

12:45 p.m.-11:05 p.m.

2 stops7h 50m

C$ 712

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

7:30 a.m.-7:45 p.m.

2 stops14h 45m

Chicago O'Hare Intl

Tue 6/1

3:55 p.m.-1:58 a.m.

1 stop7h 33m

C$ 829

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

7:30 a.m.-5:48 p.m.

2 stops12h 48m

Chicago O'Hare Intl

Tue 6/1

8:52 a.m.-1:58 a.m.

2 stops14h 36m

C$ 890

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 30/5

3:00 p.m.-4:24 p.m.

2 stops27h 54m

Chicago Midway

Wed 3/6

9:40 a.m.-12:28 a.m.

2 stops12h 18m

C$ 902

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 30/5

3:00 p.m.-4:24 p.m.

2 stops27h 54m

Chicago Midway

Wed 3/6

9:40 a.m.-12:28 a.m.

2 stops12h 18m

C$ 923

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

7:30 a.m.-7:45 p.m.

2 stops14h 45m

Chicago O'Hare Intl

Tue 6/1

7:15 a.m.-5:21 p.m.

1 stop7h 36m

C$ 936

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

7:30 a.m.-7:45 p.m.

2 stops14h 45m

Chicago O'Hare Intl

Tue 6/1

2:00 p.m.-12:59 a.m.

2 stops8h 29m

C$ 944

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from St. John's to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 701. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around C$ 871. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the morning is the cheapest time of day to fly from St. John's to Chicago when you can find flight prices for as low as C$ 701. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 824 per ticket.

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

Are you open to changing your travel dates? Check out the ideal times to fly from St. John's to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap St. John's to Chicago (YYT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from St. John's to Chicago

Fastest flight time	8h 55m
Direct flights	None

The fastest flight from St. John's to Chicago takes 8h 55m

There are no direct flights from St. John's to Chicago. There are no popular flight routes from St. John's to Chicago.

Search flight deals

How far is St John's to Chicago by plane?
The straight-line distance from St John's to Chicago is 2803.2 km. A reasonable flight in good conditions will take 8h 55m.
When did momondo last update prices for flights from St John's Airport to Chicago?
Prices for flights from St John's Airport to Chicago were last updated today.
How many operators does momondo search for flights from St John's Airport to Chicago?
As of December 2025, there is 1 operator available to choose from for flights from St John's Airport to Chicago.
How old do you have to be to fly from St John's Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from St. John's to Chicago

Compare and see reviews for airlines that fly from St. John's to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 672	Free Cancellation	Rating 7.1 10,534 reviews		Search Air Canada flights

Munster

Hammond

Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from St. John's to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from St. John's to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from St. John's to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for St. John's to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from St. John's to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from St. John's.

I’m not ready to book a flight from St. John's to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of St. John's to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.