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 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$ 375 Cheap Flights from St. John's to Chicago in 2026/27

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

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:10 p.m. - 11:00 a.m.YYT St John's-MDW Chicago Midway

18h 20m1 stop Toronto Pearson Intl

3:20 p.m. - 10:55 p.m.MDW Chicago Midway-YYT St John's

29h 05m1 stop Toronto Island

C$ 602Multiple Airlines

Mon, 5 Oct - Wed, 14 Oct

6:00 a.m. - 11:00 a.m.YYT St John's-MDW Chicago Midway

31h 30m2 stops Montreal St Hubert Toronto Pearson Intl

3:20 p.m. - 10:55 p.m.MDW Chicago Midway-YYT St John's

29h 05m1 stop Toronto Island

C$ 625Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

6:00 a.m. - 2:55 p.m.YYT St John's-ORD Chicago O'Hare Intl

11h 25m2 stops Montreal St Hubert Toronto Pearson Intl

9:55 a.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YYT St John's

12h 30m2 stops Toronto Pearson Intl Ottawa

C$ 657Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

7:00 p.m. - 11:00 a.m.YYT St John's-MDW Chicago Midway

18h 30m1 stop Toronto Pearson Intl

3:20 p.m. - 10:55 p.m.MDW Chicago Midway-YYT St John's

29h 05m1 stop Toronto Island

C$ 671Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

6:00 a.m. - 2:55 p.m.YYT St John's-ORD Chicago O'Hare Intl

11h 25m2 stops Montreal St Hubert Toronto Pearson Intl

8:45 a.m. - 12:55 a.m.ORD Chicago O'Hare Intl-YYT St John's

13h 40m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Island Ottawa

C$ 673Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

6:00 a.m. - 7:48 p.m.YYT St John's-ORD Chicago O'Hare Intl

16h 18m2 stops Montreal St Hubert Toronto Island

9:55 a.m. - 10:55 p.m.ORD Chicago O'Hare Intl-YYT St John's

10h 30m1 stop Toronto Pearson Intl

C$ 676Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

6:00 a.m. - 2:35 p.m.YYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 a.m. - 12:55 a.m.MDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

C$ 678Multiple Airlines

Thu, 1 Oct - Wed, 7 Oct

6:00 a.m. - 1:13 p.m.YYT St John's-ORD Chicago O'Hare Intl

9h 43m1 stop Toronto Pearson Intl

4:30 p.m. - 1:41 a.m.ORD Chicago O'Hare Intl-YYT St John's

6h 41m1 stop Toronto Pearson Intl

C$ 753Air Canada

Sun, 1 Nov - Sun, 8 Nov

5:45 a.m. - 10:12 a.m.YYT St John's-ORD Chicago O'Hare Intl

6h 57m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 5:08 p.m.ORD Chicago O'Hare Intl-YYT St John's

5h 53m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 779Air Canada

Mon, 5 Oct - Wed, 14 Oct

5:45 a.m. - 2:55 p.m.YYT St John's-ORD Chicago O'Hare Intl

11h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

8:45 a.m. - 5:08 p.m.ORD Chicago O'Hare Intl-YYT St John's

5h 53m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 789Air Canada

Mon, 5 Oct - Wed, 14 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

6:00 a.m. - 2:35 p.m.YYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 a.m. - 12:55 a.m.MDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

C$ 1,171Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

6:05 a.m. - 2:35 p.m.YYT St John's-MDW Chicago Midway

11h 00m2 stops Ottawa Toronto Island

11:45 a.m. - 10:55 p.m.MDW Chicago Midway-YYT St John's

32h 40m2 stops Toronto Island Montreal St Hubert

C$ 1,326Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

6:00 a.m. - 2:35 p.m.YYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 a.m. - 12:55 a.m.MDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

C$ 1,378Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

5:35 a.m. - 10:20 a.m.YYT St John's-ORD Chicago O'Hare Intl

7h 15m1 stop Montreal Pierre Elliott Trudeau Intl

3:45 p.m. - 12:38 a.m.ORD Chicago O'Hare Intl-YYT St John's

6h 23m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,386Jazz

Fri, 18 Sep - Sun, 20 Sep

6:00 a.m. - 2:35 p.m.YYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 a.m. - 12:55 a.m.MDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

C$ 1,406Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

8:40 p.m. - 10:15 a.m.YYT St John's-ORD Chicago O'Hare Intl

16h 05m2 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl

2:01 p.m. - 12:33 a.m.ORD Chicago O'Hare Intl-YYT St John's

8h 02m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,416Air Canada

Fri, 18 Sep - Sun, 20 Sep

6:05 p.m. - 11:21 a.m.YYT St John's-ORD Chicago O'Hare Intl

19h 46m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 5:08 p.m.ORD Chicago O'Hare Intl-YYT St John's

5h 53m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,417Air Canada

Fri, 18 Sep - Sun, 20 Sep

6:05 a.m. - 2:20 p.m.YYT St John's-ORD Chicago O'Hare Intl

10h 45m2 stops Ottawa Toronto Pearson Intl

8:30 p.m. - 6:05 p.m.ORD Chicago O'Hare Intl-YYT St John's

19h 05m1 stop Toronto Pearson Intl

C$ 1,585Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

6:00 a.m. - 4:18 p.m.YYT St John's-ORD Chicago O'Hare Intl

12h 48m2 stops Montreal St Hubert Toronto Pearson Intl

2:51 p.m. - 6:05 p.m.ORD Chicago O'Hare Intl-YYT St John's

24h 44m1 stop Toronto Pearson Intl

C$ 1,600Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

7:00 p.m. - 7:36 a.m.YYT St John's-ORD Chicago O'Hare Intl

15h 06m1 stop Toronto Pearson Intl

8:03 a.m. - 6:05 p.m.ORD Chicago O'Hare Intl-YYT St John's

7h 32m1 stop Toronto Pearson Intl

C$ 1,658Porter Airlines

Fri, 18 Sep - Sun, 20 Sep

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Air Canada flights from St. John's to Chicago

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

Air Canada

1 Nov

YYT6:00 a.m.St John's

9h 43m

1 stop

ORD1:13 p.m.Chicago O'Hare Intl

8 Nov

ORD4:30 p.m.Chicago O'Hare Intl

6h 41m

1 stop

YYT1:41 a.m.St John's

C$ 753

Air Canada

5 Oct

YYT5:45 a.m.St John's

6h 57m

1 stop

ORD10:12 a.m.Chicago O'Hare Intl

14 Oct

ORD8:45 a.m.Chicago O'Hare Intl

5h 53m

1 stop

YYT5:08 p.m.St John's

C$ 779

Air Canada

5 Oct

YYT5:45 a.m.St John's

11h 40m

2 stops

ORD2:55 p.m.Chicago O'Hare Intl

14 Oct

ORD8:45 a.m.Chicago O'Hare Intl

5h 53m

1 stop

YYT5:08 p.m.St John's

C$ 789

Porter Airlines flights from St. John's to Chicago

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

Porter Airlines

5 Oct

YYT6:05 a.m.St John's

11h 00m

2 stops

MDW2:35 p.m.Chicago Midway

14 Oct

MDW11:45 a.m.Chicago Midway

10h 40m

2 stops

YYT12:55 a.m.St John's

C$ 797

Porter Airlines

1 Nov

YYT2:25 p.m.St John's

26h 20m

2 stops

ORD2:15 p.m.Chicago O'Hare Intl

8 Nov

ORD6:20 p.m.Chicago O'Hare Intl

17h 40m

3 stops

YYT2:30 p.m.St John's

C$ 1,080

Porter Airlines

18 Sep

YYT6:00 a.m.St John's

11h 05m

2 stops

MDW2:35 p.m.Chicago Midway

20 Sep

MDW11:45 a.m.Chicago Midway

10h 40m

2 stops

YYT12:55 a.m.St John's

C$ 1,171

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 5/10

7:10 p.m.-11:00 a.m.

1 stop18h 20m

Chicago Midway

Wed 14/10

3:20 p.m.-10:55 p.m.

1 stop29h 05m

C$ 602

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 1/10

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

2 stops31h 30m

Chicago Midway

Wed 7/10

3:20 p.m.-10:55 p.m.

1 stop29h 05m

C$ 625

St. John'sChicago

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

YYTORD

St John's

Thu 1/10

6:00 a.m.-2:55 p.m.

2 stops11h 25m

Chicago O'Hare Intl

Wed 7/10

9:55 a.m.-12:55 a.m.

2 stops12h 30m

C$ 657

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 1/10

7:00 p.m.-11:00 a.m.

1 stop18h 30m

Chicago Midway

Wed 7/10

3:20 p.m.-10:55 p.m.

1 stop29h 05m

C$ 671

St. John'sChicago

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

YYTORD

St John's

Thu 1/10

6:00 a.m.-2:55 p.m.

2 stops11h 25m

Chicago O'Hare Intl

Wed 7/10

8:45 a.m.-12:55 a.m.

3 stops13h 40m

C$ 673

St. John'sChicago

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

YYTORD

St John's

Thu 1/10

6:00 a.m.-7:48 p.m.

2 stops16h 18m

Chicago O'Hare Intl

Wed 7/10

9:55 a.m.-10:55 p.m.

1 stop10h 30m

C$ 676

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 1/10

6:00 a.m.-2:35 p.m.

2 stops11h 05m

Chicago Midway

Wed 7/10

11:45 a.m.-12:55 a.m.

2 stops10h 40m

C$ 678

St. John'sChicago

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

YYTORD

St John's

Sun 1/11

6:00 a.m.-1:13 p.m.

1 stop9h 43m

Chicago O'Hare Intl

Sun 8/11

4:30 p.m.-1:41 a.m.

1 stop6h 41m

C$ 753

Quickest round-trip

St. John'sChicago

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

YYTORD

St John's

Mon 5/10

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

1 stop6h 57m

Chicago O'Hare Intl

Wed 14/10

8:45 a.m.-5:08 p.m.

1 stop5h 53m

C$ 779

St. John'sChicago

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

YYTORD

St John's

Mon 5/10

5:45 a.m.-2:55 p.m.

2 stops11h 40m

Chicago O'Hare Intl

Wed 14/10

8:45 a.m.-5:08 p.m.

1 stop5h 53m

C$ 789

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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

Porter Airlines, Air Canada, and United Airlines are the most popular carriers operating from St John's to Chicago

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

Best price found	C$ 375
Fastest flight time	8h 10m
Direct flights	None

The best one-way flight to Chicago from St. John's in the past 72 hours is C$ 375. The best round-trip flight deal from St. John's to Chicago found on momondo in the last 72 hours is C$ 602.

The fastest flight from St. John's to Chicago takes 8h 10m

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

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Frequently asked questions about flying from St. John's to Chicago

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 10m.
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 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.

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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.

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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.

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Cheap flights from St. John's to Chicago from C$ 375

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. John's to Chicago departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Air Canada flights from St. John's to Chicago

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

Porter Airlines flights from St. John's to Chicago

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

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

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

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

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from St. John's to Chicago

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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