What are the cheapest airlines flying from St. John's to Chicago round-trip?

Currently priced at C$ 630, Air Canada will fly you from St. John's to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Porter Airlines - these airlines can fly you to your destination from C$ 706 and C$ 730, respectively. Air Canada is 24% cheaper than the average price of flights available within the next 90 days to this destination.

What is the cheapest month to book a flight from St. John's to Chicago?

Currently, January is the cheapest month in which you can book a flight from St. John's to Chicago (average of C$ 261). Flying from St. John's to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from St. John's to Chicago?

Travelers seeking maximum savings on their St. John's to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What is the cheapest day to fly round-trip from St. John's to Chicago?

Monday flights are found to be more expensive to fly from St. John's to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

What is the cheapest month to fly from St. John's to Chicago?

June is one of the best times of the year to fly to Chicago from St. John's. Prices for June average C$ 837 per person but you can even find prices for as low as C$ 660. The most expensive prices can be found in the month of March. Opting for a June flight can save you 32% on your journey compared to booking in March

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 1 airline. 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$ 324+ Flights from St. John's to Chicago

Cheap flight deals from St. John's to Chicago

Round-trip from	C$ 630
One-way from	C$ 324
Popular in	March
Cheapest in	June
Average price	C$ 1,106

Air Canada
7/5-21/5
2 total stops
19h 11m total
St. John's to Chicago

Search Deals

Air Canada
11/5
1 total stop
8h 42m total
St. John's to Chicago

Search Deals

Highest demand for flights based on searches. 23% potential increase in price (C$ 377 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease (C$ 43 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in March 2025

Search Deals

Find flight deals from St. John's to Chicago

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 28 March 2025.

Wed 7/55:45 a.m.YYT - ORD

1 stop8h 17mAir Canada

Wed 21/512:00 p.m.ORD - YYT

1 stop10h 54mAir Canada

Deal found 27/3C$ 630

Sat 26/41:05 p.m.YYT - ORD

2 stops21h 00mUnited Airlines

Mon 28/48:45 a.m.ORD - YYT

2 stops15h 02mUnited Airlines

Deal found 26/3C$ 706

Wed 7/55:45 a.m.YYT - ORD

1 stop6h 37mMultiple Airlines

Wed 21/512:00 p.m.ORD - YYT

2 stops10h 07mMultiple Airlines

Deal found 27/3C$ 726

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mPorter Airlines

Mon 28/45:35 p.m.MDW - YYT

2 stops27h 35mPorter Airlines

Deal found 27/3C$ 730

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mMultiple Airlines

Mon 28/45:35 p.m.MDW - YYT

3 stops27h 40mMultiple Airlines

Deal found 26/3C$ 785

Wed 7/53:00 p.m.YYT - ORD

2 stops29h 21mDelta

Wed 21/57:05 a.m.ORD - YYT

2 stops13h 20mDelta

Deal found 28/3C$ 909

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 28 March 2025.

Wed 7/55:45 a.m.YYT - ORD

1 stop8h 17mAir Canada

Wed 21/512:00 p.m.ORD - YYT

1 stop10h 54mAir Canada

Deal found 27/3C$ 630

Sat 26/41:05 p.m.YYT - ORD

2 stops21h 00mUnited Airlines

Mon 28/48:45 a.m.ORD - YYT

2 stops15h 02mUnited Airlines

Deal found 26/3C$ 706

Wed 7/55:45 a.m.YYT - ORD

1 stop6h 37mMultiple Airlines

Wed 21/512:00 p.m.ORD - YYT

2 stops10h 07mMultiple Airlines

Deal found 27/3C$ 726

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mPorter Airlines

Mon 28/45:35 p.m.MDW - YYT

2 stops27h 35mPorter Airlines

Deal found 27/3C$ 730

Wed 7/53:00 p.m.YYT - ORD

2 stops29h 21mDelta

Wed 21/57:05 a.m.ORD - YYT

2 stops13h 20mDelta

Deal found 28/3C$ 909

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mMultiple Airlines

Mon 28/45:35 p.m.MDW - YYT

3 stops27h 40mMultiple Airlines

Deal found 26/3C$ 785

Last-minute flights from St. John's to Chicago
Discover last-minute flight deals from St. John's to Chicago. Data last updated 28 March 2025 and is based on user searches.

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mPorter Airlines

Mon 28/45:35 p.m.MDW - YYT

2 stops27h 35mPorter Airlines

Deal found 27/3C$ 730

Fri 25/46:00 a.m.YYT - MDW

2 stops13h 10mMultiple Airlines

Mon 28/45:35 p.m.MDW - YYT

3 stops27h 40mMultiple Airlines

Deal found 26/3C$ 785

Fri 25/46:00 a.m.YYT - ORD

3 stops27h 33mMultiple Airlines

Mon 28/410:26 p.m.ORD - YYT

3 stops35h 11mMultiple Airlines

Deal found 27/3C$ 786

Fri 25/47:20 p.m.YYT - ORD

2 stops17h 11mAir Canada

Mon 28/49:05 p.m.ORD - YYT

2 stops13h 39mAir Canada

Deal found 27/3C$ 796

Sat 26/41:05 p.m.YYT - ORD

2 stops21h 00mUnited Airlines

Mon 28/48:45 a.m.ORD - YYT

2 stops15h 02mUnited Airlines

Deal found 26/3C$ 706

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 28 March 2025.

Sun 11/52:00 p.m.YYT - ORD

1 stop8h 42mAir Canada

Deal found 27/3C$ 324

Sun 11/51:10 p.m.YYT - ORD

2 stops12h 52mMultiple Airlines

Deal found 27/3C$ 346

Sun 11/53:05 p.m.YYT - MDW

1 stop10h 05mMultiple Airlines

Deal found 27/3C$ 379

Sun 11/52:55 p.m.YYT - MDW

3 stops20h 20mPorter Airlines

Deal found 27/3C$ 565

Cheapflights Fare Finder

Use the filters below to find and compare flights from St. John's to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 7/5

5:45 a.m.-11:32 a.m.

1 stop8h 17m

Chicago O'Hare Intl

Wed 21/5

12:00 p.m.-1:24 a.m.

1 stop10h 54m

C$ 630

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sat 26/4

1:05 p.m.-7:35 a.m.

2 stops21h 00m

Chicago O'Hare Intl

Mon 28/4

8:45 a.m.-2:17 a.m.

2 stops15h 02m

C$ 706

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 7/5

5:45 a.m.-9:52 a.m.

1 stop6h 37m

Chicago O'Hare Intl

Wed 21/5

12:00 p.m.-12:37 a.m.

2 stops10h 07m

C$ 726

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 25/4

6:00 a.m.-4:40 p.m.

2 stops13h 10m

Chicago Midway

Mon 28/4

5:35 p.m.-11:40 p.m.

2 stops27h 35m

C$ 730

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 25/4

6:00 a.m.-4:40 p.m.

2 stops13h 10m

Chicago Midway

Mon 28/4

5:35 p.m.-11:45 p.m.

3 stops27h 40m

C$ 785

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 7/5

3:00 p.m.-5:51 p.m.

2 stops29h 21m

Chicago O'Hare Intl

Wed 21/5

7:05 a.m.-10:55 p.m.

2 stops13h 20m

C$ 909

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 11/5

2:00 p.m.-8:12 p.m.

1 stop8h 42m

C$ 324

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 11/5

1:10 p.m.-11:32 p.m.

2 stops12h 52m

C$ 346

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sun 11/5

3:05 p.m.-10:40 p.m.

1 stop10h 05m

C$ 379

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sun 11/5

2:55 p.m.-8:45 a.m.

3 stops20h 20m

C$ 565

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

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.

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

What is the cheapest time of day to fly from YYT to CHI?

It’s optimal to fly from St. John's to Chicago in the morning. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Chicago by month

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.

Temperature in Chicago by month

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).

Reviews of airlines servicing Chicago

Delta

8.0

Very good

7,896 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

7,896 reviews

Delta

8.0

Very good

7,896 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines

7.9

Good

276 reviews

Delta

8.0

Very good

7,896 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines

7.4

Good

8,603 reviews

Delta

8.0

Very good

7,896 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada

7.0

Good

8,986 reviews

Delta

8.0

Very good

7,896 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 1 airline. St John's is conveniently located just 6.7 km from St. John's’s city centre.
What are the cheapest airlines flying from St. John's to Chicago round-trip?
Currently priced at C$ 630, Air Canada will fly you from St. John's to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Porter Airlines - these airlines can fly you to your destination from C$ 706 and C$ 730, respectively. Air Canada is 24% cheaper than the average price of flights available within the next 90 days to this destination.
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.
What is the cheapest month to book a flight from St. John's to Chicago?
Currently, January is the cheapest month in which you can book a flight from St. John's to Chicago (average of C$ 261). Flying from St. John's to Chicago in March is currently the most expensive (average of C$ 355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from St. John's to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 656	AverageC$ 784	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

Fly with Cheapflights

How does Cheapflights help users find flights from St. John's to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from St. John's today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from St. John's to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from St. John's to Chicago for you. Better yet — we are completely free to use.

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?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from St. John's to Chicago from C$ 324

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/5. 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

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find 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 28 March 2025.

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 28 March 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from St. John's to Chicago that are best for you.

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

Everything you need to know about your flight from St. John's to Chicago

What is the cheapest time of day to fly from YYT to CHI?

Find hourly flight availability from St. John's to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 March 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Related info for your journey

Find useful and relevant information for your journey from St. John's to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

What are the cheapest airlines flying from St. John's to Chicago round-trip?

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?

What is the cheapest month to book a flight from St. John's to Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for St. John's to Chicago

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

Top airline flying from St. John's to Chicago

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from St. John's to Chicago?

Why should you use Cheapflights to find cheap flight tickets from St. John's to Chicago?

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 28 March 2025.