How do I get Price Alerts for flights from St. John's to Chicago?

You can take advantage of momondo’s Price Alerts by first searching for your flights to St. John's from Chicago . Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

How can I save money on flights from St. John's to Chicago with momondo?

With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

How does momondo find its flight prices?

We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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 February 2026, 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$ 617 Cheap Flights from St. John's to Chicago in 2026

1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

6:20 a.m. - 10:05 a.m.

YYT

MDW

30h 15m

2 stops

11:00 a.m. - 10:55 p.m.

MDW

YYT

9h 25m

1 stop

C$ 617Multiple Airlines

Thu, 23 Apr - Mon, 27 Apr

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

YYT

MDW

11h 30m

2 stops

4:15 p.m. - 10:55 p.m.

MDW

YYT

28h 10m

1 stop

C$ 658Multiple Airlines

Thu, 23 Apr - Tue, 28 Apr

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

YYT

MDW

11h 30m

2 stops

11:00 a.m. - 10:55 p.m.

MDW

YYT

9h 25m

1 stop

C$ 662Multiple Airlines

Fri, 24 Apr - Mon, 27 Apr

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

YYT

ORD

9h 55m

2 stops

8:40 a.m. - 5:21 p.m.

ORD

YYT

6h 11m

1 stop

C$ 703Air Canada

Fri, 24 Apr - Sun, 26 Apr

5:25 a.m. - 1:05 p.m.

YYT

ORD

10h 10m

2 stops

8:40 a.m. - 5:21 p.m.

ORD

YYT

6h 11m

1 stop

C$ 716Air Canada

Thu, 23 Apr - Sun, 26 Apr

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

YYT

MDW

11h 30m

2 stops

11:00 a.m. - 1:01 a.m.

MDW

YYT

11h 31m

2 stops

C$ 718Porter Airlines

Thu, 23 Apr - Sun, 26 Apr

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

YYT

MDW

11h 50m

2 stops

11:00 a.m. - 11:05 p.m.

MDW

YYT

9h 35m

2 stops

C$ 733Porter Airlines

Thu, 23 Apr - Tue, 28 Apr

5:30 a.m. - 10:16 a.m.

YYT

ORD

7h 16m

1 stop

6:00 a.m. - 5:10 p.m.

ORD

YYT

8h 40m

2 stops

C$ 808United Airlines

Thu, 2 Jul - Tue, 21 Jul

6:35 a.m. - 4:04 p.m.

YYT

ORD

11h 59m

2 stops

9:18 p.m. - 5:21 p.m.

ORD

YYT

17h 33m

2 stops

C$ 836United Airlines

Thu, 23 Apr - Mon, 27 Apr

3:00 p.m. - 6:41 p.m.

YYT

ORD

30h 11m

2 stops

7:10 a.m. - 10:55 p.m.

ORD

YYT

13h 15m

2 stops

C$ 879WestJet

Thu, 2 Jul - Tue, 21 Jul

Air Canada flights from St. John's to Chicago

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

Air Canada

24 Apr

YYT7:30 a.m.St John's

9h 55m

2 stops

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

26 Apr

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

6h 11m

1 stop

YYT5:21 p.m.St John's

C$ 703

Air Canada

23 Apr

YYT5:25 a.m.St John's

10h 10m

2 stops

ORD1:05 p.m.Chicago O'Hare Intl

26 Apr

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

6h 11m

1 stop

YYT5:21 p.m.St John's

C$ 716

Air Canada

24 Apr

YYT7:30 a.m.St John's

9h 55m

2 stops

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

28 Apr

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

9h 03m

2 stops

YYT8:13 p.m.St John's

C$ 720

United Airlines flights from St. John's to Chicago

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

United Airlines

2 Jul

YYT5:30 a.m.St John's

7h 16m

1 stop

ORD10:16 a.m.Chicago O'Hare Intl

21 Jul

ORD6:00 a.m.Chicago O'Hare Intl

8h 40m

2 stops

YYT5:10 p.m.St John's

C$ 808

United Airlines

23 Apr

YYT6:35 a.m.St John's

11h 59m

2 stops

ORD4:04 p.m.Chicago O'Hare Intl

27 Apr

ORD9:18 p.m.Chicago O'Hare Intl

17h 33m

2 stops

YYT5:21 p.m.St John's

C$ 836

United Airlines

14 Feb

YYT5:05 a.m.St John's

8h 31m

1 stop

ORD11:06 a.m.Chicago O'Hare Intl

18 Feb

ORD6:00 p.m.Chicago O'Hare Intl

20h 44m

2 stops

YYT5:14 p.m.St John's

C$ 1,056

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 23/4

6:20 a.m.-10:05 a.m.

2 stops30h 15m

Chicago Midway

Mon 27/4

11:00 a.m.-10:55 p.m.

1 stop9h 25m

C$ 617

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 23/4

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

2 stops11h 30m

Chicago Midway

Tue 28/4

4:15 p.m.-10:55 p.m.

1 stop28h 10m

C$ 658

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 24/4

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

2 stops11h 30m

Chicago Midway

Mon 27/4

11:00 a.m.-10:55 p.m.

1 stop9h 25m

C$ 662

St. John'sChicago

YYT - ORD

YYTORD

St John's

Fri 24/4

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

2 stops9h 55m

Chicago O'Hare Intl

Sun 26/4

8:40 a.m.-5:21 p.m.

1 stop6h 11m

C$ 703

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 23/4

5:25 a.m.-1:05 p.m.

2 stops10h 10m

Chicago O'Hare Intl

Sun 26/4

8:40 a.m.-5:21 p.m.

1 stop6h 11m

C$ 716

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 23/4

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

2 stops11h 30m

Chicago Midway

Sun 26/4

11:00 a.m.-1:01 a.m.

2 stops11h 31m

C$ 718

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 23/4

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

2 stops11h 50m

Chicago Midway

Tue 28/4

11:00 a.m.-11:05 p.m.

2 stops9h 35m

C$ 733

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 2/7

5:30 a.m.-10:16 a.m.

1 stop7h 16m

Chicago O'Hare Intl

Tue 21/7

6:00 a.m.-5:10 p.m.

2 stops8h 40m

C$ 808

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 23/4

6:35 a.m.-4:04 p.m.

2 stops11h 59m

Chicago O'Hare Intl

Mon 27/4

9:18 p.m.-5:21 p.m.

2 stops17h 33m

C$ 836

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 2/7

3:00 p.m.-6:41 p.m.

2 stops30h 11m

Chicago O'Hare Intl

Tue 21/7

7:10 a.m.-10:55 p.m.

2 stops13h 15m

C$ 879

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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	7h 16m
Direct flights	None

The fastest flight from St. John's to Chicago takes 7h 16m

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 7h 16m.
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 February 2026, 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$ 666	Free Cancellation	Rating 7.1 10,684 reviews		Search Air Canada flights

How do I get Price Alerts for flights from St. John's to Chicago?
You can take advantage of momondo’s Price Alerts by first searching for your flights to St. John's from Chicago. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.
How can I save money on flights from St. John's to Chicago with momondo?
With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.
How does momondo find its flight prices?
We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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.